6929:
6863:
6901:
7647:
7114:
6928:
8759:
of
Gottingen was sponsored by a German pharmaceutical firm. In 1929, both terms announced the isolation of a pure crystal female sex hormone, estrone, in 1929, although Doisy and Allen did so two months earlier than Butenandt.27 By 1931, estrone was being commercially produced by Parke Davis in this country, and Schering-Kahlbaum in Germany. Interestingly, when Butenandt (who shared the Nobel Prize for chemistry in 1939) isolated estrone and analyzed its structure, he found that it was a steroid, the first hormone to be classed in this molecular family.
7689:
7352:
8070:
Estrugenone, Estrusol, Femestrone, Femidyn, Folikrin, Folipex, Folisan, Folliculin, Follicunodis, Follidrin, Gineburno, Glandubolin, Grietalgen, Grietalgen
Hidrocort, Gynogen, Hiestrone, Hormofollin, Hormonin, Hormovarine, Kestrin, Kestrone, Ketodestrin, Kolpon, Ladies Pearl, Livifolin, Menagen, Metharmon-F, Neo-Estrone, Oestrilin, Oestrin, Oestroform, Oestroperos, Ovex, Ovifollin, Perlatan, Progynon, Senikolp, Solliculin, Solutio Folliculinum, Synergon (in combination with
6900:
6862:
47:
38:
7036:
Estrone in oil solution by intramuscular injection has a shorter duration than estrone in aqueous suspension by intramuscular injection. Estrone in oil solution by intramuscular injection is rapidly absorbed, while estrone in aqueous suspension has a prolonged period of absorption. Upon intramuscular
1165:
of estrone at the ERα and ERβ were 2.6% and 4.3% of those of estradiol, respectively. In accordance, the estrogenic activity of estrone has been reported to be approximately 4% of that of estradiol. Other studies have reported that estrone has about one-tenth of the potency of estradiol in activating
8758:
When Allen and Doisy heard about the , they realized there was a rich and easily handled source of hormones in urine from which they could develop a potent extract. Allen and Doisy's research was sponsored by the committee, while that of their main rival, Adolt
Butenandt (b. 1903) of the University
7524:
of estrone is 1,050 L/day/m and of estradiol is 580 L/day/m, while that of estrone sulfate is 80 L/day/m. For comparison, the metabolic clearance rate of estriol is 1,110 L/day/m. A single 1 to 2 mg dose of estrone in oil solution by intramuscular injection has a duration of
9043:
The following are dosages for parenteral : Estrone. For vasomotor symptoms or atrophic vaginitis, 0.1 to 0.5 mg is given 2 or 3 times weekly. For female hypogonadism, castration, or primary ovarian failure, 0.1 to 1.0 mg is given weekly in single or divided doses. Further dosage adjusted according
10891:
ESTRONE Parenteral Dosage Forms ESTRONE INJECTABLE SUSPENSION USP Usual adult dose
Atrophic vaginitis or Menopausal (vasomotor) symptoms or Vulvar atrophy—Intramuscular, 100 to 500 mcg (0.1 to 0.5 mg) two or three times a week, cyclically or continuously as appropriate. Estrogen deficiency, due to
8069:
Estrone has been marketed under a variety of brand names, including
Andrestraq, Aquacrine, A.T.V., Bestrone, Centrogen, Cicatral, Cormone, Crinovaryl, Cristallovar, Crystogen, Destrone, Disynformon, Endofolliculina, Estragyn, Estroject, Estrol, Estrone, Estrone Aqueous Suspension, Estrone-A,
10613:
Using the same principle of delayed absorption, however, we have been able to improve the efficiency of estrone by suspending this fat soluble substance in an aqueous medium, reversing the procedure of suspending water soluble substances such as penicillin. in oil.3 The action of estrone in
11281:
We have already reported our employing injections of estrone crystals suspended in aqueous medium in order to obtain freedom from allergic reactions (1). This preparation, now available commercially, has proven satisfactory not only from this standpoint, but also because of its increased
5790:. In addition, estradiol levels were found to correlate with these effects, while estrone levels did not. These findings confirm that estrone has very low estrogenic activity, and also indicate that estrone does not diminish the estrogenic activity of estradiol. This contradicts some
7037:
injection of estrone in aqueous solution, the water from the preparation is absorbed and a microcrystalline depot of estrone that is slowly absorbed by the body is formed. This is responsible for the prolonged duration of estrone in aqueous suspension compared to oil solution.
4367:
values are of the format "median (range)" (# (#–#)), "range" (#–#), or "value" (#) depending on the values available. The full sets of values within the ranges can be found in the Wiki code. (2) Binding affinities were determined via displacement studies in a variety of
4414:
8077:
Brand names of estrone in aqueous suspension specifically include
Bestrone, Estaqua, Estrofol, Estroject, Estrone-A, Estronol, Femogen, Foygen Aqueous, Gravigen Aqueous, Gynogen, Hormogen-A, Kestrin Aqueous, Kestrone, Theelin Aqueous, Theogen, Unigen, and Wehgen.
10193:
Selby P, McGarrigle HH, Peacock M (March 1989). "Comparison of the effects of oral and transdermal oestradiol administration on oestrogen metabolism, protein synthesis, gonadotrophin release, bone turnover and climacteric symptoms in postmenopausal women".
10451:
De
Lignieres B, Basdevant A, Thomas G, Thalabard JC, Mercier-Bodard C, Conard J, Guyene TT, Mairon N, Corvol P, Guy-Grand B (March 1986). "Biological effects of estradiol-17 beta in postmenopausal women: oral versus percutaneous administration".
6371:
10246:
Powers MS, Schenkel L, Darley PE, Good WR, Balestra JC, Place VA (August 1985). "Pharmacokinetics and pharmacodynamics of transdermal dosage forms of 17 beta-estradiol: comparison with conventional oral estrogens used for hormone replacement".
8968:
American
Medical Association. Dept. of Drugs; Council on Drugs (American Medical Association); American Society for Clinical Pharmacology and Therapeutics (1 February 1977). "Estrogens, Progestagens, Oral Contraceptives, and Ovulatory Agents".
4407:
987:. The range of single doses of estrone by intramuscular injection that are typically used clinically in women is 0.1 to 5 mg. High doses of intramuscular estrone have been used for prostate cancer in men and for breast cancer in women.
10892:
ovariectomy or Female hypogonadism or
Primary ovarian failure—Intramuscular, 100 mcg (0.1 mg) to 1 mg a week, administered as a single dose or in divided doses, cyclically or continuously. A few patients may need doses of up to 2 mg a week.
7633:
4400:
1230:
5028:
6364:
1065:
Although estrone by intramuscular injection was originally formulated as an oil solution, it was soon replaced by formulations of estrone as an aqueous suspension due to a longer duration of action of these formulations.
9830:
Escande A, Pillon A, Servant N, Cravedi JP, Larrea F, Muhn P, Nicolas JC, Cavaillès V, Balaguer P (2006). "Evaluation of ligand selectivity using reporter cell lines stably expressing estrogen receptor alpha or beta".
7626:
861:
Estrone was first discovered in 1929, and was introduced for medical use shortly thereafter. Although it has been used clinically in the past, estrone has largely been discontinued and is mostly no longer marketed.
6357:
1223:
7619:
5021:
10614:
suspension is prolonged because the water vehicle is rapidly absorbed leaving a deposit of crystals in the tissues thus behaving like small implants of crystals which we know are relatively long acting.
9387:
Synergon, a combination of progesterone and oestrone in an injectable form, is marketed to induce withdrawal bleeding in women with nongravid amenorrhea; however, it can be used as an arbortifacient .
1216:
5014:
9994:
Dang Z, Ru S, Wang W, Rorije E, Hakkert B, Vermeire T (March 2011). "Comparison of chemical-induced transcriptional activation of fish and human estrogen receptors: regulatory implications".
7061:, with the remainder (2.0 to 4.0%) circulating free or unbound. Estrone has about 24% of the relative binding affinity of estradiol for SHBG, and hence is relatively poorly bound to SHBG.
7520:
of estrone and estradiol in the circulation are both about 10 to 70 minutes, whereas the biological half-life of estrone sulfate in the circulation is about 10 to 12 hours. The
12629:
12624:
8967:
10099:"Estriol and estrone interaction with the estrogen receptor. II. Estriol and estrone-induced inhibition of the cooperative binding of [3H]estradiol to the estrogen receptor"
8700:
Fishman J, Martucci CP (1980). "New
Concepts of Estrogenic Activity: The Role of Metabolites in the Expression of Hormone Action". In Pasetto N, Paoletti R, Ambrus JL (eds.).
5827:
14510:
5766:
estradiol, clinical studies have shown that doses of oral and transdermal estradiol achieving similar levels of estradiol possess equivalent and non-significantly different
605:
8100:
Although estrone has been widely marketed in the past, it has mostly been discontinued and remains available in only a few countries. These countries reportedly include
1054:(0.135 mg, 0.27 mg) has been marketed under the brand name Hormonin as well. In addition, a combined injectable preparation containing estrone (1 mg) and
971:
Estrone has been used by intramuscular injection at a dosage of 0.1 to 2 mg per week, or 0.1 to 0.5 mg given 2 or 3 times per week, for the treatment of
10289:
Fåhraeus L, Larsson-Cohn U (December 1982). "Oestrogens, gonadotrophins and SHBG during oral and cutaneous administration of oestradiol-17 beta to menopausal women".
7533:, estrone was used at a dose of 0.1 to 0.5 mg 2 to 3 times per week, or at a dose of 0.1 to 2 mg once a week or in divided doses. In one rodent study,
14742:
14082:
7548:
The ratio of circulating estrone to circulating estradiol is the same at about 5:1 with both oral estradiol and oral estrone sulfate. An investigational estrone
12561:
5627:
changes) were all present in the women. Treatment with estrone was found to dose- and time-dependently produce a variety of effects, including breast changes,
11569:
10527:
Oestrone is weakly active by mouth, its potency (see Table) being approximately 1/25th that of stilboestrol (25 mg E1 = 1 mg DES = 2.5 mg CEEs = 0.05 mg EE).
10067:
Kloosterboer HJ, Schoonen WG, Verheul HA (11 April 2008). "Proliferation of Breast Cells by Steroid Hormones and Their Metabolites". In Pasqualini JR (ed.).
125:
72:
Oestrone; E1; Follicular hormone; Folliculin; Folliculine; Follikulin; Theelin; Ketohydroxyestrin; Oxohydroxyestrin; 3-Hydroxyestra-1,3,5(10)-trien-17-one
10750:"Studies on phenolic steroids in human subjects. II. The metabolic fate and hepato-biliary-enteric circulation of C14-estrone and C14-estradiol in women"
10424:
Friel PN, Hinchcliffe C, Wright JV (March 2005). "Hormone replacement with estradiol: conventional oral doses result in excessive exposure to estrone".
5820:
9568:
Ferin J (January 1952). "Relative duration of action of natural and synthetic estrogens administered parenterally in women with estrogen deficiency".
9353:
Addo VN, Tagoe-Darko ED (June 2009). "Knowledge, practices, and attitudes regarding emergency contraception among students at a university in Ghana".
14657:
6845:
14423:
12614:
6922:
in 10 to 20 women each. Vaginal smear test grades were 1 = atrophic, 2 = intermediate cells, 3 = early cornification, 4 = full cornification.
14474:
14466:
11504:
10373:
Wright JV (December 2005). "Bio-identical steroid hormone replacement: selected observations from 23 years of clinical and laboratory practice".
9226:
8425:
10141:
Lundström E, Conner P, Naessén S, Löfgren L, Carlström K, Söderqvist G (2015). "Estrone - a partial estradiol antagonist in the normal breast".
14049:
7093:
6965:
radioactivity with tritiated estrone was about one-tenth that of tritiated estradiol and almost all of the uterine radioactivity was estradiol.
14809:
14804:
14302:
14297:
14292:
14162:
5813:
975:
such as hot flashes and vaginal atrophy, and at a dosage of 0.1 to 1.0 mg weekly in single or divided doses for the treatment of female
14768:
14688:
14485:
13787:
13571:
629:
13274:
11062:
The first steroid hormone was isolated from the urine of pregnant women by Adolf Butenandt in 1929 (estrone; see Fig. 1) (Butenandt 1931).
1201:
the actions of estradiol, but this does not appear to be of clinical significance. In contrast to estradiol and estriol, estrone is not a
922:
in women. It has since largely been discontinued and is mostly no longer available, having been superseded by other estrogens with better
14560:
14555:
14327:
14252:
7552:
was found to result in a ratio of estrone to estradiol of 4:1 or 5:1 initially, but this decreased to about 1:1 with continuous therapy.
5556:). = Atypical uterotrophic effect which plateaus within 48 hours (estradiol's uterotrophy continues linearly up to 72 hours).
657:
InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1
14926:
14535:
14530:
14377:
14372:
12724:
12554:
12523:
12105:
9947:
Legler J, Zeinstra LM, Schuitemaker F, Lanser PH, Bogerd J, Brouwer A, Vethaak AD, De Voogt P, Murk AJ, Van der Burg B (October 2002).
8954:
14870:
14703:
14698:
14382:
14217:
14172:
13521:
11562:
10326:"International Union of Basic and Clinical Pharmacology. XCVII. G Protein-Coupled Estrogen Receptor and Its Pharmacologic Modulators"
10950:
Sipinen S, Lähteenmäki P, Luukkainen T (December 1980). "An oestrone-releasing vaginal ring in the treatment of climacteric women".
5544:
levels relative to baseline of ovariectomized rats after 24 to 72 hours of continuous administration via subcutaneous implant.
674:
14540:
14448:
14443:
14433:
14347:
14272:
13284:
10906:"17beta-hydroxysteroid dehydrogenase Type 1, and not Type 12, is a target for endocrine therapy of hormone-dependent breast cancer"
10717:
Radioactive Isotopes in Physiology Diagnostics and Therapy / Künstliche Radioaktive Isotope in Physiologie Diagnostik und Therapie
14387:
7223:
8937:
14063:
12096:
8864:
1869:
14865:
12547:
12513:
12480:
11493:
11359:
11332:
11305:
11204:
11055:
11028:
10998:
10884:
10732:
10078:
9882:
9461:
9334:
9309:
9282:
9253:
9193:
9159:
9111:
9036:
9009:
8980:
8916:
8835:
8751:
8717:
8679:
8643:
8609:
8562:
8520:
8488:
8329:
8295:
8213:
6838:
1162:
14860:
13356:
12834:
12518:
11919:
11555:
14594:
8014:
1206:
7482:
7333:
5730:
of estradiol, the ratio of estradiol levels to estrone levels is about 5 times higher on average than under normal
1174:
into estradiol, which is far more potent as an estrogen in comparison, most or all of the estrogenic potency of estrone
12819:
12814:
10628:"In vivo uptake and subcellular distribution of tritium-labeled estrogens in human endometrium, myometrium, and vagina"
7958:
for use by intramuscular injection was first described in 1941 and was introduced for medical use under the brand name
7086:
7840:
use. In 1929, pure crystalline estrone was isolated from the urine of pregnant women by various researchers. By 1929,
12867:
12305:
11634:
7987:
649:
12883:
12497:
12309:
11646:
6831:
13438:
13004:
11951:
11720:
14018:
5922:
4992:
4500:
327:
166:
13078:
13046:
11796:
11772:
9401:"A survey of knowledge, attitudes and practice of emergency contraception among university students in Cameroon"
7605:
13269:
12030:
8255:
9948:
418:
10797:
Brown JB (December 1957). "The relationship between urinary oestrogens and oestrogens produced in the body".
8023:
7537:
estrone was administered and increased circulating estradiol levels by about 10-fold; co-administration of a
7079:
14855:
13169:
12414:
12047:
11801:
8117:
7775:
7771:
7573:
7438:
7313:
7295:
7054:
6292:
6058:
5912:
5873:
5775:
5087:
4979:
4622:
4490:
1894:
1181:
812:
762:
469:
272:
105:
14619:
12729:
12704:
8144:
was developed and studied for use in menopausal hormone therapy. It increased estrogen levels, suppressed
4160:
4135:
1844:
1075:
14875:
13117:
12528:
12418:
10834:"Excretion of estrogen metabolites by humans. I. The fate of small doses of estrone and estradiol-17beta"
9949:"Comparison of in vivo and in vitro reporter gene assays for short-term screening of estrogenic activity"
7601:
7589:
7232:
6934:
6560:
1158:
9456:. International Organization of Consumers Unions, Regional Office for Asia and the Pacific. p. 15.
8095:
8091:
13122:
11818:
10581:
7996:
7430:
7391:
5763:
5747:
5692:
4966:
4480:
1100:
800:
715:
538:
9186:
The Menopause and Postmenopause: The Proceedings of an International Symposium held in Rome, June 1979
5691:
of the endometrium, and reversal of vaginal and cervical atrophy, which were accompanied by increased
14177:
14087:
13309:
11630:
8161:
8071:
6806:
5511:
5095:
5054:
4923:
4910:
4432:
4185:
3835:
1259:
1253:
1055:
996:
957:
746:
96:
1944:
14896:
14738:
14500:
14413:
14038:
13731:
13264:
13259:
13159:
11825:
11485:
Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen
7832:
women. This rich source of estrogens allowed the development of potent estrogenic formulations for
7701:: estrone (E1) has one, estradiol (E2) has two, estriol (E3) has three, and estetrol (E4) has four.
7521:
5893:
5688:
2972:
8203:
1161:
of estrone for the human ERα and ERβ were 4.0% and 3.5% of those estradiol, respectively, and the
14026:
13936:
13561:
13551:
13486:
13014:
12784:
12485:
11990:
11968:
11752:
11748:
7937:
7881:
7530:
7022:
6919:
6671:
5942:
5743:
5716:
4953:
4470:
1819:
1153:
in mice, estradiol is about 10-fold more potent than estrone and about 100-fold more potent than
1108:
1006:
984:
961:
945:
871:
727:
84:
77:
59:
12824:
12799:
12739:
12734:
6337:. Liver = Ratio of liver estrogenic effects to general/systemic estrogenic effects (hot flashes/
2147:
2122:
13994:
13546:
13026:
12951:
12946:
12899:
11985:
11762:
11715:
10667:
Poirier D (September 2010). "17beta-Hydroxysteroid dehydrogenase inhibitors: a patent review".
9099:
9026:
8508:
8032:
7948:
7660:
7050:
7026:
6954:
6950:
6880:
6876:
6520:
6412:
5949:
5767:
5128:
4936:
4512:
2472:
1296:
1150:
1146:
1047:
1018:
923:
875:
851:
843:
738:
267:
212:
88:
12754:
11322:
11194:
11074:
Hammond CB, Maxson WS (January 1982). "Current status of estrogen therapy for the menopause".
11018:
9870:
9299:
8997:
8896:
8741:
8633:
8599:
8552:
8317:
518:
14267:
14092:
14030:
13556:
13100:
13063:
13051:
12919:
12402:
11786:
11780:
11710:
11680:
11590:
11578:
11505:"Pharmacology of estrogens and progestogens: influence of different routes of administration"
9270:
9241:
9210:
9147:
8825:
8667:
8426:"Pharmacology of estrogens and progestogens: influence of different routes of administration"
8171:
8045:
8005:
7917:
7909:
7877:
7676:
6742:
6631:
5192:
5041:
4914:
4906:
4460:
4427:
1369:
1245:
1202:
879:
704:
409:
294:
118:
12829:
12804:
12779:
12764:
12699:
12639:
12634:
11045:
10986:
9181:
7179:
5434:
4335:
4310:
2097:
2072:
1694:
13687:
13344:
13083:
12989:
12931:
12709:
12410:
11907:
11855:
11767:
11740:
11705:
11690:
10382:
9960:
8166:
8149:
8129:
8125:
7849:
7668:
7517:
7474:
7006:
6810:
6723:
6650:
6095:
6021:
5530:
5170:
4650:
2172:
1969:
1344:
1154:
1051:
1029:
1000:
770:
478:
286:
12769:
12644:
12619:
8247:
4035:
4010:
458:
8:
14748:
14663:
13727:
13511:
13368:
13334:
13144:
12844:
12462:
12406:
12330:
12224:
12056:
11736:
11732:
11665:
10904:
Day JM, Foster PA, Tutill HJ, Parsons MF, Newman SP, Chander SK, et al. (May 2008).
7941:
7901:
7889:
7841:
7833:
7791:
7577:
7538:
7442:
7136:
7058:
6995:
6887:
in around 10 women each. Vaginal cornification grade is percentage cornification of
6612:
6579:
6305:
5883:
5803:
5783:
5771:
5727:
5708:
5541:
5076:
2997:
2897:
1794:
1198:
1040:
1033:
980:
972:
931:
839:
742:
364:
277:
220:
204:
92:
12759:
10386:
9964:
373:
14916:
14830:
14614:
14495:
14077:
13691:
13351:
13009:
12926:
12871:
12714:
12674:
12664:
12604:
12573:
11914:
11860:
11744:
11728:
11685:
11638:
11535:
11419:
11394:
11375:
11170:
11153:
10774:
10749:
10692:
10604:
10513:
10488:
10406:
10350:
10325:
10219:
10207:
10166:
9924:
9899:
9898:
Coldham NG, Dave M, Sivapathasundaram S, McDonnell DP, Connor C, Sauer MJ (July 1997).
9711:
9545:
9528:
9427:
9400:
9378:
9220:
8798:
8781:
8456:
7955:
7763:
7569:
7526:
7434:
7014:
6911:
6888:
6884:
6802:
6798:
6772:
6539:
6473:
6271:
6267:
6206:
5853:
5680:
5656:
5648:
5628:
5580:
5549:
5302:
5280:
5258:
5236:
4874:
4568:
4540:
4110:
3322:
2322:
2197:
1919:
1569:
1544:
1519:
1494:
1088:
1010:
965:
938:
911:
895:
788:
719:
14418:
12694:
11455:
11125:
11087:
10850:
10833:
10557:
10540:
10115:
9651:
8087:
14911:
14428:
14202:
13651:
12659:
12654:
12581:
12570:
12422:
12235:
12085:
11776:
11724:
11599:
11527:
11489:
11459:
11424:
11355:
11328:
11301:
11272:
11237:
11233:
11200:
11175:
11129:
11091:
11051:
11024:
10994:
10967:
10963:
10927:
10880:
10855:
10814:
10779:
10728:
10684:
10649:
10608:
10562:
10518:
10469:
10433:
10398:
10355:
10306:
10264:
10260:
10211:
10158:
10120:
10074:
10046:
10042:
10011:
9976:
9929:
9878:
9848:
9807:
9803:
9759:
9755:
9742:
Werner AA, Collier WD (1933). "Production of Endometrial Growth in Castrated Women".
9703:
9655:
9620:
9616:
9585:
9550:
9504:
9457:
9432:
9370:
9330:
9305:
9278:
9249:
9189:
9155:
9107:
9080:
9076:
9032:
9005:
8976:
8912:
8831:
8803:
8747:
8713:
8675:
8639:
8605:
8558:
8516:
8484:
8448:
8325:
8291:
8251:
8209:
8105:
7944:
7837:
7795:
7741:
7462:
7387:
7360:
7241:
7101:
7017:
in terms of estrogenic potency. Due to its weak oral activity, estrone has been used
5754:
levels of estradiol, whereas estrone levels resemble the high levels seen during the
5696:
5624:
5572:
5515:
5324:
5046:
4940:
4927:
4450:
4440:
3985:
2447:
1769:
1171:
1134:
1084:
1043:
1036:
847:
824:
820:
784:
181:
29:
12809:
11539:
10696:
10410:
10223:
10170:
9715:
9382:
8554:
The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies
8460:
14921:
14906:
14901:
14678:
14147:
13112:
12859:
12744:
12684:
12679:
12669:
12649:
12609:
12297:
12285:
11897:
11813:
11626:
11519:
11451:
11414:
11406:
11264:
11229:
11165:
11121:
11083:
10959:
10917:
10845:
10806:
10769:
10761:
10720:
10676:
10639:
10596:
10552:
10508:
10500:
10461:
10390:
10345:
10337:
10298:
10256:
10203:
10150:
10110:
10038:
10003:
9968:
9919:
9911:
9840:
9799:
9751:
9695:
9647:
9612:
9577:
9540:
9496:
9422:
9412:
9362:
9131:
9072:
8904:
8868:
8793:
8705:
8440:
8283:
8243:
7983:
7933:
7783:
7732:
7698:
7542:
7470:
7466:
7446:
7411:
7186:
7172:
7162:
7146:
7046:
7030:
7010:
6958:
6946:
6776:
6169:
5791:
5762:. In spite of markedly elevated levels of estrone with oral estradiol but not with
5751:
5723:
5712:
5478:
5456:
5412:
5390:
5368:
5346:
4762:
4364:
4085:
3960:
3935:
2422:
2222:
1744:
1719:
1669:
1644:
1619:
1594:
1469:
1021:
927:
907:
734:
731:
554:
191:
149:
138:
12789:
10154:
7485:(17β-HSDs), and this accounts for most or all of its estrogenic activity. 17β-HSD
4422:
Relative affinities of estrogens for steroid hormone receptors and blood proteins
14237:
13970:
13844:
13476:
13423:
13378:
13179:
12381:
12317:
12005:
11958:
11835:
11483:
11349:
11295:
10874:
10724:
10680:
10068:
10007:
9451:
8970:
8478:
8287:
8054:
7817:
7813:
7787:
7767:
7711:
7458:
7399:
7372:
7129:
6998:
6787:
6279:
6132:
5932:
5863:
5800:
5779:
5755:
5664:
5652:
5612:
4818:
4060:
3422:
2747:
2297:
1195:
934:
915:
887:
808:
711:
708:
398:
253:
236:
199:
13948:
13944:
13922:
8908:
8709:
8116:. However, estrone remains widely available throughout the world in the form of
3522:
3497:
3447:
1180:
is actually due to conversion into estradiol. As such, similarly to the case of
1149:
estrogen than is estradiol, and as such is a relatively weak estrogen. Given by
14708:
14470:
14342:
13771:
13491:
13463:
13455:
13294:
13199:
13189:
13134:
13129:
13031:
12849:
12749:
12539:
12491:
12354:
12342:
11975:
11657:
10098:
9366:
7873:
7725:
7694:
7407:
5643:, and relief from the subjective symptoms of ovariectomy, as well as increased
4988:
4975:
4386:
proteins (except the ERβ values from Kuiper et al. (1997), which are rat ERβ).
4210:
3860:
11547:
11523:
9844:
8444:
7005:
form, a dose of 25 mg estrone is approximately equivalent to 2.5 mg
5583:
of estrogens in humans. In these studies, prior to administration of estrone,
5529:
rats after 72 hours with continuous administration of 1 μg/hour via
4285:
2947:
19:
This article is about estrone as a medication. For its role as a hormone, see
14890:
14322:
14157:
14132:
13912:
13830:
13663:
13641:
13496:
13373:
13105:
12956:
12914:
11941:
11442:
Bishop PM, Folley SJ (August 1951). "Absorption of hormone implants in man".
11241:
11133:
10987:"Historical Introduction to Gonadal Regulation of the Uterus and the Menses."
9811:
9763:
9707:
9699:
9659:
9624:
9508:
9084:
8480:
Melmon and Morrelli's Clinical Pharmacology: Basic Principles in Therapeutics
8238:
Guo JZ, Hahn DW, Wachter MP (2000). "Hormones, Estrogens and Antiestrogens".
7759:
7454:
7450:
7210:
7196:
7002:
6938:
6907:
6872:
6779:
6334:
5731:
5672:
4949:
4235:
1994:
1444:
1419:
919:
616:
245:
10504:
10394:
10029:
Kuhl H (September 1990). "Pharmacokinetics of oestrogens and progestogens".
7513:, although the relative contributions of the different isoforms is unknown.
14490:
14462:
14438:
14307:
14232:
14142:
14137:
14127:
13930:
13896:
13886:
13882:
13817:
13811:
13743:
13239:
13229:
13204:
13068:
13021:
12875:
12863:
12364:
12301:
12240:
12169:
12164:
12159:
12154:
12134:
12129:
12076:
12043:
12023:
12017:
12013:
11872:
11867:
11661:
11642:
11582:
11531:
11463:
11428:
11410:
11293:
11276:
11179:
11020:
The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs
10931:
10859:
10818:
10783:
10688:
10522:
10437:
10402:
10359:
10302:
10162:
10015:
9980:
9852:
9686:
Werner AA (1932). "Effect of Theelin Injections upon the Castrated Woman".
9640:
Journal of the American Pharmaceutical Association (Practical Pharmacy Ed.)
9589:
9554:
9436:
9399:
Kongnyuy EJ, Ngassa P, Fomulu N, Wiysonge CS, Kouam L, Doh AS (July 2007).
9374:
8807:
8452:
8145:
8141:
7979:
7929:
7884:. Other products and brand names of estrone marketed in the 1930s included
7549:
6915:
6891:
6405:
6338:
5735:
5660:
5533:
3778:
2797:
2722:
2697:
1014:
976:
723:
144:
133:
11347:
11095:
10971:
10810:
10653:
10473:
10465:
10341:
10310:
10268:
10215:
10124:
10050:
9933:
9500:
9487:
Freed SC, Greenhill JP (1941). "Therapeutic Use of Estrone Suspensions1".
9417:
8280:
Blood and Marrow Transplant Handbook: Comprehensive Guide for Patient Care
5596:
14835:
14763:
14728:
14723:
14683:
14653:
14639:
14629:
14624:
14453:
14397:
14392:
14287:
14282:
14262:
14212:
14187:
14182:
14107:
14097:
14014:
14010:
14006:
13998:
13988:
13984:
13952:
13940:
13926:
13918:
13858:
13791:
13735:
13707:
13541:
13516:
13388:
13289:
13164:
13088:
13058:
12909:
12889:
12839:
12793:
12689:
12398:
12371:
12350:
12346:
12338:
12323:
12313:
12265:
12204:
12199:
12149:
12037:
11980:
11806:
11756:
11675:
11616:
11268:
10644:
10627:
10600:
10566:
9915:
9581:
8477:
Melmon KL, Carruthers SG, Morrelli HF, Hoffman BB, Nierenberg DW (2000).
8121:
7951:
7865:
7857:
7807:
7779:
7721:
6400:
5902:
5843:
5799:
research suggesting that high concentrations of estrone might be able to
5715:
both during treatment and in the days following cessation of injections.
5704:
5684:
5676:
5668:
5636:
5620:
5608:
5576:
5526:
5214:
5071:
4962:
4706:
3750:
3722:
3647:
3622:
3597:
3472:
3372:
3247:
2872:
2847:
2522:
1394:
1080:
1025:
953:
903:
850:
in the body into estradiol, which provides most or all of its estrogenic
780:
758:
9603:
Freed SC (1941). "Present status of commercial endocrine preparations".
9341:
Estrone Progesterone Multi-ingredient: Fr.: Synergon Turk.: Synergon
8827:
The Estrogen Elixir: A History of Hormone Replacement Therapy in America
8278:
Speroff L (2015). "Women's Hormonal Health Issues". In Speroff L (ed.).
438:
46:
14778:
14758:
14733:
14580:
14525:
14480:
14458:
14367:
14362:
14332:
14317:
14312:
14277:
14167:
14122:
14102:
13980:
13974:
13878:
13866:
13826:
13807:
13783:
13767:
13677:
13673:
13647:
13633:
13586:
13581:
13576:
13566:
13536:
13506:
13501:
13481:
13418:
13339:
13319:
13304:
13299:
13244:
13194:
13095:
13036:
12969:
12964:
12941:
12879:
12854:
12447:
12388:
12270:
12255:
12214:
12189:
12179:
12174:
12144:
12119:
11963:
11929:
11902:
11892:
11887:
11877:
11850:
11845:
11700:
11695:
8074:), Theelin, Thynestron, Tokokin, Unden, Unigen, Wehgen, and Wynestron.
7581:
7403:
7364:
7018:
6794:
6380:
Potencies and durations of natural estrogens by intramuscular injection
5739:
5584:
5553:
4734:
4375:
3910:
3885:
3672:
3397:
3297:
3272:
3147:
3047:
2772:
2672:
2647:
2622:
2597:
2547:
2397:
2372:
832:
581:
449:
261:
113:
13279:
12774:
10922:
10905:
10765:
9972:
9028:
Handbook of drug therapy in reproductive endocrinology and infertility
7489:
that are involved in the conversion of estrone into estradiol include
2922:
14773:
14753:
14693:
14673:
14515:
14352:
14227:
14222:
14207:
14192:
14152:
14034:
14002:
13960:
13908:
13904:
13900:
13890:
13870:
13854:
13803:
13779:
13775:
13763:
13755:
13751:
13711:
13699:
13683:
13669:
13659:
13655:
13611:
13471:
13445:
13433:
13408:
13398:
13383:
13363:
13314:
13214:
13209:
13184:
13174:
13139:
12999:
12974:
12936:
12894:
12375:
12358:
12334:
12275:
12250:
12184:
12139:
11946:
11934:
11924:
11840:
11830:
11653:
9897:
8635:
Concise Dictionary of Pharmacological Agents: Properties and Synonyms
7893:
7829:
7821:
7561:
7534:
7395:
7368:
7122:
7105:
6783:
6259:
5787:
5759:
4846:
4790:
3572:
3347:
3172:
3097:
2572:
2497:
2347:
2272:
2247:
2047:
899:
891:
835:
384:
307:
249:
12719:
10450:
9329:(36th ed.). London: Pharmaceutical Press. pp. 2101, 2127.
9208:
6790:
is 30–640 µg/d (6.4–8.6 mg total per month or cycle). The
3022:
1050:(0.3 mg, 0.6 mg), estrone (0.7 mg, 1.4 mg), and
14644:
14634:
14337:
14197:
14117:
14112:
14045:
13862:
13799:
13795:
13759:
13747:
13719:
13715:
13703:
13695:
13625:
13413:
13403:
13249:
13234:
13219:
13154:
13149:
12994:
12904:
12457:
12392:
12293:
12124:
11669:
11622:
7869:
7510:
7375:
7045:
Unlike estradiol and estriol, estrone is not accumulated in target
5795:
4370:
4260:
3222:
2822:
1190:
1092:
828:
792:
498:
429:
12106:
11255:
Freed SC (June 1946). "Diethylstilbestrol in aqueous suspension".
10626:
Wiegerinck MA, Poortman J, Donker TH, Thijssen JH (January 1983).
9790:
Werner AA (1937). "Effective Clinical Dosages of Theelin in Oil".
9215:. University of California Press. pp. 49–. GGKEY:2UAAZRZ5LN0.
604:
14799:
14545:
14357:
14257:
14247:
14242:
14022:
13966:
13956:
13848:
13723:
13531:
13526:
13428:
13393:
13324:
13224:
13073:
13041:
12979:
12442:
11995:
9900:"Evaluation of a recombinant yeast cell estrogen screening assay"
9063:
Fluhmann CF (1944). "Clinical use of extracts from the ovaries".
7925:
7717:
7714:
7506:
7502:
7498:
7494:
7490:
7486:
7383:
7379:
7203:
7154:
5616:
5588:
5522:
4678:
3547:
3122:
3072:
2022:
1185:
1176:
1130:
1059:
883:
855:
816:
754:
20:
11220:
Novak E (1935). "The Therapeutic Use of Estrogenic Substances".
10625:
9946:
7924:(Paines & Byrne), among others. These formulations included
7688:
7477:. Both of these transformations take place predominantly in the
7351:
14718:
14713:
14570:
13834:
13822:
13637:
13606:
13601:
13596:
13329:
12984:
8476:
8113:
8109:
8101:
7880:
that included estrone, were being sold commercially for use by
7729:
7710:
Estrone, also known as estra-1,3,5(10)-trien-3-ol-17-one, is a
7304:
7280:
7271:
7256:
7250:
6962:
6869:
6791:
5644:
5640:
5632:
5604:
5600:
5592:
5575:
in the 1930s, estrone was given via intramuscular injection to
5519:
5065:
5036:
Selected biological properties of endogenous estrogens in rats
3697:
1096:
949:
796:
529:
14064:
12097:
9325:
Sweetman SC, ed. (2009). "Sex hormones and their modulators".
8674:. Springer Science & Business Media. pp. 60, 62, 64.
8202:
Sweetman SC, ed. (2009). "Sex hormones and their modulators".
5525:. Uterine weight = Percentage change in uterine wet weight of
4383:
4379:
1289:
1284:
1279:
1274:
1142:
1138:
14794:
14668:
14550:
14520:
13739:
13621:
13450:
10140:
8208:(36th ed.). London: Pharmaceutical Press. p. 2101.
7825:
7585:
7565:
7481:. Estrone can also be reversibly converted into estradiol by
7478:
6942:
6894:
and is 1 (+) = 10–25%, 2 (++) = 25–50%, and 3 (+++) = 50–75%.
5707:, pelvic fullness, a "bearing-down" sensation, and increased
5700:
3197:
1104:
804:
595:
509:
312:
241:
11348:
Inc United States Pharmacopeial Convention (February 1987).
10949:
9398:
7782:(piperazine estrone sulfate), and the never-marketed esters
5722:
Clinical research has confirmed the nature of estrone as an
14814:
14595:
14505:
13874:
13629:
10066:
9829:
8932:
8930:
8928:
8903:. Springer Science & Business Media. pp. 135–165.
6251:
Values are ratios, with estradiol as standard (i.e., 1.0).
3806:
1239:
Affinities of estrogen receptor ligands for the ERα and ERβ
489:
10876:
USP DI 2003: Drug Information for Healthcare Professionals
14649:
7988:
5579:
women in order to study its effects and to elucidate the
37:
10245:
9877:. Springer Science & Business Media. pp. 548–.
9004:. Springer Science & Business Media. pp. 153–.
8925:
8638:. Springer Science & Business Media. pp. 207–.
918:
in men as well as a form of high-dose estrogen to treat
9239:
9212:
Hospital Formulary and Compendium of Useful Information
9104:
Principles and Practice of Endocrinology and Metabolism
6805:
has been reported as 5 to 7 mg/week. An effective
6326:
5923:
5719:
also occurred with sufficiently high doses of estrone.
4993:
4501:
12965:
Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
12382:
12365:
12031:
12024:
10993:. Springer Science & Business Media. pp. 8–.
10903:
10423:
10192:
9489:
The Journal of Clinical Endocrinology & Metabolism
9453:
Adverse Effects: Women and the Pharmaceutical Industry
9188:. Springer Science & Business Media. pp. 3–.
9175:
9173:
9171:
8695:
8693:
8691:
8506:
8472:
8470:
8015:
7584:
estrone in women, almost 90% is excreted in urine and
718:
and for other indications. It has been provided as an
351:)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6
11368:
11222:
JAMA: The Journal of the American Medical Association
11043:
9605:
JAMA: The Journal of the American Medical Association
9482:
9480:
9478:
9476:
9268:
9106:. Lippincott Williams & Wilkins. pp. 2153–.
8668:"Biologic effects of natural and synthetic estrogens"
8322:
Textbook of Therapeutics: Drug and Disease Management
8024:
1194:
research has suggested that estrone might be able to
12048:
11969:
Methestrol dipropionate (promethestrol dipropionate)
11294:
International Agency for Research on Cancer (1979).
11257:
The Journal of Clinical Endocrinology and Metabolism
11112:
Biskind MS (1935). "Commercial Glandular Products".
10541:"Vaginal absorption of estrone and 17beta-estradiol"
10538:
10288:
9737:
9735:
9733:
9731:
9729:
9727:
9725:
9570:
The Journal of Clinical Endocrinology and Metabolism
9269:
Campbell G, Compston J, Crisp A (25 November 1993).
9262:
8890:
8888:
8886:
8324:. Lippincott Williams & Wilkins. pp. 397–.
7609:
7069:
6322:
6293:
6288:
5913:
5874:
5088:
4980:
4491:
838:. It is a relatively weak estrogen, with much lower
226:
11037:
10070:
Breast Cancer: Prognosis, Treatment, and Prevention
9168:
8688:
8594:
8467:
417:
12111:Tooltip selective estrogen receptor downregulators
11354:. United States Pharmacopeial. pp. 765, 770.
11067:
10747:
10323:
9473:
8592:
8590:
8588:
8586:
8584:
8582:
8580:
8578:
8576:
8574:
8502:
8500:
7997:
4967:
4481:
1009:was provided as 1, 2, 2.5, 3, 4, and 5 mg/mL
11481:
11324:Ashgate Handbook of Endocrine Agents and Steroids
11044:Nielsch U, Fuhrmann U, Jaroch S (30 March 2016).
10715:Dorfman RI (1961). "Steroid Hormone Metabolism".
10062:
10060:
9722:
9275:The Management of Common Metabolic Bone Disorders
9182:"Chemistry and biochemistry of natural estrogens"
8883:
8743:Science In The Bedroom: A History Of Sex Research
8665:
8627:
8625:
8623:
8621:
8507:Nakamoto J, Salameh WA, Carlton E (18 May 2010).
7766:and described. These include the marketed esters
5507:
5096:
5055:
97:
14888:
12569:
10539:Schiff I, Tulchinsky D, Ryan KJ (October 1977).
9993:
9468:Synergon. 10 mg progesterone. 1 mg folliculine .
9132:https://www.micromedexsolutions.com/micromedex2/
8989:
8661:
8659:
8657:
8655:
8601:Index Nominum 2000: International Drug Directory
7820:discovered that large amounts of estrogens were
6314:
5894:
5566:
948:, if estrone is taken by a woman with an intact
397:
11935:Mestilbol (diethylstilbestrol monomethyl ether)
11577:
11300:. International Agency for Research on Cancer.
11147:
11145:
11143:
10136:
10134:
9825:
9823:
9821:
9352:
9233:
9097:
9058:
9056:
9054:
9052:
8975:. Publishing Sciences Group. pp. 540–572.
8775:
8773:
8771:
8769:
8767:
8735:
8733:
8731:
8729:
8699:
8571:
8497:
8419:
8417:
8415:
8413:
8411:
8409:
8407:
8405:
8403:
8401:
8399:
8397:
8395:
8393:
8391:
8389:
8387:
8385:
8383:
8381:
8379:
8377:
8375:
8373:
8371:
8369:
8367:
8365:
8363:
8361:
8311:
8309:
8307:
8240:Kirk-Othmer Encyclopedia of Chemical Technology
7001:. It has been said that, taken by mouth in non-
4954:
4471:
372:
14069:Tooltip Selective estrogen receptor modulators
13424:Furostilbestrol (diethylstilbestrol difuroate)
12785:16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)
12102:Tooltip selective estrogen receptor modulators
11341:
11107:
11105:
10978:
10945:
10943:
10941:
10866:
10710:
10708:
10706:
10284:
10282:
10280:
10278:
10241:
10239:
10237:
10235:
10233:
10188:
10186:
10184:
10182:
10180:
10092:
10090:
10057:
9864:
9862:
9486:
9318:
9184:. In Paoletti R, Pasetto N, Ambrus JL (eds.).
8819:
8817:
8618:
8483:. McGraw Hill Professional. pp. 614–615.
8359:
8357:
8355:
8353:
8351:
8349:
8347:
8345:
8343:
8341:
8237:
8033:
5770:in terms of measures including suppression of
12615:3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol
12555:
11925:Dimestrol (diethylstilbestrol dimethyl ether)
11563:
11351:Drug Information for the Health Care Provider
11073:
11012:
11010:
10831:
10096:
9785:
9783:
9781:
9779:
9777:
9775:
9773:
9741:
9681:
9679:
9677:
9675:
9673:
9671:
9669:
9443:
9209:University of California (1868-1952) (1952).
9141:
9139:
9127:
9125:
9123:
8666:Quirk Jr JG, Wendel Jr GD (6 December 2012).
8652:
8604:. Taylor & Francis. 2000. pp. 407–.
8273:
8271:
8269:
8267:
8233:
8231:
8229:
8227:
8225:
8057:, but the spelling was eventually changed to
8046:
8044:, in which the "O" is silent, was the former
8006:
7627:
7606:List of estrogen esters § Estrone esters
7406:of estradiol that have one or more available
7087:
6839:
6365:
5821:
5022:
4915:
4461:
4408:
1224:
295:
12725:10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)
11441:
11435:
11386:
11282:effectiveness over estrone dissolved in oil.
11248:
11140:
10897:
10825:
10741:
10660:
10480:
10417:
10366:
10317:
10131:
9987:
9940:
9818:
9522:
9520:
9518:
9392:
9346:
9277:. Cambridge University Press. pp. 48–.
9240:Krishna UR, Sheriar NK, Mandlekar A (1996).
9049:
8995:
8894:
8859:
8857:
8855:
8853:
8851:
8849:
8847:
8764:
8726:
8515:. Elsevier Health Sciences. pp. 2813–.
8304:
8197:
8195:
8193:
8191:
8189:
8187:
7602:List of estrogens § Estrone derivatives
6914:(Estrotate) and estrone (Theelin-In-Oil) in
1017:. It has also been available in the form of
14600:Tooltip G protein-coupled estrogen receptor
13419:Fosfestrol (diethylstilbestrol diphosphate)
12057:
11930:Fosfestrol (diethylstilbestrol diphosphate)
11482:Oettel M, Schillinger E (6 December 2012).
11186:
11114:Journal of the American Medical Association
11102:
10938:
10703:
10619:
10444:
10275:
10230:
10177:
10087:
10022:
9891:
9875:Clinical Endocrinology: Theory and Practice
9859:
9792:Journal of the American Medical Association
9744:Journal of the American Medical Association
9638:Stempel E (1959). "prolonged drug action".
9631:
9291:
9225:: CS1 maint: numeric names: authors list (
9065:Journal of the American Medical Association
8814:
8782:"Estrogenic Hormones: Their Clinical Usage"
8513:Endocrinology – E-Book: Adult and Pediatric
8338:
6306:
6301:
5884:
5537:
5077:
13562:Triphenylmethylethylene (triphenylpropene)
12886:, many others; via estrogenic metabolites)
12810:17α-Epiestriol (16α-hydroxy-17α-estradiol)
12562:
12548:
11570:
11556:
11287:
11007:
10872:
10748:Sandberg AA, Slaunwhite WR (August 1957).
10532:
9770:
9666:
9136:
9120:
9091:
9018:
8631:
8546:
8544:
8542:
8540:
8538:
8536:
8534:
8532:
8264:
8222:
8148:levels, and relieved menopausal symptoms.
7634:
7620:
7094:
7080:
6941:(dpm/mg tissue or dpm/5 μL blood) in
6846:
6832:
6372:
6358:
6263:
5854:
5828:
5814:
5029:
5015:
4415:
4401:
1231:
1217:
457:
12582:
12086:
11851:Prasterone (dehydroepiandrosterone; DHEA)
11600:
11488:. Springer Science & Business Media.
11418:
11314:
11213:
11169:
11151:
10921:
10849:
10790:
10773:
10643:
10573:
10556:
10512:
10349:
10114:
9923:
9868:
9596:
9561:
9544:
9515:
9449:
9426:
9416:
9179:
8844:
8797:
8184:
7993:Tooltip International Nonproprietary Name
7545:decreased estradiol levels by about 50%.
5504:
5047:
4941:
4928:
4451:
4441:
1076:Estrogen (medication) § Side effects
1058:(10 mg) is available in the form of
477:
11807:Estropipate (piperazine estrone sulfate)
11395:"Clinical Experiment in Oestrin Therapy"
11023:. John Wiley & Sons. pp. 175–.
10324:Prossnitz ER, Arterburn JB (July 2015).
9324:
9062:
8996:Thomas JA, Keenan EJ (6 December 2012).
8895:Thomas JA, Keenan EJ (6 December 1986).
8779:
8739:
8201:
8096:Esterified estrogens § Availability
8092:Conjugated estrogens § Availability
7641:Structures of major endogenous estrogens
7592:causes a delay in excretion of estrone.
7580:. Following an intravenous injection of
7053:, estrone is bound approximately 16% to
6333:= Increase in the serum levels of these
1129:Estrone is an estrogen, specifically an
906:women. Estrone has also been used as an
11327:. Taylor & Francis. pp. 138–.
11192:
11111:
10714:
10666:
9637:
9529:"Some Fundamentals in Estrogen Therapy"
9327:Martindale: The Complete Drug Reference
9297:
9100:"Compendium of Endocrine-Related Drugs"
8961:
8823:
8529:
8277:
8205:Martindale: The Complete Drug Reference
6330:
6280:
6275:
5933:
5928:Tooltip Corticosteroid-binding globulin
5864:
5647:. Breast changes specifically included
4998:Tooltip Corticosteroid-binding globulin
4506:Tooltip Corticosteroid binding globulin
1028:(0.2 mg, 0.25 mg) as well as
437:
64:Estragyn, Kestrin, Theelin, many others
14889:
11392:
11016:
10372:
9789:
9685:
9202:
9145:
9024:
8632:Morton IK, Hall JM (6 December 2012).
8020:Tooltip Dénomination Commune Française
7965:
7674:
7658:
7402:) occurs in the case of estradiol and
7340:
7331:
7326:
7311:
7302:
7278:
7269:
7239:
7230:
7208:
7201:
7184:
7177:
7160:
7151:
7033:of vaginal estrone have been studied.
1124:
12543:
11551:
11320:
11254:
11219:
10984:
10796:
10754:The Journal of Clinical Investigation
10579:
10486:
9602:
9567:
9526:
8511:. In Jameson JL, De Groot LJ (eds.).
8315:
8248:10.1002/0471238961.05192018072115.a01
8029:Tooltip Denominazione Comune Italiana
7666:
7653:
7293:
7248:
7221:
7194:
7170:
7144:
7134:
7127:
5941:
5931:
5921:
5911:
5892:
5882:
5872:
5862:
5852:
5842:
5835:Relative oral potencies of estrogens
5750:dosages of estradiol results in low,
5746:of estradiol. Oral administration of
1163:relative transactivational capacities
537:
517:
175:
12053:Tooltip follicle-stimulating hormone
11502:
10879:. Thomson Micromedex. p. 1246.
10028:
9244:. In Krishna UR, Sheriar NK (eds.).
9098:Misra D, Magee MF, Nylén ES (2001).
9002:Principles of Endocrine Pharmacology
8901:Principles of Endocrine Pharmacology
8897:"Estrogens and Antiestrogenic Drugs"
8550:
8423:
7739:was derived from the chemical terms
7120:
6298:Tooltip follicle-stimulating hormone
5918:Tooltip Sex hormone-binding globulin
5879:Tooltip Follicle-stimulating hormone
5093:Tooltip Sex hormone-binding globulin
4985:Tooltip sex hormone-binding globulin
4496:Tooltip Sex hormone-binding globulin
773:(mostly estrone sulfate; brand name
148:
137:
11154:"Sex Hormone Therapy in Gynæcology"
10838:The Journal of Biological Chemistry
8998:"Estrogen and Antiestrogenic Drugs"
8947:
7876:and containing purified estrone or
7724:at the C1, C3, and C5 positions, a
6984:
6910:test grade with different doses of
6318:
6255:
5903:
5844:
1207:G protein-coupled estrogen receptor
1119:
497:
388:
13:
12458:Androvax (androstenedione albumin)
11474:
11196:Biological Actions of Sex Hormones
10832:Beer CT, Gallagher TF (May 1955).
10208:10.1111/j.1365-2265.1989.tb02232.x
10097:Sasson S, Notides AC (July 1983).
9248:. Orient Blackswan. pp. 70–.
8152:of estrone has also been studied.
8002:Tooltip United States Pharmacopeia
7868:), purified from pregnancy urine,
4972:Tooltip mineralocorticoid receptor
4486:Tooltip Mineralocorticoid receptor
1107:, among others. It can also cause
1083:of estrogens like estrone include
990:
783:of estrogens like estrone include
14:
14938:
14927:Sex hormone esters and conjugates
13961:taleranol (teranol, β-zearalanol)
12876:metandienone (methandrostenolone)
12524:Progestogens and antiprogestogens
11126:10.1001/jama.1935.92760350007009a
9688:Experimental Biology and Medicine
7483:17β-hydroxysteroid dehydrogenases
6994:Like estradiol, estrone has poor
5101:Tooltip relative binding affinity
5060:Tooltip relative binding affinity
102:Tooltip estradiol/estrone/estriol
14871:Progesterone receptor modulators
14625:Afimoxifene (4-hydroxytamoxifen)
13507:Prinaberel (ERB-041, WAY-202041)
11920:Diethylstilbestrol esters/ethers
11915:Diethylstilbestrol (stilbestrol)
11234:10.1001/jama.1935.92760200002012
11047:New Approaches to Drug Discovery
10719:. Springer. pp. 1223–1241.
9869:Schriener WE (6 December 2012).
9804:10.1001/jama.1937.02780390029011
9756:10.1001/jama.1933.02740440026008
9617:10.1001/jama.1941.72820400003010
9077:10.1001/jama.1944.02850190003001
8150:Subcutaneous pellet implantation
7970:
7687:
7645:
7386:) in humans. In addition to the
7350:
7112:
6927:
6899:
6861:
5899:Tooltip High-density lipoprotein
1184:, estrone is considered to be a
878:formulations and was used as an
565:
45:
36:
14568:Coregulator-binding modulators:
12835:17β-Methyl-17α-dihydroequilenin
10910:International Journal of Cancer
10073:. CRC Press. pp. 343–366.
9180:Deghenghi R (6 December 2012).
8955:"Drugs@FDA: FDA-Approved Drugs"
8786:California and Western Medicine
8702:The Menopause and Postmenopause
8320:. In Helms RA, Quan DJ (eds.).
8088:Estropipate § Availability
8081:
7040:
6957:or 0.11 μg 6,7-estrone in
5503:Values are mean ± SD or range.
4959:Tooltip glucocorticoid receptor
4476:Tooltip Glucocorticoid receptor
1209:(affinity >10,000 nM).
1114:
1069:
1062:under the brand name Synergon.
952:, it should be combined with a
865:
662:Key:DNXHEGUUPJUMQT-CBZIJGRNSA-N
13399:Erteberel (SERBA-1, LY-500307)
12463:Ovandrotone albumin (Fecundin)
11649:) (via estrogenic metabolites)
11199:. CUP Archive. pp. 558–.
11152:Johnstone RW (November 1936).
8746:. Basic Books. pp. 128–.
8124:(piperazine estrone sulfate),
8064:
8038:Tooltip Japanese Accepted Name
7735:at the C17 position. The name
7525:about 2 or 3 days. As an
1157:. According to one study, the
691:), sold under the brand names
571:
559:
1:
14856:Receptor/signaling modulators
12820:17α-Ethynyl-3β-androstanediol
12815:17α-Ethynyl-3α-androstanediol
11456:10.1016/S0140-6736(51)93237-0
11088:10.1016/S0015-0282(16)45970-4
10985:Gruhn JG (11 November 2013).
10873:Micromedex (1 January 2003).
10851:10.1016/S0021-9258(18)70972-1
10582:"Management of the Menopause"
10558:10.1016/S0015-0282(16)42855-4
10155:10.3109/09513590.2015.1062866
10116:10.1016/S0021-9258(20)82036-5
9652:10.1016/S0095-9561(16)35628-6
9242:"Hormone Replacement Therapy"
9146:Modell W (21 November 2013).
9031:. Little, Brown. p. 23.
8780:Fluhmann CF (November 1938).
8177:
8051:Tooltip British Approved Name
8011:Tooltip British Approved Name
7748:(estra-1,3,5(10)-triene) and
7064:
6989:
6454:0.5–2 ≈ 2–7 d; 3.5 ≈ >5 d
5567:Effects in the body and brain
4920:Tooltip progesterone receptor
4466:Tooltip Progesterone receptor
1870:Estradiol 3-gluc. 17β-sulfate
870:Estrone has been marketed in
807:, among others. Estrone is a
637:O=C43(CC2c1ccc(O)cc1CC23CC4)C
621:254.5 °C (490.1 °F)
355:-cyclopentaphenanthren-17-one
300:Tooltip Intravenous injection
14866:Androgen receptor modulators
13170:Lynestrenol phenylpropionate
12514:Estrogen receptor modulators
12415:hydroxyprogesterone caproate
11321:Milne GW (1 November 2017).
10964:10.1016/0378-5122(80)90031-6
10799:The Journal of Endocrinology
10725:10.1007/978-3-642-49761-2_39
10681:10.1517/13543776.2010.505604
10261:10.1016/0002-9378(85)90569-1
10043:10.1016/0378-5122(90)90003-O
10008:10.1016/j.toxlet.2010.12.020
9298:Erkkola R (1 January 2006).
8704:. Springer. pp. 43–52.
8288:10.1007/978-3-319-13832-9_28
7776:estrone tetraacetylglucoside
7595:
7555:
7055:sex hormone-binding globulin
6555:40 ≈ 14–21 d; 100 ≈ 21–28 d
5776:follicle-stimulating hormone
1030:subcutaneous pellet implants
7:
14861:Estrogens and antiestrogens
14511:Oxabicycloheptene sulfonate
14198:Etacstil (GW-5638, DPC-974)
13374:Doisynoestrol (fenocycline)
13118:Ethinylestradiol 3-benzoate
12630:3β,5α-Dihydrolevonorgestrel
12625:3α,5α-Dihydrolevonorgestrel
12519:Androgens and antiandrogens
12455:Androstenedione immunogens:
12419:medroxyprogesterone acetate
12062:Tooltip luteinizing hormone
11942:Doisynoestrol (fenocycline)
9304:. Elsevier. pp. 264–.
8909:10.1007/978-1-4684-5036-1_7
8830:. JHU Press. pp. 21–.
8824:Watkins ES (6 March 2007).
8740:Bullough VL (19 May 1995).
8710:10.1007/978-94-011-7230-1_5
8557:. Springer. pp. 899–.
8551:Elks J (14 November 2014).
8155:
8135:
8053:of estrone and its name in
7842:pharmaceutical preparations
7590:Enterohepatic recirculation
6311:Tooltip luteinizing hormone
5889:Tooltip Luteinizing hormone
5683:changes included increased
5599:and small and non-erectile
5082:Tooltip Luteinizing hormone
4433:Relative binding affinities
2152:6,8-Didehydro-17α-estradiol
2127:6,8-Didehydro-17β-estradiol
1260:Absolute binding affinities
1254:Relative binding affinities
1159:relative binding affinities
1039:(1.25 mg). A combined
10:
14943:
14578:Noncompetitive inhibitors:
14203:Ethamoxytriphetol (MER-25)
13364:Dimestrol (dianisylhexene)
13123:Ethinylestradiol sulfonate
12440:Mixed mechanism of action:
12212:Noncompetitive inhibitors:
11964:Methestrol (promethestrol)
11819:Ethinylestradiol sulfonate
11017:Ravina E (18 April 2011).
10989:. In Josimovich JB (ed.).
10632:J. Clin. Endocrinol. Metab
10454:J. Clin. Endocrinol. Metab
9527:Freed SC (December 1946).
9367:10.1016/j.ijgo.2009.01.008
9154:. Springer. pp. 52–.
8085:
7960:Theelin Aqueous Suspension
7805:
7801:
7728:at the C3 position, and a
7599:
6242:
5859:Tooltip Vaginal epithelium
5806:the actions of estradiol.
5663:of the nipples as well as
1073:
994:
716:menopausal hormone therapy
549:Chemical and physical data
18:
14848:
14823:
14787:
14620:7β-Hydroxyepiandrosterone
14607:
14593:
14406:
14178:Desmethylchlorotrianisene
14059:
13357:Diethylstilbestrol esters
13310:Bisdehydrodoisynolic acid
12730:11β-Chloromethylestradiol
12705:7β-Hydroxyepiandrosterone
12594:
12587:Tooltip Estrogen receptor
12580:
12475:
12432:
12284:
12223:
12197:Exclusively antagonistic:
12091:Tooltip Estrogen receptor
12084:
12075:
12004:
11605:Tooltip Estrogen receptor
11598:
11589:
11524:10.1080/13697130500148875
11158:Edinburgh Medical Journal
11050:. Springer. pp. 7–.
10991:Gynecologic Endocrinology
9845:10.1016/j.bcp.2006.02.002
9152:Drugs in Current Use 1958
8670:. In Buchsbaum HJ (ed.).
8445:10.1080/13697130500148875
8318:"Gynecological Disorders"
8162:Estradiol/estrone/estriol
7588:within 4 to 5 days.
7388:metabolic transformations
7021:instead, for instance by
6961:in rats. At 2 hours
6807:ovulation-inhibiting dose
6760:
6691:
6578:
6472:
6411:
6394:
6391:
6388:
6385:
5699:from the cervix, uterine
5512:Relative binding affinity
5499:
5052:Tooltip Estrogen receptor
4946:Tooltip estrogen receptor
4933:Tooltip androgen receptor
4901:
4456:Tooltip Androgen receptor
4446:Tooltip Estrogen receptor
4431:
4426:
4359:
4161:Ethinyl-3β-androstanediol
4136:Ethinyl-3α-androstanediol
3890:19-Nortestosterone; 19-NT
2927:16α-Lactone-17β-estradiol
2527:4-Hydroxytamoxifen; 4-OHT
2352:Dihydrodiethylstilbestrol
2177:8,9-Dehydro-17β-estradiol
1845:Estradiol 17β-glucuronide
1799:Estradiol 3,17β-disulfate
1699:16α-OH-E1; 17-Ketoestriol
1474:16β-Hydroxy-17α-estradiol
1449:16α-Hydroxy-17α-estradiol
1424:16β-Hydroxy-17β-estradiol
1268:
1258:
1252:
1249:
1244:
1170:. Because estrone can be
1024:(1 mg/g (0.1%)) and
997:Estradiol/estrone/estriol
747:estradiol/estrone/estriol
703:among many others, is an
670:
645:
625:
615:
593:
580:
553:
548:
528:
508:
488:
468:
448:
428:
408:
383:
363:
323:
318:
306:
285:
260:
235:
211:
198:
190:
165:
160:
124:
112:
76:
68:
58:
53:
44:
35:
14684:Fulvestrant (ICI-182780)
14501:Methylpiperidinopyrazole
14454:Fulvestrant (ICI-182780)
13937:Resorcylic acid lactones
13160:Hydroxyestrone diacetate
13096:Etamestrol (eptamestrol)
11826:Hydroxyestrone diacetate
11753:estradiol ester mixtures
11393:Bishop PM (April 1938).
11193:Burrows H (March 2003).
10580:James DW (Summer 1998).
9904:Environ. Health Perspect
9700:10.3181/00379727-29-6259
8120:, which can be found in
7522:metabolic clearance rate
6813:is 20–30 mg/month.
6561:Estradiol benz. butyrate
6553:5 ≈ 7–8 d; 10 ≈ 10–14 d;
6487:1.66 ≈ 2–3 d; 5 ≈ 3–6 d
5531:subcutaneously implanted
3305:0.0054 (<0.001–0.01)
2973:Methylpiperidinopyrazole
2777:Deaminohydroxytoremifene
2302:17α-Methyl-17β-estradiol
1924:EB; Estradiol 3-benzoate
1774:E2S; Estradiol 3-sulfate
1374:E4; 15α,16α-Di-OH-17β-E2
854:. As such, estrone is a
13995:Synthetic xenoestrogens
13552:Triphenylchloroethylene
13487:Methestrol dipropionate
13015:Polyestradiol phosphate
11991:Triphenylchloroethylene
11749:polyestradiol phosphate
11076:Fertility and Sterility
10505:10.1136/bmj.1.5128.1029
10487:Swyer GI (April 1959).
10395:10.1196/annals.1356.039
10196:Clin. Endocrinol. (Oxf)
7938:intramuscular injection
7882:intramuscular injection
7531:intramuscular injection
7023:intramuscular injection
6920:intramuscular injection
6853:Pharmacology of estrone
6672:Polyestradiol phosphate
6285:Tooltip urinary calcium
5938:Tooltip Angiotensinogen
5869:Tooltip Urinary calcium
5717:Endometrial hyperplasia
5631:changes of the vagina,
4290:7α-Methylnorethisterone
4218:0.085 (0.0015–<0.1)
3918:0.038 (<0.001–0.04)
2552:4-Chlorotamoxifen; 4-CT
2277:RU-2858; 11β-Methoxy-EE
2102:7-Dehydro-17α-estradiol
2077:7-Dehydro-17β-estradiol
1820:Estradiol 3-glucuronide
1109:endometrial hyperplasia
1046:formulation containing
1007:intramuscular injection
985:primary ovarian failure
962:endometrial hyperplasia
946:route of administration
741:. It can also be taken
714:which has been used in
85:Intramuscular injection
14088:4'-Hydroxynorendoxifen
14083:2-Phenylbenzothiophene
13957:zeranol (α-zearalanol)
13660:phlorizin (phloridzin)
13547:Triphenylbromoethylene
13446:ICI-85966 (Stilbostat)
13027:Estramustine phosphate
12900:Bolandiol dipropionate
11986:Triphenylbromoethylene
11763:Estramustine phosphate
11411:10.1136/bmj.1.4034.939
10589:The Permanente Journal
10303:10.1530/acta.0.1010592
10249:Am. J. Obstet. Gynecol
9873:. In Labhart A (ed.).
9102:. In Becker KL (ed.).
7808:Estrone § History
7390:shown in the diagram,
7051:plasma protein binding
7027:vaginal administration
6951:subcutaneous injection
6877:subcutaneous injection
6875:(grade) with a single
6786:production during the
6521:Estradiol dipropionate
6395:Duration by dose (mg)
5778:levels, inhibition of
5748:menopausal replacement
5619:of ovariectomy (e.g.,
4265:7α-Methylnorethynodrel
4215:NET; 17α-Ethynyl-19-NT
4115:17α-Methyltestosterone
3911:Dehydroepiandrosterone
3868:0.01 (<0.001–0.05)
3865:DHT; 5α-Androstanolone
3789:0.01 (<0.001–0.02)
3027:8β-Vinyl-17β-estradiol
2952:16α-Iodo-17β-estradiol
2752:6720-CDRI; NNC-460,020
2473:Triphenylbromoethylene
2227:EE; 17α-Ethynyl-17β-E2
1974:Estrone 3-methyl ether
1945:Estradiol 17β-benzoate
1899:E1S; Estrone 3-sulfate
1151:subcutaneous injection
960:to offset the risk of
846:. However, estrone is
14268:Miproxifene phosphate
14093:27-Hydroxycholesterol
13557:Triphenyliodoethylene
13101:Ethinylandrostenediol
13064:Estrogenic substances
13052:Polyestriol phosphate
12920:Cloxestradiol acetate
12403:chlormadinone acetate
11787:Estrogenic substances
11781:polyestriol phosphate
11681:Cloxestradiol acetate
10811:10.1677/joe.0.0160202
10466:10.1210/jcem-62-3-536
10342:10.1124/pr.114.009712
9953:Environ. Sci. Technol
9501:10.1210/jcem-1-12-983
9418:10.1186/1471-227X-7-7
9355:Int J Gynaecol Obstet
8938:"Enforcement Reports"
8865:"Estrone - Drugs.com"
8172:Estrogenic substances
7878:mixtures of estrogens
7518:biological half-lives
6797:maturation dosage of
6756:50 ≈ 30 d; 80 ≈ 60 d
6743:Polyestriol phosphate
6685:40 ≈ 30 d; 80 ≈ 60 d;
6632:Estradiol dienanthate
6258:= Clinical relief of
6245:Sources and footnotes
5581:biological properties
753:) and in the form of
728:injection into muscle
13582:WAY-204688 (SIM-688)
13394:ERB-196 (WAY-202196)
13345:Dienestrol diacetate
13084:Estrone methyl ether
12990:Esterified estrogens
12932:Conjugated estrogens
12825:17β-Dihydroequilenin
12800:17α-Dihydroequilenin
12740:15α-Hydroxyestradiol
12735:11β-Methoxyestradiol
12710:8,9-Dehydroestradiol
12411:gestonorone caproate
12225:Aromatase inhibitors
11908:Dienestrol diacetate
11856:Prasterone enanthate
11741:estradiol undecylate
11706:Esterified estrogens
11691:Conjugated estrogens
11269:10.1210/jcem-6-6-420
10669:Expert Opin Ther Pat
10645:10.1210/jcem-56-1-76
10375:Ann. N. Y. Acad. Sci
9916:10.1289/ehp.97105734
9582:10.1210/jcem-12-1-28
9450:McDonnell K (1986).
8972:AMA drug evaluations
8282:. pp. 341–354.
8167:Estrone/progesterone
8132:(Estratab, Menest).
8130:esterified estrogens
8126:conjugated estrogens
7007:conjugated estrogens
6811:estradiol undecylate
6651:Estradiol undecylate
6096:Conjugated estrogens
4378:estradiol and human
4240:5(10)-Norethisterone
4165:17α-Ethynyl-3β-adiol
4140:17α-Ethynyl-3α-adiol
3052:ERB-041; WAY-202,041
2148:17α-Dihydroequilenin
2123:17β-Dihydroequilenin
2052:6,8-Didehydroestrone
1970:Estrone methyl ether
1324:E1; 17-Ketoestradiol
1001:Estrone/progesterone
882:in the treatment of
771:conjugated estrogens
739:inside of the vagina
30:Estrone (medication)
14749:Propylpyrazoletriol
14664:Diarylpropionitrile
13512:Propylpyrazoletriol
13369:Dimethylstilbestrol
13335:Diarylpropionitrile
13145:Etynodiol diacetate
12845:Abiraterone acetate
12755:16α-Fluoroestradiol
12407:cyproterone acetate
12306:testosterone esters
11737:estradiol enanthate
11733:estradiol cypionate
11666:etynodiol diacetate
11635:testosterone esters
10387:2005NYASA1057..506W
10143:Gynecol. Endocrinol
9965:2002EnST...36.4410L
9533:California Medicine
8509:"Endocrine Testing"
7966:Society and culture
7902:British Drug Houses
7792:estrone glucuronide
7712:naturally occurring
7578:estrone glucuronide
7570:estrogen conjugates
7443:estrone glucuronide
7435:estrogen conjugates
7137:Estrone glucuronide
6773:aqueous suspensions
6613:Estradiol enanthate
6580:Estradiol cypionate
6382:
5908:Tooltip Cholesterol
5849:Tooltip Hot flashes
5836:
5784:menopausal symptoms
5772:luteinizing hormone
5728:oral administration
5726:of estradiol. With
5709:vaginal lubrication
5677:aching and soreness
5617:subjective symptoms
5542:Luteinizing hormone
5037:
4976:dihydrotestosterone
4423:
4390:See template page.
4190:P4; 4-Pregnenedione
3990:A4; Androstenedione
3861:Dihydrotestosterone
3843:<0.0001–<0.01
3840:T; 4-Androstenolone
3658:0.135 (0.002–4.23)
3655:0.0315 (0.008–1.0)
3258:0.6225 (0.010–1.2)
3233:0.7865 (0.04–17.1)
3102:SERBA-1; LY-500,307
2998:Diarylpropionitrile
2898:Propylpyrazoletriol
1795:Estradiol disulfate
1241:
1188:of estradiol. Some
1145:. It is a far less
1125:Mechanism of action
1011:aqueous suspensions
981:surgical castration
973:menopausal symptoms
888:low estrogen levels
809:naturally occurring
709:naturally occurring
278:Estrone glucuronide
32:
16:Estrogen medication
14831:Diethylstilbestrol
14615:2-Methoxyestradiol
14546:TAS-108 (SR-16234)
14496:Methylepitiostanol
14434:EM-800 (SCH-57050)
14358:TAS-108 (SR-16234)
14078:2-Phenylbenzofuran
13692:8-prenylnaringenin
13352:Diethylstilbestrol
13010:Lipoidal estradiol
12985:ERA-63 (ORG-37663)
12927:Conjugated estriol
12872:methyltestosterone
12830:17β-Dihydroequilin
12805:17α-Dihydroequilin
12780:16β-Hydroxyestrone
12765:16α-Hydroxyestrone
12715:8,9-Dehydroestrone
12700:7α-Methylestradiol
12675:4-Methoxyestradiol
12665:4-Hydroxyestradiol
12640:3β-Hydroxytibolone
12635:3α-Hydroxytibolone
12605:2-Hydroxyestradiol
12502:Never to phase III
12337:releasers) (e.g.,
12248:Second-generation:
11861:Prasterone sulfate
11745:estradiol valerate
11729:estradiol benzoate
11686:Conjugated estriol
11639:methyltestosterone
10601:10.7812/TPP/98.930
9833:Biochem. Pharmacol
9025:Rivlin ME (1990).
7956:aqueous suspension
7527:aqueous suspension
7463:catechol estrogens
7453:, and can also be
7418:See template page.
7361:metabolic pathways
7180:16α-Hydroxyestrone
7102:Metabolic pathways
7057:(SHBG) and 80% to
7015:diethylstilbestrol
6977:See template page.
6912:estradiol pivalate
6889:vaginal epithelial
6885:aqueous suspension
6803:estradiol valerate
6799:estradiol benzoate
6540:Estradiol valerate
6474:Estradiol benzoate
6353:
6272:vaginal epithelium
6207:Diethylstilbestrol
5809:
5695:of the cervix and
5681:Reproductive tract
5671:within the breast
5629:reproductive tract
5516:estrogen receptors
5435:16α-Hydroxyestrone
5303:4-Methoxyestradiol
5281:4-Hydroxyestradiol
5259:2-Methoxyestradiol
5237:2-Hydroxyestradiol
5010:
4875:Diethylstilbestrol
4569:Estradiol valerate
4541:Estradiol benzoate
4396:
4336:3β-Hydroxytibolone
4311:3α-Hydroxytibolone
4111:Methyltestosterone
4090:5β-Androstanedione
4065:5α-Androstanedione
3940:A5; Androstenediol
3680:<0.001–<0.01
3323:8-Prenylnaringenin
3280:0.07 (0.029–0.10)
3255:0.04 (0.022–0.15)
3230:0.07 (0.0018–9.3)
3180:0.445 (0.0012–16)
3158:64.125 (0.41–185)
3155:9.225 (0.0117–94)
2883:21.65 (2.05–40.5)
2377:Dehydrostilbestrol
2333:219.63 (61.2–295)
2323:Diethylstilbestrol
2202:8,9-Dehydroestrone
2098:17α-Dihydroequilin
2073:17β-Dihydroequilin
1920:Estradiol benzoate
1695:16α-Hydroxyestrone
1570:4-Methoxyestradiol
1545:4-Hydroxyestradiol
1520:2-Methoxyestradiol
1495:2-Hydroxyestradiol
1310:0.115 (0.04–0.24)
1212:
1135:estrogen receptors
1089:breast enlargement
912:high-dose estrogen
789:breast enlargement
720:aqueous suspension
28:
14884:
14883:
14876:List of estrogens
14844:
14843:
14589:
14588:
14429:Cytestrol acetate
13652:isoliquiritigenin
13594:Unknown/unsorted:
13280:β-LGND2 (GTx-878)
12860:Anabolic steroids
12770:16α-Iodoestradiol
12660:4-Fluoroestradiol
12655:4-Androstenedione
12645:3β-Androstanediol
12620:3α-Androstanediol
12571:Estrogen receptor
12537:
12536:
12529:List of estrogens
12471:
12470:
12423:megestrol acetate
12310:nandrolone esters
12298:anabolic steroids
12286:Antigonadotropins
12263:Third-generation:
12236:Aminoglutethimide
12233:First-generation:
12071:
12070:
11777:estriol succinate
11725:estradiol acetate
11647:nandrolone esters
11627:anabolic steroids
11518:(Suppl 1): 3–63.
11495:978-3-642-60107-1
11361:978-0-913595-15-2
11334:978-1-351-74347-1
11307:978-92-832-1221-8
11297:Sex Hormones (II)
11206:978-0-521-04394-6
11057:978-3-319-28914-4
11030:978-3-527-32669-3
11000:978-1-4613-2157-6
10923:10.1002/ijc.23350
10886:978-1-56363-429-1
10766:10.1172/JCI103524
10734:978-3-642-49477-2
10499:(5128): 1029–31.
10080:978-1-4200-5873-4
9973:10.1021/es010323a
9884:978-3-642-96158-8
9463:978-967-9973-17-4
9336:978-0-85369-840-1
9311:978-0-444-51830-9
9284:978-0-521-43623-6
9255:978-81-250-0910-8
9195:978-94-011-7230-1
9161:978-3-662-40303-7
9113:978-0-7817-1750-2
9038:978-0-316-74772-1
9011:978-1-4684-5036-1
8982:978-0-88416-175-2
8918:978-1-4684-5036-1
8837:978-0-8018-8602-7
8753:978-0-465-07259-0
8719:978-94-011-7232-5
8681:978-1-4612-5525-3
8645:978-94-011-4439-1
8611:978-3-88763-075-1
8564:978-1-4757-2085-3
8522:978-1-4557-1126-0
8490:978-0-07-105406-5
8439:(Suppl 1): 3–63.
8331:978-0-7817-5734-8
8316:Vuong LK (2006).
8297:978-3-319-13831-2
8215:978-0-85369-840-1
7796:estrone sulfamate
7708:
7707:
7447:sulfotransferases
7425:
7424:
6823:
6822:
6764:Notes and sources
6666:25–50 ≈ 60–120 d
6351:
6350:
6304:= Suppression of
6291:= Suppression of
5734:circumstances in
5705:needle-like pains
5687:, thickness, and
5673:mammary glandular
5573:clinical research
5564:
5563:
5325:4-Fluoroestradiol
5008:
5007:
4394:
4393:
4036:3β-Androstanediol
4011:3α-Androstanediol
3986:4-Androstenedione
3608:9.45 (2.43–31.5)
3308:0.15 (0.11–0.33)
3283:2.2 (0.002–3.00)
3208:0.85 (0.10–2.85)
2855:63.5 (3.70–97.7)
2448:Triphenylethylene
2330:129.5 (89.1–468)
2252:EE 3-methyl ether
2230:120.9 (68.8–480)
1770:Estradiol sulfate
1349:E3; 16α-OH-17β-E2
1336:1.75 (0.35–9.24)
1333:0.445 (0.3–1.01)
1313:0.15 (0.10–2.08)
1301:E2; 17β-Estradiol
1085:breast tenderness
825:biological target
821:estrogen receptor
785:breast tenderness
682:
681:
606:Interactive image
179:
14934:
14743:2,2',5'-PCB-4-OH
14679:Ethinylestradiol
14605:
14604:
14601:
14597:
14338:Rimostil (P-081)
14148:Chlorotrianisene
14070:
14066:
13845:Metalloestrogens
13624:-related (e.g.,
13439:Hexestrol esters
13113:Ethinylestradiol
13005:Estradiol esters
12760:16α-Hydroxy-DHEA
12745:16-Ketoestradiol
12685:5-Androstenediol
12680:4-Methoxyestrone
12670:4-Hydroxyestrone
12650:4-Androstenediol
12610:2-Hydroxyestrone
12592:
12591:
12588:
12584:
12564:
12557:
12550:
12541:
12540:
12384:
12367:
12112:
12108:
12103:
12099:
12092:
12088:
12082:
12081:
12063:
12059:
12054:
12050:
12033:
12026:
12006:Progonadotropins
11952:Hexestrol esters
11898:Chlorotrianisene
11814:Ethinylestradiol
11721:Estradiol esters
11606:
11602:
11596:
11595:
11572:
11565:
11558:
11549:
11548:
11543:
11509:
11499:
11468:
11467:
11450:(6676): 229–32.
11439:
11433:
11432:
11422:
11405:(4034): 939–41.
11390:
11384:
11383:
11372:
11366:
11365:
11345:
11339:
11338:
11318:
11312:
11311:
11291:
11285:
11284:
11252:
11246:
11245:
11217:
11211:
11210:
11190:
11184:
11183:
11173:
11149:
11138:
11137:
11109:
11100:
11099:
11071:
11065:
11064:
11041:
11035:
11034:
11014:
11005:
11004:
10982:
10976:
10975:
10947:
10936:
10935:
10925:
10916:(9): 1931–1940.
10901:
10895:
10894:
10870:
10864:
10863:
10853:
10829:
10823:
10822:
10794:
10788:
10787:
10777:
10760:(8): 1266–1278.
10745:
10739:
10738:
10712:
10701:
10700:
10664:
10658:
10657:
10647:
10623:
10617:
10616:
10586:
10577:
10571:
10570:
10560:
10536:
10530:
10529:
10516:
10489:"The oestrogens"
10484:
10478:
10477:
10448:
10442:
10441:
10421:
10415:
10414:
10370:
10364:
10363:
10353:
10321:
10315:
10314:
10286:
10273:
10272:
10243:
10228:
10227:
10190:
10175:
10174:
10138:
10129:
10128:
10118:
10094:
10085:
10084:
10064:
10055:
10054:
10026:
10020:
10019:
9991:
9985:
9984:
9944:
9938:
9937:
9927:
9895:
9889:
9888:
9866:
9857:
9856:
9827:
9816:
9815:
9787:
9768:
9767:
9739:
9720:
9719:
9694:(9): 1142–1143.
9683:
9664:
9663:
9635:
9629:
9628:
9600:
9594:
9593:
9565:
9559:
9558:
9548:
9524:
9513:
9512:
9484:
9471:
9470:
9447:
9441:
9440:
9430:
9420:
9396:
9390:
9389:
9350:
9344:
9343:
9322:
9316:
9315:
9295:
9289:
9288:
9266:
9260:
9259:
9237:
9231:
9230:
9224:
9216:
9206:
9200:
9199:
9177:
9166:
9165:
9143:
9134:
9129:
9118:
9117:
9095:
9089:
9088:
9060:
9047:
9046:
9022:
9016:
9015:
8993:
8987:
8986:
8965:
8959:
8958:
8951:
8945:
8944:
8942:
8934:
8923:
8922:
8892:
8881:
8880:
8878:
8876:
8867:. Archived from
8861:
8842:
8841:
8821:
8812:
8811:
8801:
8777:
8762:
8761:
8737:
8724:
8723:
8697:
8686:
8685:
8663:
8650:
8649:
8629:
8616:
8615:
8596:
8569:
8568:
8548:
8527:
8526:
8504:
8495:
8494:
8474:
8465:
8464:
8430:
8421:
8336:
8335:
8313:
8302:
8301:
8275:
8262:
8261:
8235:
8220:
8219:
8199:
8128:(Premarin), and
8052:
8048:
8039:
8035:
8030:
8026:
8021:
8017:
8012:
8008:
8003:
7999:
7994:
7990:
7984:American English
7934:aqueous solution
7784:estrone benzoate
7691:
7690:
7680:
7672:
7664:
7656:
7649:
7648:
7636:
7629:
7622:
7610:
7471:4-hydroxyestrone
7467:2-hydroxyestrone
7363:involved in the
7354:
7353:
7343:
7338:
7336:
7329:
7318:
7316:
7309:
7307:
7300:
7298:
7285:
7283:
7276:
7274:
7261:
7259:
7253:
7246:
7244:
7237:
7235:
7228:
7226:
7213:
7206:
7199:
7189:
7187:4-Methoxyestrone
7182:
7175:
7173:2-Methoxyestrone
7165:
7163:4-Hydroxyestrone
7158:
7149:
7147:2-Hydroxyestrone
7139:
7132:
7125:
7116:
7115:
7096:
7089:
7082:
7070:
7031:pharmacokinetics
7011:ethinylestradiol
6985:Pharmacokinetics
6959:aqueous solution
6953:of 0.10 μg
6931:
6903:
6865:
6848:
6841:
6834:
6777:microcrystalline
6664:10–20 ≈ 40–60 d;
6407:
6402:
6383:
6381:
6374:
6367:
6360:
6352:
6332:
6328:
6324:
6320:
6316:
6312:
6308:
6303:
6299:
6295:
6290:
6286:
6282:
6277:
6265:
6257:
6170:Ethinylestradiol
5944:
5939:
5935:
5929:
5925:
5919:
5915:
5909:
5905:
5900:
5896:
5890:
5886:
5880:
5876:
5870:
5866:
5860:
5856:
5850:
5846:
5837:
5830:
5823:
5816:
5808:
5782:, and relief of
5752:follicular phase
5724:inactive prodrug
5713:uterine bleeding
5697:mucous discharge
5679:of the breasts.
5539:
5509:
5506:
5479:2-Methoxyestriol
5457:2-Hydroxyestriol
5413:4-Methoxyestrone
5391:4-Hydroxyestrone
5369:2-Methoxyestrone
5347:2-Hydroxyestrone
5102:
5098:
5094:
5090:
5083:
5079:
5061:
5057:
5053:
5049:
5038:
5031:
5024:
5017:
5009:
4999:
4995:
4986:
4982:
4973:
4969:
4960:
4956:
4947:
4943:
4934:
4930:
4921:
4917:
4763:Ethinylestradiol
4507:
4503:
4497:
4493:
4487:
4483:
4477:
4473:
4467:
4463:
4457:
4453:
4447:
4443:
4424:
4417:
4410:
4403:
4395:
4365:Binding affinity
4086:Etiocholanedione
3961:4-Androstenediol
3936:5-Androstenediol
3915:DHEA; Prasterone
3480:<0.001–0.0032
3455:<0.001–0.0875
3183:33.42 (0.86–87)
2530:100.1 (1.7–257)
2423:Chlorotrianisene
2327:DES; Stilbestrol
2223:Ethinylestradiol
2027:7-Dehydroestrone
1745:4-Methoxyestriol
1720:2-Hydroxyestriol
1670:4-Methoxyestrone
1645:4-Hydroxyestrone
1620:2-Methoxyestrone
1595:2-Hydroxyestrone
1470:16,17-Epiestriol
1427:7.795 (4.94–63)
1358:0.45 (0.35–1.4)
1352:12.65 (4.03–56)
1242:
1240:
1233:
1226:
1219:
1211:
1120:Pharmacodynamics
928:pharmacokinetics
908:antigonadotropin
815:estrogen, or an
678:
677:
608:
588:
573:
567:
561:
541:
521:
501:
481:
461:
441:
421:
401:
391:
390:
376:
301:
297:
290:
231:• Free: 2.0–4.0%
228:
177:
174:
152:
141:
103:
99:
49:
40:
33:
31:
27:
14942:
14941:
14937:
14936:
14935:
14933:
14932:
14931:
14897:Abandoned drugs
14887:
14886:
14885:
14880:
14840:
14819:
14783:
14599:
14585:
14419:7β-Hydroxy-DHEA
14402:
14238:Levormeloxifene
14068:
14061:
14055:
13971:deoxymiroestrol
13839:-hinokiresinol)
13477:Methallenestril
13379:Doisynolic acid
13180:Methylestradiol
12695:7α-Hydroxy-DHEA
12586:
12576:
12568:
12538:
12533:
12507:
12492:Clinical trials
12467:
12428:
12327:
12318:fluoxymesterone
12280:
12219:
12110:
12101:
12094:
12090:
12067:
12061:
12052:
12000:
11959:Methallenestril
11836:Methylestradiol
11802:Estrone sulfate
11604:
11585:
11576:
11546:
11507:
11503:Kuhl H (2005).
11496:
11477:
11475:Further reading
11472:
11471:
11440:
11436:
11391:
11387:
11374:
11373:
11369:
11362:
11346:
11342:
11335:
11319:
11315:
11308:
11292:
11288:
11253:
11249:
11218:
11214:
11207:
11191:
11187:
11164:(11): 680–695.
11150:
11141:
11110:
11103:
11072:
11068:
11058:
11042:
11038:
11031:
11015:
11008:
11001:
10983:
10979:
10948:
10939:
10902:
10898:
10887:
10871:
10867:
10830:
10826:
10795:
10791:
10746:
10742:
10735:
10713:
10704:
10665:
10661:
10624:
10620:
10584:
10578:
10574:
10537:
10533:
10485:
10481:
10449:
10445:
10422:
10418:
10371:
10367:
10322:
10318:
10291:Acta Endocrinol
10287:
10276:
10255:(8): 1099–106.
10244:
10231:
10191:
10178:
10139:
10132:
10109:(13): 8118–22.
10095:
10088:
10081:
10065:
10058:
10027:
10023:
9992:
9988:
9945:
9941:
9896:
9892:
9885:
9867:
9860:
9839:(10): 1459–69.
9828:
9819:
9788:
9771:
9740:
9723:
9684:
9667:
9636:
9632:
9601:
9597:
9566:
9562:
9525:
9516:
9495:(12): 983–985.
9485:
9474:
9464:
9448:
9444:
9397:
9393:
9351:
9347:
9337:
9323:
9319:
9312:
9296:
9292:
9285:
9267:
9263:
9256:
9238:
9234:
9218:
9217:
9207:
9203:
9196:
9178:
9169:
9162:
9144:
9137:
9130:
9121:
9114:
9096:
9092:
9061:
9050:
9039:
9023:
9019:
9012:
8994:
8990:
8983:
8966:
8962:
8953:
8952:
8948:
8940:
8936:
8935:
8926:
8919:
8893:
8884:
8874:
8872:
8871:on 21 June 2018
8863:
8862:
8845:
8838:
8822:
8815:
8778:
8765:
8754:
8738:
8727:
8720:
8698:
8689:
8682:
8664:
8653:
8646:
8630:
8619:
8612:
8598:
8597:
8572:
8565:
8549:
8530:
8523:
8505:
8498:
8491:
8475:
8468:
8428:
8424:Kuhl H (2005).
8422:
8339:
8332:
8314:
8305:
8298:
8276:
8265:
8258:
8236:
8223:
8216:
8200:
8185:
8180:
8158:
8138:
8118:estrone sulfate
8098:
8084:
8067:
8055:British English
8050:
8037:
8028:
8019:
8010:
8001:
7992:
7973:
7968:
7818:Selmar Aschheim
7814:Bernhard Zondek
7810:
7804:
7788:estrone cyanate
7772:estrone sulfate
7768:estrone acetate
7704:
7703:
7702:
7692:
7684:
7683:
7682:
7681:
7675:
7673:
7667:
7665:
7659:
7657:
7654:
7650:
7646:
7642:
7640:
7608:
7598:
7574:estrone sulfate
7568:in the form of
7558:
7459:cytochrome P450
7439:estrone sulfate
7428:
7426:
7421:
7420:
7419:
7400:glucuronidation
7355:
7347:
7346:
7345:
7344:
7341:
7339:
7334:
7332:
7330:
7327:
7324:
7321:
7319:
7314:
7312:
7310:
7305:
7303:
7301:
7296:
7294:
7291:
7288:
7286:
7281:
7279:
7277:
7272:
7270:
7267:
7264:
7262:
7257:
7255:
7251:
7249:
7247:
7242:
7240:
7238:
7233:
7231:
7229:
7224:
7222:
7219:
7216:
7214:
7209:
7207:
7202:
7200:
7195:
7192:
7190:
7185:
7183:
7178:
7176:
7171:
7168:
7166:
7161:
7159:
7152:
7150:
7145:
7142:
7140:
7135:
7133:
7130:Estrone sulfate
7128:
7126:
7121:
7117:
7113:
7109:
7100:
7067:
7043:
7013:, or 1 mg
6999:bioavailability
6992:
6987:
6982:
6981:
6980:
6979:
6978:
6970:
6969:
6966:
6932:
6923:
6906:Mean change in
6904:
6895:
6866:
6855:
6854:
6852:
6819:
6818:
6788:menstrual cycle
6766:
6686:
6665:
6645:7.5 ≈ >40 d
6554:
6379:
6378:
6347:
6346:
6310:
6297:
6284:
6246:
6133:Equilin sulfate
6059:Estrone sulfate
5937:
5927:
5917:
5907:
5898:
5888:
5878:
5868:
5858:
5848:
5834:
5780:bone resorption
5756:first trimester
5738:women and with
5689:differentiation
5665:nipple erection
5651:and a sense of
5613:vaginal dryness
5569:
5100:
5092:
5081:
5059:
5051:
5035:
4997:
4984:
4971:
4958:
4945:
4932:
4919:
4819:Methylestradiol
4623:Estrone sulfate
4505:
4495:
4485:
4475:
4465:
4455:
4445:
4421:
4343:1.6 (0.75–1.9)
4318:2.5 (1.06–5.0)
4268:0.5 (0.45–2.0)
4221:0.1 (0.01–0.3)
4196:<0.001–0.010
4061:Androstanedione
3846:<0.002–0.040
3605:7.68 (2.04–28)
3530:0.6 (0.032–13)
3458:<0.001–0.016
3423:Deoxymiroestrol
2992:ERα antagonist
2905:49 (10.0–89.1)
2880:43.5 (9.4–325)
2748:Levormeloxifene
2658:5.34 (0.54–16)
2602:F-6066; Sexovid
2580:25 (19.2–37.2)
2536:2.3 (0.1–3.61)
2398:Benzestrol (B2)
2355:153.6 (31–302)
2298:Methylestradiol
2233:44.4 (2.0–144)
1895:Estrone sulfate
1627:<0.001–<1
1452:55.45 (29–103)
1361:0.7 (0.63–0.7)
1355:26 (14.0–44.6)
1327:16.39 (0.7–60)
1265:
1238:
1237:
1182:estrone sulfate
1127:
1122:
1117:
1101:fluid retention
1078:
1072:
1003:
993:
991:Available forms
935:bioavailability
916:prostate cancer
896:vaginal atrophy
868:
801:fluid retention
763:estrone sulfate
712:steroid hormone
707:medication and
673:
671:
666:
663:
658:
653:
652:
641:
638:
633:
632:
611:
586:
576:
570:
564:
544:
524:
504:
484:
464:
444:
424:
404:
387:
379:
359:
356:
331:
330:
302:: 20–30 minutes
299:
288:
280:
275:
273:Estrone sulfate
270:
254:glucuronidation
230:
224:
218:
213:Protein binding
200:Bioavailability
192:Pharmacokinetic
186:
156:
143:
106:estrone sulfate
101:
79:
24:
17:
12:
11:
5:
14940:
14930:
14929:
14924:
14919:
14914:
14909:
14904:
14899:
14882:
14881:
14879:
14878:
14873:
14868:
14863:
14858:
14853:
14849:
14846:
14845:
14842:
14841:
14839:
14838:
14833:
14827:
14825:
14821:
14820:
14818:
14817:
14812:
14807:
14802:
14797:
14791:
14789:
14785:
14784:
14782:
14781:
14776:
14771:
14766:
14761:
14756:
14751:
14746:
14736:
14731:
14726:
14721:
14716:
14711:
14709:Hydroxytyrosol
14706:
14701:
14696:
14691:
14686:
14681:
14676:
14671:
14666:
14661:
14647:
14642:
14637:
14632:
14627:
14622:
14617:
14611:
14609:
14602:
14591:
14590:
14587:
14586:
14584:
14583:
14574:
14573:
14564:
14563:
14558:
14553:
14548:
14543:
14538:
14533:
14528:
14523:
14518:
14513:
14508:
14503:
14498:
14493:
14488:
14483:
14478:
14456:
14451:
14446:
14441:
14436:
14431:
14426:
14424:Chloroindazole
14421:
14416:
14410:
14408:
14404:
14403:
14401:
14400:
14395:
14390:
14385:
14380:
14375:
14370:
14365:
14360:
14355:
14350:
14345:
14343:Spironolactone
14340:
14335:
14330:
14325:
14320:
14315:
14310:
14305:
14300:
14295:
14290:
14285:
14280:
14275:
14270:
14265:
14260:
14255:
14250:
14245:
14240:
14235:
14230:
14225:
14220:
14215:
14210:
14205:
14200:
14195:
14190:
14185:
14180:
14175:
14170:
14165:
14160:
14155:
14150:
14145:
14140:
14135:
14130:
14125:
14120:
14115:
14110:
14105:
14100:
14095:
14090:
14085:
14080:
14074:
14072:
14057:
14056:
14054:
14053:
14044:Others (e.g.,
14042:
13992:
13978:
13964:
13934:
13916:
13894:
13852:
13842:
13820:
13815:
13772:liquiritigenin
13681:
13667:
13645:
13619:Xenoestrogens:
13615:
13614:
13609:
13604:
13599:
13590:
13589:
13584:
13579:
13574:
13569:
13564:
13559:
13554:
13549:
13544:
13539:
13534:
13529:
13524:
13519:
13514:
13509:
13504:
13499:
13494:
13492:Paroxypropione
13489:
13484:
13479:
13474:
13469:
13461:
13453:
13448:
13443:
13442:
13441:
13431:
13426:
13421:
13416:
13411:
13406:
13404:Estrobin (DBE)
13401:
13396:
13391:
13386:
13381:
13376:
13371:
13366:
13361:
13360:
13359:
13349:
13348:
13347:
13337:
13332:
13327:
13322:
13317:
13312:
13307:
13302:
13297:
13295:Allenolic acid
13292:
13287:
13282:
13277:
13272:
13267:
13262:
13253:
13252:
13247:
13242:
13237:
13232:
13227:
13222:
13217:
13212:
13207:
13202:
13200:Norethisterone
13197:
13192:
13190:Mytatrienediol
13187:
13182:
13177:
13172:
13167:
13162:
13157:
13152:
13147:
13142:
13137:
13135:Ethylestradiol
13132:
13130:Ethinylestriol
13127:
13126:
13125:
13120:
13110:
13109:
13108:
13098:
13093:
13092:
13091:
13086:
13081:
13079:Estrone esters
13071:
13066:
13061:
13056:
13055:
13054:
13049:
13047:Estriol esters
13039:
13034:
13032:Estrapronicate
13029:
13024:
13019:
13018:
13017:
13012:
13007:
12997:
12992:
12987:
12982:
12977:
12972:
12967:
12962:
12954:
12949:
12944:
12939:
12934:
12929:
12924:
12923:
12922:
12912:
12907:
12902:
12897:
12892:
12887:
12857:
12852:
12850:Alestramustine
12847:
12842:
12837:
12832:
12827:
12822:
12817:
12812:
12807:
12802:
12797:
12787:
12782:
12777:
12772:
12767:
12762:
12757:
12752:
12750:16-Ketoestrone
12747:
12742:
12737:
12732:
12727:
12722:
12717:
12712:
12707:
12702:
12697:
12692:
12687:
12682:
12677:
12672:
12667:
12662:
12657:
12652:
12647:
12642:
12637:
12632:
12627:
12622:
12617:
12612:
12607:
12598:
12596:
12589:
12578:
12577:
12567:
12566:
12559:
12552:
12544:
12535:
12534:
12532:
12531:
12526:
12521:
12516:
12511:
12506:
12505:
12504:
12503:
12500:
12489:
12483:
12477:
12476:
12473:
12472:
12469:
12468:
12466:
12465:
12460:
12451:
12450:
12445:
12436:
12434:
12430:
12429:
12427:
12426:
12396:
12379:
12362:
12355:chlorpromazine
12343:metoclopramide
12325:
12321:
12290:
12288:
12282:
12281:
12279:
12278:
12273:
12268:
12259:
12258:
12253:
12244:
12243:
12238:
12229:
12227:
12221:
12220:
12218:
12217:
12208:
12207:
12202:
12193:
12192:
12187:
12182:
12177:
12172:
12167:
12162:
12157:
12152:
12147:
12142:
12137:
12132:
12127:
12122:
12116:
12114:
12079:
12073:
12072:
12069:
12068:
12066:
12065:
12041:
12021:
12010:
12008:
12002:
12001:
11999:
11998:
11993:
11988:
11983:
11978:
11976:Paroxypropione
11973:
11972:
11971:
11961:
11956:
11955:
11954:
11944:
11939:
11938:
11937:
11932:
11927:
11917:
11912:
11911:
11910:
11900:
11895:
11890:
11881:
11880:
11875:
11870:
11865:
11864:
11863:
11858:
11848:
11843:
11838:
11833:
11828:
11823:
11822:
11821:
11811:
11810:
11809:
11804:
11797:Estrone esters
11794:
11789:
11784:
11773:Estriol esters
11770:
11765:
11760:
11718:
11713:
11708:
11703:
11698:
11693:
11688:
11683:
11678:
11673:
11658:norethisterone
11650:
11619:
11610:
11608:
11593:
11587:
11586:
11575:
11574:
11567:
11560:
11552:
11545:
11544:
11500:
11494:
11478:
11476:
11473:
11470:
11469:
11434:
11385:
11367:
11360:
11340:
11333:
11313:
11306:
11286:
11263:(6): 420–422.
11247:
11212:
11205:
11185:
11139:
11101:
11066:
11056:
11036:
11029:
11006:
10999:
10977:
10937:
10896:
10885:
10865:
10844:(1): 335–349.
10824:
10805:(2): 202–212.
10789:
10740:
10733:
10702:
10675:(9): 1123–45.
10659:
10618:
10572:
10551:(10): 1063–6.
10545:Fertil. Steril
10531:
10479:
10443:
10426:Altern Med Rev
10416:
10365:
10330:Pharmacol. Rev
10316:
10274:
10229:
10176:
10130:
10086:
10079:
10056:
10021:
9986:
9959:(20): 4410–5.
9939:
9890:
9883:
9858:
9817:
9769:
9721:
9665:
9646:(6): 334–336.
9630:
9595:
9560:
9539:(6): 277–278.
9514:
9472:
9462:
9442:
9391:
9345:
9335:
9317:
9310:
9290:
9283:
9271:"Osteoporosis"
9261:
9254:
9232:
9201:
9194:
9167:
9160:
9135:
9119:
9112:
9090:
9048:
9037:
9017:
9010:
8988:
8981:
8960:
8946:
8924:
8917:
8882:
8843:
8836:
8813:
8792:(5): 362–366.
8763:
8752:
8725:
8718:
8687:
8680:
8651:
8644:
8617:
8610:
8570:
8563:
8528:
8521:
8496:
8489:
8466:
8337:
8330:
8303:
8296:
8263:
8256:
8221:
8214:
8182:
8181:
8179:
8176:
8175:
8174:
8169:
8164:
8157:
8154:
8137:
8134:
8083:
8080:
8066:
8063:
7982:of estrone in
7972:
7969:
7967:
7964:
7874:amniotic fluid
7803:
7800:
7760:estrone esters
7726:hydroxyl group
7706:
7705:
7686:
7685:
7652:
7651:
7644:
7643:
7639:
7638:
7631:
7624:
7616:
7615:
7614:
7613:
7597:
7594:
7557:
7554:
7451:glucuronidases
7423:
7422:
7349:
7348:
7119:
7118:
7111:
7110:
7099:
7098:
7091:
7084:
7076:
7075:
7074:
7073:
7068:
7066:
7063:
7049:. In terms of
7042:
7039:
6991:
6988:
6986:
6983:
6973:
6972:
6971:
6968:
6967:
6933:
6926:
6924:
6905:
6898:
6896:
6879:of estrone or
6867:
6860:
6857:
6856:
6851:
6850:
6843:
6836:
6828:
6827:
6826:
6825:
6824:
6821:
6820:
6767:
6762:
6761:
6758:
6757:
6754:
6751:
6748:
6745:
6739:
6738:
6735:
6732:
6729:
6726:
6720:
6719:
6718:0.1–2 ≈ 2–7 d
6716:
6713:
6710:
6706:
6705:
6702:
6699:
6696:
6693:
6689:
6688:
6683:
6680:
6677:
6674:
6668:
6667:
6662:
6659:
6656:
6653:
6647:
6646:
6643:
6640:
6637:
6634:
6628:
6627:
6624:
6621:
6618:
6615:
6609:
6608:
6605:
6602:
6599:
6595:
6594:
6591:
6588:
6585:
6582:
6576:
6575:
6572:
6569:
6566:
6563:
6557:
6556:
6551:
6548:
6545:
6542:
6536:
6535:
6532:
6529:
6526:
6523:
6517:
6516:
6513:
6510:
6507:
6503:
6502:
6499:
6496:
6493:
6489:
6488:
6485:
6482:
6479:
6476:
6470:
6469:
6466:
6463:
6460:
6456:
6455:
6452:
6449:
6446:
6442:
6441:
6438:
6435:
6432:
6428:
6427:
6424:
6421:
6418:
6415:
6409:
6408:
6403:
6397:
6396:
6393:
6390:
6387:
6377:
6376:
6369:
6362:
6354:
6349:
6348:
6335:liver proteins
6278:= Decrease in
6253:Abbreviations:
6247:
6244:
6243:
6240:
6239:
6236:
6233:
6230:
6227:
6224:
6221:
6218:
6215:
6212:
6209:
6203:
6202:
6199:
6196:
6193:
6190:
6187:
6184:
6181:
6178:
6175:
6172:
6166:
6165:
6162:
6159:
6156:
6153:
6150:
6147:
6144:
6141:
6138:
6135:
6129:
6128:
6125:
6122:
6119:
6116:
6113:
6110:
6107:
6104:
6101:
6098:
6092:
6091:
6088:
6085:
6082:
6079:
6076:
6073:
6070:
6067:
6064:
6061:
6055:
6054:
6051:
6048:
6045:
6042:
6039:
6036:
6033:
6030:
6027:
6024:
6018:
6017:
6014:
6011:
6008:
6005:
6002:
5999:
5996:
5993:
5990:
5987:
5983:
5982:
5979:
5976:
5973:
5970:
5967:
5964:
5961:
5958:
5955:
5952:
5946:
5945:
5940:
5930:
5920:
5910:
5891:
5881:
5871:
5861:
5851:
5841:
5833:
5832:
5825:
5818:
5810:
5577:ovariectomized
5568:
5565:
5562:
5561:
5560:See template.
5527:ovariectomized
5497:
5496:
5493:
5490:
5487:
5484:
5481:
5475:
5474:
5471:
5468:
5465:
5462:
5459:
5453:
5452:
5449:
5446:
5443:
5440:
5437:
5431:
5430:
5427:
5424:
5421:
5418:
5415:
5409:
5408:
5405:
5402:
5399:
5396:
5393:
5387:
5386:
5383:
5380:
5377:
5374:
5371:
5365:
5364:
5361:
5358:
5355:
5352:
5349:
5343:
5342:
5339:
5336:
5333:
5330:
5327:
5321:
5320:
5317:
5314:
5311:
5308:
5305:
5299:
5298:
5295:
5292:
5289:
5286:
5283:
5277:
5276:
5273:
5270:
5267:
5264:
5261:
5255:
5254:
5251:
5248:
5245:
5242:
5239:
5233:
5232:
5229:
5226:
5223:
5220:
5217:
5211:
5210:
5207:
5204:
5201:
5198:
5195:
5189:
5188:
5185:
5182:
5179:
5176:
5173:
5167:
5166:
5163:
5160:
5157:
5154:
5151:
5147:
5146:
5143:
5140:
5137:
5134:
5131:
5129:Estradiol (E2)
5125:
5124:
5121:
5118:
5115:
5112:
5109:
5105:
5104:
5085:
5074:
5069:
5066:Uterine weight
5063:
5044:
5034:
5033:
5026:
5019:
5011:
5006:
5005:
5004:See template.
4899:
4898:
4895:
4892:
4889:
4886:
4883:
4880:
4877:
4871:
4870:
4867:
4864:
4861:
4858:
4855:
4852:
4849:
4843:
4842:
4839:
4836:
4833:
4830:
4827:
4824:
4821:
4815:
4814:
4811:
4808:
4805:
4802:
4799:
4796:
4793:
4787:
4786:
4783:
4780:
4777:
4774:
4771:
4768:
4765:
4759:
4758:
4755:
4752:
4749:
4746:
4743:
4740:
4737:
4731:
4730:
4727:
4724:
4721:
4718:
4715:
4712:
4709:
4703:
4702:
4699:
4696:
4693:
4690:
4687:
4684:
4681:
4675:
4674:
4671:
4668:
4665:
4662:
4659:
4656:
4653:
4647:
4646:
4643:
4640:
4637:
4634:
4631:
4628:
4625:
4619:
4618:
4615:
4612:
4609:
4606:
4603:
4600:
4597:
4593:
4592:
4589:
4586:
4583:
4580:
4577:
4574:
4571:
4565:
4564:
4561:
4558:
4555:
4552:
4549:
4546:
4543:
4537:
4536:
4533:
4530:
4527:
4524:
4521:
4518:
4515:
4509:
4508:
4498:
4488:
4478:
4468:
4458:
4448:
4437:
4436:
4430:
4420:
4419:
4412:
4405:
4397:
4392:
4391:
4357:
4356:
4353:
4350:
4347:
4344:
4341:
4338:
4332:
4331:
4328:
4325:
4322:
4319:
4316:
4313:
4307:
4306:
4303:
4300:
4297:
4294:
4291:
4288:
4282:
4281:
4278:
4275:
4272:
4269:
4266:
4263:
4257:
4256:
4253:
4250:
4247:
4244:
4243:0.5 (0.3–0.7)
4241:
4238:
4232:
4231:
4228:
4225:
4222:
4219:
4216:
4213:
4211:Norethisterone
4207:
4206:
4203:
4200:
4197:
4194:
4191:
4188:
4182:
4181:
4178:
4175:
4172:
4169:
4166:
4163:
4157:
4156:
4153:
4150:
4147:
4144:
4141:
4138:
4132:
4131:
4128:
4125:
4122:
4119:
4116:
4113:
4107:
4106:
4103:
4100:
4097:
4094:
4091:
4088:
4082:
4081:
4078:
4075:
4072:
4069:
4066:
4063:
4057:
4056:
4053:
4050:
4047:
4044:
4041:
4038:
4032:
4031:
4028:
4025:
4022:
4019:
4016:
4013:
4007:
4006:
4003:
4000:
3997:
3994:
3991:
3988:
3982:
3981:
3978:
3975:
3972:
3969:
3966:
3963:
3957:
3956:
3953:
3950:
3947:
3944:
3941:
3938:
3932:
3931:
3928:
3925:
3922:
3919:
3916:
3913:
3907:
3906:
3903:
3900:
3897:
3894:
3891:
3888:
3882:
3881:
3878:
3875:
3872:
3869:
3866:
3863:
3857:
3856:
3853:
3850:
3847:
3844:
3841:
3838:
3832:
3831:
3828:
3825:
3822:
3819:
3816:
3811:Hydroxychlor;
3809:
3803:
3802:
3799:
3796:
3793:
3790:
3787:
3786:-Dimethoxy-DDT
3781:
3775:
3774:
3771:
3768:
3765:
3762:
3759:
3756:
3747:
3746:
3743:
3740:
3737:
3734:
3731:
3728:
3719:
3718:
3715:
3712:
3709:
3706:
3703:
3700:
3694:
3693:
3690:
3687:
3684:
3681:
3678:
3675:
3669:
3668:
3665:
3662:
3659:
3656:
3653:
3650:
3644:
3643:
3640:
3637:
3634:
3631:
3628:
3625:
3619:
3618:
3615:
3612:
3609:
3606:
3603:
3600:
3594:
3593:
3590:
3587:
3584:
3581:
3578:
3575:
3569:
3568:
3565:
3562:
3559:
3556:
3553:
3550:
3544:
3543:
3540:
3537:
3534:
3531:
3528:
3525:
3519:
3518:
3515:
3512:
3509:
3506:
3503:
3500:
3494:
3493:
3490:
3487:
3484:
3481:
3478:
3475:
3469:
3468:
3465:
3462:
3459:
3456:
3453:
3450:
3444:
3443:
3440:
3437:
3434:
3431:
3428:
3425:
3419:
3418:
3415:
3412:
3409:
3406:
3403:
3400:
3394:
3393:
3390:
3387:
3384:
3381:
3378:
3375:
3369:
3368:
3365:
3362:
3359:
3356:
3355:<0.001–0.01
3353:
3350:
3344:
3343:
3340:
3337:
3334:
3331:
3328:
3325:
3319:
3318:
3315:
3312:
3309:
3306:
3303:
3300:
3294:
3293:
3290:
3287:
3284:
3281:
3278:
3275:
3269:
3268:
3265:
3262:
3259:
3256:
3253:
3250:
3244:
3243:
3240:
3237:
3234:
3231:
3228:
3225:
3219:
3218:
3215:
3212:
3209:
3206:
3203:
3200:
3194:
3193:
3190:
3187:
3184:
3181:
3178:
3175:
3169:
3168:
3165:
3162:
3159:
3156:
3153:
3150:
3144:
3143:
3140:
3137:
3134:
3131:
3128:
3125:
3119:
3118:
3115:
3112:
3109:
3106:
3103:
3100:
3094:
3093:
3090:
3087:
3084:
3081:
3078:
3075:
3069:
3068:
3065:
3062:
3059:
3056:
3053:
3050:
3044:
3043:
3040:
3037:
3034:
3031:
3028:
3025:
3019:
3018:
3015:
3012:
3009:
3006:
3003:
3000:
2994:
2993:
2990:
2987:
2984:
2981:
2978:
2975:
2969:
2968:
2965:
2962:
2959:
2956:
2953:
2950:
2944:
2943:
2940:
2937:
2934:
2931:
2928:
2925:
2919:
2918:
2915:
2912:
2909:
2906:
2903:
2900:
2894:
2893:
2890:
2887:
2884:
2881:
2878:
2875:
2869:
2868:
2865:
2862:
2859:
2856:
2853:
2850:
2844:
2843:
2840:
2837:
2834:
2831:
2828:
2825:
2819:
2818:
2815:
2812:
2809:
2806:
2803:
2800:
2794:
2793:
2790:
2787:
2784:
2781:
2778:
2775:
2769:
2768:
2765:
2762:
2759:
2756:
2753:
2750:
2744:
2743:
2740:
2737:
2734:
2731:
2728:
2725:
2719:
2718:
2715:
2712:
2709:
2706:
2703:
2700:
2694:
2693:
2690:
2687:
2684:
2681:
2678:
2675:
2669:
2668:
2665:
2662:
2659:
2656:
2655:41.2 (7.8–69)
2653:
2650:
2644:
2643:
2640:
2637:
2634:
2631:
2628:
2625:
2619:
2618:
2615:
2612:
2609:
2606:
2603:
2600:
2594:
2593:
2590:
2587:
2584:
2581:
2578:
2575:
2569:
2568:
2565:
2562:
2559:
2556:
2553:
2550:
2544:
2543:
2540:
2537:
2534:
2533:10 (0.98–339)
2531:
2528:
2525:
2519:
2518:
2515:
2512:
2509:
2508:3.33 (0.28–6)
2506:
2503:
2500:
2494:
2493:
2490:
2487:
2484:
2481:
2478:
2475:
2469:
2468:
2465:
2462:
2459:
2456:
2453:
2450:
2444:
2443:
2440:
2437:
2434:
2431:
2428:
2425:
2419:
2418:
2415:
2412:
2409:
2406:
2403:
2400:
2394:
2393:
2390:
2387:
2384:
2381:
2380:37 (20.4–223)
2378:
2375:
2369:
2368:
2365:
2362:
2359:
2356:
2353:
2350:
2344:
2343:
2340:
2337:
2334:
2331:
2328:
2325:
2319:
2318:
2315:
2312:
2309:
2306:
2303:
2300:
2294:
2293:
2290:
2287:
2284:
2281:
2278:
2275:
2269:
2268:
2265:
2262:
2259:
2256:
2253:
2250:
2244:
2243:
2240:
2237:
2234:
2231:
2228:
2225:
2219:
2218:
2215:
2212:
2209:
2206:
2203:
2200:
2194:
2193:
2190:
2187:
2184:
2181:
2178:
2175:
2169:
2168:
2165:
2162:
2159:
2156:
2153:
2150:
2144:
2143:
2140:
2137:
2134:
2131:
2128:
2125:
2119:
2118:
2115:
2112:
2109:
2106:
2103:
2100:
2094:
2093:
2090:
2087:
2084:
2081:
2078:
2075:
2069:
2068:
2065:
2062:
2059:
2056:
2053:
2050:
2044:
2043:
2040:
2037:
2034:
2031:
2030:13 (4.0–28.9)
2028:
2025:
2019:
2018:
2015:
2012:
2009:
2006:
2003:
2000:
1991:
1990:
1987:
1984:
1981:
1978:
1975:
1972:
1966:
1965:
1962:
1959:
1956:
1953:
1950:
1947:
1941:
1940:
1937:
1934:
1931:
1928:
1925:
1922:
1916:
1915:
1912:
1909:
1906:
1903:
1900:
1897:
1891:
1890:
1887:
1884:
1881:
1878:
1875:
1872:
1866:
1865:
1862:
1859:
1856:
1853:
1850:
1847:
1841:
1840:
1837:
1834:
1831:
1828:
1825:
1822:
1816:
1815:
1812:
1809:
1806:
1803:
1800:
1797:
1791:
1790:
1787:
1784:
1781:
1778:
1775:
1772:
1766:
1765:
1762:
1759:
1756:
1753:
1750:
1747:
1741:
1740:
1737:
1734:
1731:
1728:
1725:
1722:
1716:
1715:
1712:
1709:
1706:
1703:
1700:
1697:
1691:
1690:
1687:
1684:
1681:
1678:
1675:
1672:
1666:
1665:
1662:
1659:
1656:
1653:
1650:
1647:
1641:
1640:
1637:
1634:
1631:
1628:
1625:
1622:
1616:
1615:
1612:
1609:
1606:
1603:
1600:
1597:
1591:
1590:
1587:
1584:
1581:
1578:
1575:
1572:
1566:
1565:
1562:
1559:
1556:
1553:
1550:
1547:
1541:
1540:
1537:
1534:
1531:
1528:
1525:
1522:
1516:
1515:
1512:
1509:
1506:
1503:
1500:
1497:
1491:
1490:
1487:
1484:
1481:
1478:
1475:
1472:
1466:
1465:
1462:
1459:
1456:
1453:
1450:
1447:
1441:
1440:
1437:
1434:
1431:
1428:
1425:
1422:
1416:
1415:
1412:
1409:
1406:
1403:
1402:20.5 (7–80.1)
1400:
1397:
1391:
1390:
1387:
1384:
1381:
1378:
1375:
1372:
1366:
1365:
1362:
1359:
1356:
1353:
1350:
1347:
1341:
1340:
1337:
1334:
1331:
1330:6.5 (1.36–52)
1328:
1325:
1322:
1318:
1317:
1314:
1311:
1308:
1305:
1302:
1299:
1293:
1292:
1287:
1282:
1277:
1271:
1270:
1267:
1263:
1257:
1251:
1248:
1236:
1235:
1228:
1221:
1213:
1126:
1123:
1121:
1118:
1116:
1113:
1071:
1068:
992:
989:
944:Regardless of
904:ovariectomized
900:postmenopausal
867:
864:
858:of estradiol.
680:
679:
668:
667:
665:
664:
661:
659:
656:
648:
647:
646:
643:
642:
640:
639:
636:
628:
627:
626:
623:
622:
619:
613:
612:
610:
609:
601:
599:
591:
590:
584:
578:
577:
574:
568:
562:
557:
551:
550:
546:
545:
543:
542:
534:
532:
526:
525:
523:
522:
514:
512:
506:
505:
503:
502:
494:
492:
486:
485:
483:
482:
474:
472:
466:
465:
463:
462:
454:
452:
446:
445:
443:
442:
434:
432:
426:
425:
423:
422:
414:
412:
406:
405:
403:
402:
394:
392:
381:
380:
378:
377:
369:
367:
361:
360:
358:
357:
334:
326:
325:
324:
321:
320:
316:
315:
310:
304:
303:
292:
283:
282:
264:
258:
257:
239:
233:
232:
215:
209:
208:
202:
196:
195:
188:
187:
185:
184:
171:
169:
163:
162:
158:
157:
155:
154:
130:
128:
122:
121:
116:
110:
109:
82:
80:administration
74:
73:
70:
66:
65:
62:
56:
55:
51:
50:
42:
41:
15:
9:
6:
4:
3:
2:
14939:
14928:
14925:
14923:
14920:
14918:
14915:
14913:
14910:
14908:
14905:
14903:
14900:
14898:
14895:
14894:
14892:
14877:
14874:
14872:
14869:
14867:
14864:
14862:
14859:
14857:
14854:
14851:
14850:
14847:
14837:
14834:
14832:
14829:
14828:
14826:
14822:
14816:
14813:
14811:
14808:
14806:
14803:
14801:
14798:
14796:
14793:
14792:
14790:
14786:
14780:
14777:
14775:
14772:
14770:
14767:
14765:
14762:
14760:
14757:
14755:
14752:
14750:
14747:
14744:
14740:
14737:
14735:
14732:
14730:
14727:
14725:
14722:
14720:
14717:
14715:
14712:
14710:
14707:
14705:
14702:
14700:
14697:
14695:
14692:
14690:
14687:
14685:
14682:
14680:
14677:
14675:
14672:
14670:
14667:
14665:
14662:
14659:
14655:
14651:
14648:
14646:
14643:
14641:
14638:
14636:
14633:
14631:
14628:
14626:
14623:
14621:
14618:
14616:
14613:
14612:
14610:
14606:
14603:
14598:
14592:
14582:
14579:
14576:
14575:
14572:
14569:
14566:
14565:
14562:
14559:
14557:
14554:
14552:
14549:
14547:
14544:
14542:
14539:
14537:
14534:
14532:
14529:
14527:
14524:
14522:
14519:
14517:
14514:
14512:
14509:
14507:
14504:
14502:
14499:
14497:
14494:
14492:
14489:
14487:
14484:
14482:
14479:
14476:
14472:
14468:
14464:
14460:
14457:
14455:
14452:
14450:
14447:
14445:
14442:
14440:
14437:
14435:
14432:
14430:
14427:
14425:
14422:
14420:
14417:
14415:
14412:
14411:
14409:
14405:
14399:
14396:
14394:
14391:
14389:
14386:
14384:
14381:
14379:
14376:
14374:
14371:
14369:
14366:
14364:
14361:
14359:
14356:
14354:
14351:
14349:
14346:
14344:
14341:
14339:
14336:
14334:
14331:
14329:
14326:
14324:
14323:Pipendoxifene
14321:
14319:
14316:
14314:
14311:
14309:
14306:
14304:
14301:
14299:
14296:
14294:
14291:
14289:
14286:
14284:
14281:
14279:
14276:
14274:
14271:
14269:
14266:
14264:
14261:
14259:
14256:
14254:
14251:
14249:
14246:
14244:
14241:
14239:
14236:
14234:
14231:
14229:
14226:
14224:
14221:
14219:
14216:
14214:
14211:
14209:
14206:
14204:
14201:
14199:
14196:
14194:
14191:
14189:
14186:
14184:
14181:
14179:
14176:
14174:
14171:
14169:
14166:
14164:
14161:
14159:
14158:Clomifenoxide
14156:
14154:
14151:
14149:
14146:
14144:
14141:
14139:
14136:
14134:
14133:Brilanestrant
14131:
14129:
14126:
14124:
14121:
14119:
14116:
14114:
14111:
14109:
14106:
14104:
14101:
14099:
14096:
14094:
14091:
14089:
14086:
14084:
14081:
14079:
14076:
14075:
14073:
14067:
14058:
14051:
14047:
14043:
14040:
14036:
14032:
14028:
14024:
14020:
14016:
14012:
14008:
14004:
14000:
13996:
13993:
13990:
13986:
13982:
13979:
13976:
13972:
13969:-like (e.g.,
13968:
13965:
13962:
13958:
13954:
13950:
13946:
13942:
13938:
13935:
13932:
13928:
13924:
13920:
13917:
13914:
13913:guggulsterone
13910:
13906:
13902:
13898:
13897:Phytosteroids
13895:
13892:
13888:
13884:
13880:
13876:
13872:
13868:
13864:
13860:
13856:
13853:
13850:
13846:
13843:
13840:
13838:
13832:
13831:enterolactone
13828:
13824:
13821:
13819:
13816:
13813:
13809:
13805:
13801:
13797:
13793:
13789:
13785:
13781:
13777:
13773:
13769:
13765:
13761:
13757:
13753:
13749:
13745:
13741:
13737:
13733:
13729:
13725:
13721:
13717:
13713:
13709:
13705:
13701:
13697:
13693:
13689:
13685:
13682:
13679:
13675:
13671:
13668:
13665:
13664:wedelolactone
13661:
13657:
13653:
13649:
13646:
13643:
13642:photoanethole
13639:
13635:
13631:
13627:
13623:
13620:
13617:
13616:
13613:
13610:
13608:
13605:
13603:
13600:
13598:
13595:
13592:
13591:
13588:
13585:
13583:
13580:
13578:
13575:
13573:
13570:
13568:
13565:
13563:
13560:
13558:
13555:
13553:
13550:
13548:
13545:
13543:
13540:
13538:
13535:
13533:
13530:
13528:
13525:
13523:
13520:
13518:
13515:
13513:
13510:
13508:
13505:
13503:
13500:
13498:
13497:Pentafluranol
13495:
13493:
13490:
13488:
13485:
13483:
13480:
13478:
13475:
13473:
13470:
13468:
13466:
13462:
13460:
13458:
13454:
13452:
13449:
13447:
13444:
13440:
13437:
13436:
13435:
13432:
13430:
13427:
13425:
13422:
13420:
13417:
13415:
13412:
13410:
13407:
13405:
13402:
13400:
13397:
13395:
13392:
13390:
13387:
13385:
13382:
13380:
13377:
13375:
13372:
13370:
13367:
13365:
13362:
13358:
13355:
13354:
13353:
13350:
13346:
13343:
13342:
13341:
13338:
13336:
13333:
13331:
13328:
13326:
13323:
13321:
13318:
13316:
13313:
13311:
13308:
13306:
13303:
13301:
13298:
13296:
13293:
13291:
13288:
13286:
13283:
13281:
13278:
13276:
13273:
13271:
13268:
13266:
13263:
13261:
13258:
13257:Nonsteroidal:
13255:
13254:
13251:
13248:
13246:
13243:
13241:
13238:
13236:
13233:
13231:
13228:
13226:
13223:
13221:
13218:
13216:
13213:
13211:
13208:
13206:
13203:
13201:
13198:
13196:
13193:
13191:
13188:
13186:
13183:
13181:
13178:
13176:
13173:
13171:
13168:
13166:
13163:
13161:
13158:
13156:
13153:
13151:
13148:
13146:
13143:
13141:
13138:
13136:
13133:
13131:
13128:
13124:
13121:
13119:
13116:
13115:
13114:
13111:
13107:
13106:Ethandrostate
13104:
13103:
13102:
13099:
13097:
13094:
13090:
13087:
13085:
13082:
13080:
13077:
13076:
13075:
13072:
13070:
13067:
13065:
13062:
13060:
13057:
13053:
13050:
13048:
13045:
13044:
13043:
13040:
13038:
13035:
13033:
13030:
13028:
13025:
13023:
13020:
13016:
13013:
13011:
13008:
13006:
13003:
13002:
13001:
12998:
12996:
12993:
12991:
12988:
12986:
12983:
12981:
12978:
12976:
12973:
12971:
12968:
12966:
12963:
12961:
12959:
12955:
12953:
12950:
12948:
12945:
12943:
12940:
12938:
12935:
12933:
12930:
12928:
12925:
12921:
12918:
12917:
12916:
12915:Cloxestradiol
12913:
12911:
12908:
12906:
12903:
12901:
12898:
12896:
12893:
12891:
12888:
12885:
12881:
12877:
12873:
12869:
12865:
12861:
12858:
12856:
12853:
12851:
12848:
12846:
12843:
12841:
12838:
12836:
12833:
12831:
12828:
12826:
12823:
12821:
12818:
12816:
12813:
12811:
12808:
12806:
12803:
12801:
12798:
12795:
12791:
12790:17α-Estradiol
12788:
12786:
12783:
12781:
12778:
12776:
12773:
12771:
12768:
12766:
12763:
12761:
12758:
12756:
12753:
12751:
12748:
12746:
12743:
12741:
12738:
12736:
12733:
12731:
12728:
12726:
12723:
12721:
12718:
12716:
12713:
12711:
12708:
12706:
12703:
12701:
12698:
12696:
12693:
12691:
12688:
12686:
12683:
12681:
12678:
12676:
12673:
12671:
12668:
12666:
12663:
12661:
12658:
12656:
12653:
12651:
12648:
12646:
12643:
12641:
12638:
12636:
12633:
12631:
12628:
12626:
12623:
12621:
12618:
12616:
12613:
12611:
12608:
12606:
12603:
12600:
12599:
12597:
12593:
12590:
12585:
12579:
12575:
12572:
12565:
12560:
12558:
12553:
12551:
12546:
12545:
12542:
12530:
12527:
12525:
12522:
12520:
12517:
12515:
12512:
12509:
12508:
12501:
12499:
12496:
12495:
12493:
12490:
12487:
12484:
12482:
12479:
12478:
12474:
12464:
12461:
12459:
12456:
12453:
12452:
12449:
12446:
12444:
12441:
12438:
12437:
12435:
12431:
12424:
12420:
12416:
12412:
12408:
12404:
12400:
12397:
12394:
12390:
12386:
12380:
12377:
12373:
12369:
12363:
12360:
12356:
12352:
12348:
12344:
12340:
12336:
12332:
12329:
12322:
12319:
12315:
12311:
12307:
12303:
12299:
12295:
12292:
12291:
12289:
12287:
12283:
12277:
12274:
12272:
12269:
12267:
12264:
12261:
12260:
12257:
12254:
12252:
12249:
12246:
12245:
12242:
12239:
12237:
12234:
12231:
12230:
12228:
12226:
12222:
12216:
12213:
12210:
12209:
12206:
12203:
12201:
12198:
12195:
12194:
12191:
12188:
12186:
12183:
12181:
12178:
12176:
12173:
12171:
12168:
12166:
12163:
12161:
12158:
12156:
12153:
12151:
12148:
12146:
12143:
12141:
12138:
12136:
12133:
12131:
12128:
12126:
12123:
12121:
12118:
12117:
12115:
12109:
12100:
12089:
12083:
12080:
12078:
12077:Antiestrogens
12074:
12060:
12051:
12045:
12044:Gonadotropins
12042:
12039:
12035:
12034:(gonadorelin)
12028:
12022:
12019:
12015:
12014:Antiandrogens
12012:
12011:
12009:
12007:
12003:
11997:
11994:
11992:
11989:
11987:
11984:
11982:
11979:
11977:
11974:
11970:
11967:
11966:
11965:
11962:
11960:
11957:
11953:
11950:
11949:
11948:
11945:
11943:
11940:
11936:
11933:
11931:
11928:
11926:
11923:
11922:
11921:
11918:
11916:
11913:
11909:
11906:
11905:
11904:
11901:
11899:
11896:
11894:
11891:
11889:
11886:
11885:Nonsteroidal:
11883:
11882:
11879:
11876:
11874:
11871:
11869:
11866:
11862:
11859:
11857:
11854:
11853:
11852:
11849:
11847:
11844:
11842:
11839:
11837:
11834:
11832:
11829:
11827:
11824:
11820:
11817:
11816:
11815:
11812:
11808:
11805:
11803:
11800:
11799:
11798:
11795:
11793:
11790:
11788:
11785:
11782:
11778:
11774:
11771:
11769:
11766:
11764:
11761:
11758:
11754:
11750:
11746:
11742:
11738:
11734:
11730:
11726:
11722:
11719:
11717:
11714:
11712:
11709:
11707:
11704:
11702:
11699:
11697:
11694:
11692:
11689:
11687:
11684:
11682:
11679:
11677:
11674:
11671:
11667:
11663:
11659:
11655:
11651:
11648:
11644:
11640:
11636:
11632:
11628:
11624:
11620:
11618:
11615:
11612:
11611:
11609:
11603:
11597:
11594:
11592:
11588:
11584:
11583:antiestrogens
11580:
11573:
11568:
11566:
11561:
11559:
11554:
11553:
11550:
11541:
11537:
11533:
11529:
11525:
11521:
11517:
11513:
11506:
11501:
11497:
11491:
11487:
11486:
11480:
11479:
11465:
11461:
11457:
11453:
11449:
11445:
11438:
11430:
11426:
11421:
11416:
11412:
11408:
11404:
11400:
11396:
11389:
11381:
11377:
11376:"Estropipate"
11371:
11363:
11357:
11353:
11352:
11344:
11336:
11330:
11326:
11325:
11317:
11309:
11303:
11299:
11298:
11290:
11283:
11278:
11274:
11270:
11266:
11262:
11258:
11251:
11243:
11239:
11235:
11231:
11227:
11223:
11216:
11208:
11202:
11198:
11197:
11189:
11181:
11177:
11172:
11167:
11163:
11159:
11155:
11148:
11146:
11144:
11135:
11131:
11127:
11123:
11119:
11115:
11108:
11106:
11097:
11093:
11089:
11085:
11081:
11077:
11070:
11063:
11059:
11053:
11049:
11048:
11040:
11032:
11026:
11022:
11021:
11013:
11011:
11002:
10996:
10992:
10988:
10981:
10973:
10969:
10965:
10961:
10957:
10953:
10946:
10944:
10942:
10933:
10929:
10924:
10919:
10915:
10911:
10907:
10900:
10893:
10888:
10882:
10878:
10877:
10869:
10861:
10857:
10852:
10847:
10843:
10839:
10835:
10828:
10820:
10816:
10812:
10808:
10804:
10800:
10793:
10785:
10781:
10776:
10771:
10767:
10763:
10759:
10755:
10751:
10744:
10736:
10730:
10726:
10722:
10718:
10711:
10709:
10707:
10698:
10694:
10690:
10686:
10682:
10678:
10674:
10670:
10663:
10655:
10651:
10646:
10641:
10637:
10633:
10629:
10622:
10615:
10610:
10606:
10602:
10598:
10594:
10590:
10583:
10576:
10568:
10564:
10559:
10554:
10550:
10546:
10542:
10535:
10528:
10524:
10520:
10515:
10510:
10506:
10502:
10498:
10494:
10490:
10483:
10475:
10471:
10467:
10463:
10460:(3): 536–41.
10459:
10455:
10447:
10439:
10435:
10431:
10427:
10420:
10412:
10408:
10404:
10400:
10396:
10392:
10388:
10384:
10381:(1): 506–24.
10380:
10376:
10369:
10361:
10357:
10352:
10347:
10343:
10339:
10336:(3): 505–40.
10335:
10331:
10327:
10320:
10312:
10308:
10304:
10300:
10296:
10292:
10285:
10283:
10281:
10279:
10270:
10266:
10262:
10258:
10254:
10250:
10242:
10240:
10238:
10236:
10234:
10225:
10221:
10217:
10213:
10209:
10205:
10201:
10197:
10189:
10187:
10185:
10183:
10181:
10172:
10168:
10164:
10160:
10156:
10152:
10148:
10144:
10137:
10135:
10126:
10122:
10117:
10112:
10108:
10104:
10103:J. Biol. Chem
10100:
10093:
10091:
10082:
10076:
10072:
10071:
10063:
10061:
10052:
10048:
10044:
10040:
10037:(3): 171–97.
10036:
10032:
10025:
10017:
10013:
10009:
10005:
10002:(2): 152–75.
10001:
9997:
9996:Toxicol. Lett
9990:
9982:
9978:
9974:
9970:
9966:
9962:
9958:
9954:
9950:
9943:
9935:
9931:
9926:
9921:
9917:
9913:
9910:(7): 734–42.
9909:
9905:
9901:
9894:
9886:
9880:
9876:
9872:
9865:
9863:
9854:
9850:
9846:
9842:
9838:
9834:
9826:
9824:
9822:
9813:
9809:
9805:
9801:
9797:
9793:
9786:
9784:
9782:
9780:
9778:
9776:
9774:
9765:
9761:
9757:
9753:
9749:
9745:
9738:
9736:
9734:
9732:
9730:
9728:
9726:
9717:
9713:
9709:
9705:
9701:
9697:
9693:
9689:
9682:
9680:
9678:
9676:
9674:
9672:
9670:
9661:
9657:
9653:
9649:
9645:
9641:
9634:
9626:
9622:
9618:
9614:
9610:
9606:
9599:
9591:
9587:
9583:
9579:
9575:
9571:
9564:
9556:
9552:
9547:
9542:
9538:
9534:
9530:
9523:
9521:
9519:
9510:
9506:
9502:
9498:
9494:
9490:
9483:
9481:
9479:
9477:
9469:
9465:
9459:
9455:
9454:
9446:
9438:
9434:
9429:
9424:
9419:
9414:
9410:
9406:
9405:BMC Emerg Med
9402:
9395:
9388:
9384:
9380:
9376:
9372:
9368:
9364:
9360:
9356:
9349:
9342:
9338:
9332:
9328:
9321:
9313:
9307:
9303:
9302:
9301:The Menopause
9294:
9286:
9280:
9276:
9272:
9265:
9257:
9251:
9247:
9243:
9236:
9228:
9222:
9214:
9213:
9205:
9197:
9191:
9187:
9183:
9176:
9174:
9172:
9163:
9157:
9153:
9149:
9142:
9140:
9133:
9128:
9126:
9124:
9115:
9109:
9105:
9101:
9094:
9086:
9082:
9078:
9074:
9070:
9066:
9059:
9057:
9055:
9053:
9045:
9040:
9034:
9030:
9029:
9021:
9013:
9007:
9003:
8999:
8992:
8984:
8978:
8974:
8973:
8964:
8956:
8950:
8939:
8933:
8931:
8929:
8920:
8914:
8910:
8906:
8902:
8898:
8891:
8889:
8887:
8870:
8866:
8860:
8858:
8856:
8854:
8852:
8850:
8848:
8839:
8833:
8829:
8828:
8820:
8818:
8809:
8805:
8800:
8795:
8791:
8787:
8783:
8776:
8774:
8772:
8770:
8768:
8760:
8755:
8749:
8745:
8744:
8736:
8734:
8732:
8730:
8721:
8715:
8711:
8707:
8703:
8696:
8694:
8692:
8683:
8677:
8673:
8672:The Menopause
8669:
8662:
8660:
8658:
8656:
8647:
8641:
8637:
8636:
8628:
8626:
8624:
8622:
8613:
8607:
8603:
8602:
8595:
8593:
8591:
8589:
8587:
8585:
8583:
8581:
8579:
8577:
8575:
8566:
8560:
8556:
8555:
8547:
8545:
8543:
8541:
8539:
8537:
8535:
8533:
8524:
8518:
8514:
8510:
8503:
8501:
8492:
8486:
8482:
8481:
8473:
8471:
8462:
8458:
8454:
8450:
8446:
8442:
8438:
8434:
8427:
8420:
8418:
8416:
8414:
8412:
8410:
8408:
8406:
8404:
8402:
8400:
8398:
8396:
8394:
8392:
8390:
8388:
8386:
8384:
8382:
8380:
8378:
8376:
8374:
8372:
8370:
8368:
8366:
8364:
8362:
8360:
8358:
8356:
8354:
8352:
8350:
8348:
8346:
8344:
8342:
8333:
8327:
8323:
8319:
8312:
8310:
8308:
8299:
8293:
8289:
8285:
8281:
8274:
8272:
8270:
8268:
8259:
8253:
8249:
8245:
8241:
8234:
8232:
8230:
8228:
8226:
8217:
8211:
8207:
8206:
8198:
8196:
8194:
8192:
8190:
8188:
8183:
8173:
8170:
8168:
8165:
8163:
8160:
8159:
8153:
8151:
8147:
8143:
8133:
8131:
8127:
8123:
8119:
8115:
8111:
8107:
8103:
8097:
8093:
8089:
8079:
8075:
8073:
8062:
8060:
8056:
8049:
8043:
8036:
8027:
8018:
8009:
8000:
7991:
7985:
7981:
7977:
7971:Generic names
7963:
7961:
7957:
7954:. Estrone in
7953:
7952:suppositories
7950:
7946:
7943:
7939:
7935:
7931:
7927:
7923:
7919:
7915:
7911:
7907:
7903:
7899:
7895:
7891:
7887:
7883:
7879:
7875:
7871:
7867:
7863:
7859:
7855:
7851:
7847:
7843:
7839:
7835:
7831:
7827:
7823:
7819:
7815:
7809:
7799:
7797:
7793:
7789:
7785:
7781:
7777:
7773:
7769:
7765:
7761:
7758:A variety of
7756:
7754:
7753:
7747:
7746:
7744:
7738:
7734:
7731:
7727:
7723:
7719:
7716:
7713:
7700:
7696:
7678:
7670:
7662:
7637:
7632:
7630:
7625:
7623:
7618:
7617:
7612:
7611:
7607:
7603:
7593:
7591:
7587:
7583:
7579:
7575:
7571:
7567:
7563:
7553:
7551:
7546:
7544:
7540:
7536:
7532:
7528:
7523:
7519:
7514:
7512:
7508:
7504:
7500:
7496:
7492:
7488:
7484:
7480:
7476:
7472:
7468:
7464:
7461:enzymes into
7460:
7456:
7452:
7448:
7444:
7440:
7436:
7432:
7417:
7413:
7409:
7405:
7401:
7397:
7393:
7389:
7385:
7381:
7377:
7374:
7370:
7366:
7362:
7358:
7337:
7325:
7322:
7317:
7308:
7299:
7292:
7289:
7284:
7275:
7268:
7265:
7260:
7254:
7245:
7236:
7227:
7220:
7217:
7212:
7211:16-Epiestriol
7205:
7198:
7197:17-Epiestriol
7193:
7188:
7181:
7174:
7169:
7164:
7157:
7156:
7148:
7143:
7138:
7131:
7124:
7107:
7103:
7097:
7092:
7090:
7085:
7083:
7078:
7077:
7072:
7071:
7062:
7060:
7056:
7052:
7048:
7038:
7034:
7032:
7028:
7024:
7020:
7016:
7012:
7009:, 50 μg
7008:
7004:
7000:
6997:
6976:
6964:
6960:
6956:
6955:6,7-estradiol
6952:
6948:
6944:
6940:
6939:radioactivity
6936:
6930:
6925:
6921:
6917:
6913:
6909:
6908:vaginal smear
6902:
6897:
6893:
6890:
6886:
6882:
6878:
6874:
6873:cornification
6871:
6864:
6859:
6858:
6849:
6844:
6842:
6837:
6835:
6830:
6829:
6817:See template.
6816:
6812:
6808:
6804:
6800:
6796:
6793:
6789:
6785:
6781:
6780:particle size
6778:
6774:
6770:
6765:
6759:
6755:
6752:
6749:
6746:
6744:
6741:
6740:
6736:
6733:
6730:
6727:
6725:
6722:
6721:
6717:
6714:
6711:
6708:
6707:
6703:
6700:
6697:
6694:
6690:
6684:
6681:
6678:
6675:
6673:
6670:
6669:
6663:
6660:
6657:
6654:
6652:
6649:
6648:
6644:
6641:
6638:
6635:
6633:
6630:
6629:
6626:10 ≈ 20–30 d
6625:
6622:
6619:
6616:
6614:
6611:
6610:
6606:
6603:
6600:
6597:
6596:
6592:
6589:
6586:
6583:
6581:
6577:
6573:
6570:
6567:
6564:
6562:
6559:
6558:
6552:
6549:
6546:
6543:
6541:
6538:
6537:
6533:
6530:
6527:
6524:
6522:
6519:
6518:
6515:10 ≈ 14–21 d
6514:
6511:
6508:
6505:
6504:
6501:10 ≈ 16–21 d
6500:
6497:
6494:
6491:
6490:
6486:
6483:
6480:
6477:
6475:
6471:
6467:
6464:
6461:
6458:
6457:
6453:
6450:
6447:
6444:
6443:
6439:
6436:
6433:
6430:
6429:
6425:
6422:
6419:
6416:
6414:
6410:
6404:
6399:
6398:
6384:
6375:
6370:
6368:
6363:
6361:
6356:
6355:
6345:See template.
6344:
6340:
6339:gonadotropins
6336:
6309:
6296:
6283:
6273:
6269:
6268:proliferation
6261:
6254:
6250:
6241:
6237:
6234:
6231:
6228:
6225:
6222:
6219:
6216:
6213:
6210:
6208:
6205:
6204:
6200:
6197:
6194:
6191:
6188:
6185:
6182:
6179:
6176:
6173:
6171:
6168:
6167:
6163:
6160:
6157:
6154:
6151:
6148:
6145:
6142:
6139:
6136:
6134:
6131:
6130:
6126:
6123:
6120:
6117:
6114:
6111:
6108:
6105:
6102:
6099:
6097:
6094:
6093:
6089:
6086:
6083:
6080:
6077:
6074:
6071:
6068:
6065:
6062:
6060:
6057:
6056:
6052:
6049:
6046:
6043:
6040:
6037:
6034:
6031:
6028:
6025:
6023:
6020:
6019:
6015:
6012:
6009:
6006:
6003:
6000:
5997:
5994:
5991:
5988:
5985:
5984:
5980:
5977:
5974:
5971:
5968:
5965:
5962:
5959:
5956:
5953:
5951:
5948:
5947:
5936:
5926:
5916:
5906:
5897:
5887:
5877:
5867:
5857:
5847:
5839:
5838:
5831:
5826:
5824:
5819:
5817:
5812:
5811:
5807:
5805:
5802:
5798:
5797:
5793:
5789:
5785:
5781:
5777:
5773:
5769:
5765:
5761:
5757:
5753:
5749:
5745:
5741:
5737:
5736:premenopausal
5733:
5732:physiological
5729:
5725:
5720:
5718:
5714:
5711:, as well as
5710:
5706:
5702:
5698:
5694:
5690:
5686:
5682:
5678:
5674:
5670:
5666:
5662:
5658:
5654:
5650:
5646:
5642:
5638:
5634:
5630:
5626:
5622:
5618:
5614:
5610:
5606:
5602:
5598:
5594:
5590:
5586:
5582:
5578:
5574:
5559:
5555:
5551:
5547:
5543:
5535:
5534:osmotic pumps
5532:
5528:
5524:
5521:
5517:
5513:
5502:
5498:
5494:
5491:
5488:
5485:
5482:
5480:
5477:
5476:
5472:
5469:
5466:
5463:
5460:
5458:
5455:
5454:
5450:
5447:
5444:
5441:
5438:
5436:
5433:
5432:
5428:
5425:
5422:
5419:
5416:
5414:
5411:
5410:
5406:
5403:
5400:
5397:
5394:
5392:
5389:
5388:
5384:
5381:
5378:
5375:
5372:
5370:
5367:
5366:
5362:
5359:
5356:
5353:
5350:
5348:
5345:
5344:
5340:
5337:
5334:
5331:
5328:
5326:
5323:
5322:
5318:
5315:
5312:
5309:
5306:
5304:
5301:
5300:
5296:
5293:
5290:
5287:
5284:
5282:
5279:
5278:
5274:
5271:
5268:
5265:
5262:
5260:
5257:
5256:
5252:
5249:
5246:
5243:
5240:
5238:
5235:
5234:
5230:
5227:
5224:
5221:
5218:
5216:
5215:17α-Estradiol
5213:
5212:
5208:
5205:
5202:
5199:
5196:
5194:
5193:Estetrol (E4)
5191:
5190:
5186:
5183:
5180:
5177:
5174:
5172:
5169:
5168:
5164:
5161:
5158:
5155:
5152:
5149:
5148:
5144:
5141:
5138:
5135:
5132:
5130:
5127:
5126:
5122:
5119:
5116:
5113:
5110:
5107:
5106:
5099:
5091:
5086:
5080:
5075:
5073:
5070:
5067:
5064:
5058:
5050:
5045:
5043:
5040:
5039:
5032:
5027:
5025:
5020:
5018:
5013:
5012:
5003:
4996:
4990:
4983:
4977:
4970:
4964:
4957:
4951:
4950:dexamethasone
4944:
4938:
4931:
4925:
4918:
4912:
4908:
4904:
4900:
4896:
4893:
4890:
4887:
4884:
4881:
4878:
4876:
4873:
4872:
4868:
4865:
4862:
4859:
4856:
4853:
4850:
4848:
4845:
4844:
4840:
4837:
4834:
4831:
4828:
4825:
4822:
4820:
4817:
4816:
4812:
4809:
4806:
4803:
4800:
4797:
4794:
4792:
4789:
4788:
4784:
4781:
4778:
4775:
4772:
4769:
4766:
4764:
4761:
4760:
4756:
4753:
4750:
4747:
4744:
4741:
4738:
4736:
4733:
4732:
4728:
4725:
4722:
4719:
4716:
4713:
4710:
4708:
4705:
4704:
4700:
4697:
4694:
4691:
4688:
4685:
4682:
4680:
4677:
4676:
4672:
4669:
4666:
4663:
4660:
4657:
4654:
4652:
4649:
4648:
4644:
4641:
4638:
4635:
4632:
4629:
4626:
4624:
4621:
4620:
4616:
4613:
4610:
4607:
4604:
4601:
4598:
4595:
4594:
4590:
4587:
4584:
4581:
4578:
4575:
4572:
4570:
4567:
4566:
4562:
4559:
4556:
4553:
4550:
4547:
4544:
4542:
4539:
4538:
4534:
4531:
4528:
4525:
4522:
4519:
4516:
4514:
4511:
4510:
4504:
4499:
4494:
4489:
4484:
4479:
4474:
4469:
4464:
4459:
4454:
4449:
4444:
4439:
4438:
4434:
4429:
4425:
4418:
4413:
4411:
4406:
4404:
4399:
4398:
4389:
4385:
4381:
4377:
4374:systems with
4373:
4372:
4366:
4362:
4358:
4354:
4351:
4348:
4345:
4342:
4339:
4337:
4334:
4333:
4329:
4326:
4323:
4320:
4317:
4314:
4312:
4309:
4308:
4304:
4301:
4298:
4296:0.027–<0.1
4295:
4293:0.069–<0.1
4292:
4289:
4287:
4284:
4283:
4279:
4276:
4273:
4270:
4267:
4264:
4262:
4259:
4258:
4254:
4251:
4248:
4245:
4242:
4239:
4237:
4236:Norethynodrel
4234:
4233:
4229:
4226:
4223:
4220:
4217:
4214:
4212:
4209:
4208:
4204:
4201:
4198:
4195:
4193:<0.001–0.6
4192:
4189:
4187:
4184:
4183:
4179:
4176:
4173:
4170:
4167:
4164:
4162:
4159:
4158:
4154:
4151:
4148:
4145:
4142:
4139:
4137:
4134:
4133:
4129:
4126:
4123:
4120:
4117:
4114:
4112:
4109:
4108:
4104:
4101:
4098:
4095:
4092:
4089:
4087:
4084:
4083:
4079:
4076:
4073:
4070:
4067:
4064:
4062:
4059:
4058:
4054:
4051:
4048:
4045:
4042:
4039:
4037:
4034:
4033:
4029:
4026:
4023:
4020:
4017:
4014:
4012:
4009:
4008:
4004:
4001:
3998:
3995:
3992:
3989:
3987:
3984:
3983:
3979:
3976:
3973:
3970:
3967:
3964:
3962:
3959:
3958:
3954:
3951:
3948:
3945:
3942:
3939:
3937:
3934:
3933:
3929:
3926:
3923:
3920:
3917:
3914:
3912:
3909:
3908:
3904:
3901:
3898:
3895:
3892:
3889:
3887:
3884:
3883:
3879:
3876:
3873:
3870:
3867:
3864:
3862:
3859:
3858:
3854:
3851:
3848:
3845:
3842:
3839:
3837:
3834:
3833:
3830:Xenoestrogen
3829:
3826:
3823:
3820:
3817:
3814:
3810:
3808:
3805:
3804:
3801:Xenoestrogen
3800:
3797:
3794:
3791:
3788:
3785:
3782:
3780:
3777:
3776:
3773:Xenoestrogen
3772:
3769:
3766:
3763:
3760:
3757:
3755:
3753:
3749:
3748:
3745:Xenoestrogen
3744:
3741:
3738:
3735:
3732:
3729:
3727:
3725:
3721:
3720:
3717:Xenoestrogen
3716:
3713:
3710:
3707:
3704:
3701:
3699:
3696:
3695:
3692:Xenoestrogen
3691:
3688:
3685:
3682:
3679:
3676:
3674:
3671:
3670:
3667:Xenoestrogen
3666:
3663:
3660:
3657:
3654:
3651:
3649:
3646:
3645:
3642:Xenoestrogen
3641:
3638:
3635:
3632:
3629:
3626:
3624:
3621:
3620:
3617:Xenoestrogen
3616:
3613:
3610:
3607:
3604:
3601:
3599:
3596:
3595:
3592:Xenoestrogen
3591:
3588:
3585:
3582:
3580:16 (13–17.8)
3579:
3576:
3574:
3571:
3570:
3567:Xenoestrogen
3566:
3563:
3560:
3557:
3554:
3551:
3549:
3546:
3545:
3542:Xenoestrogen
3541:
3538:
3535:
3532:
3529:
3526:
3524:
3521:
3520:
3517:Xenoestrogen
3516:
3513:
3510:
3507:
3505:48 (13–52.5)
3504:
3501:
3499:
3496:
3495:
3492:Xenoestrogen
3491:
3488:
3485:
3482:
3479:
3476:
3474:
3471:
3470:
3467:Xenoestrogen
3466:
3463:
3460:
3457:
3454:
3451:
3449:
3446:
3445:
3442:Xenoestrogen
3441:
3438:
3435:
3432:
3429:
3426:
3424:
3421:
3420:
3417:Xenoestrogen
3416:
3413:
3410:
3407:
3404:
3401:
3399:
3396:
3395:
3392:Xenoestrogen
3391:
3388:
3385:
3382:
3379:
3376:
3374:
3371:
3370:
3367:Xenoestrogen
3366:
3363:
3360:
3357:
3354:
3351:
3349:
3346:
3345:
3342:Xenoestrogen
3341:
3338:
3335:
3332:
3329:
3326:
3324:
3321:
3320:
3317:Xenoestrogen
3316:
3313:
3310:
3307:
3304:
3301:
3299:
3296:
3295:
3292:Xenoestrogen
3291:
3288:
3285:
3282:
3279:
3276:
3274:
3271:
3270:
3267:Xenoestrogen
3266:
3263:
3260:
3257:
3254:
3251:
3249:
3246:
3245:
3242:Xenoestrogen
3241:
3238:
3235:
3232:
3229:
3226:
3224:
3221:
3220:
3217:Xenoestrogen
3216:
3213:
3210:
3207:
3204:
3201:
3199:
3196:
3195:
3192:Xenoestrogen
3191:
3188:
3185:
3182:
3179:
3176:
3174:
3171:
3170:
3167:Xenoestrogen
3166:
3163:
3160:
3157:
3154:
3151:
3149:
3146:
3145:
3141:
3138:
3135:
3132:
3129:
3126:
3124:
3121:
3120:
3116:
3113:
3110:
3107:
3104:
3101:
3099:
3096:
3095:
3091:
3088:
3085:
3082:
3079:
3076:
3074:
3071:
3070:
3066:
3063:
3060:
3057:
3054:
3051:
3049:
3046:
3045:
3041:
3038:
3035:
3032:
3029:
3026:
3024:
3021:
3020:
3016:
3013:
3010:
3007:
3004:
3001:
2999:
2996:
2995:
2991:
2988:
2985:
2982:
2979:
2976:
2974:
2971:
2970:
2966:
2963:
2960:
2957:
2954:
2951:
2949:
2946:
2945:
2941:
2938:
2935:
2932:
2929:
2926:
2924:
2921:
2920:
2916:
2913:
2910:
2907:
2904:
2901:
2899:
2896:
2895:
2892:Antiestrogen
2891:
2888:
2885:
2882:
2879:
2876:
2874:
2871:
2870:
2867:Antiestrogen
2866:
2863:
2860:
2857:
2854:
2851:
2849:
2846:
2845:
2841:
2838:
2835:
2832:
2829:
2826:
2824:
2821:
2820:
2816:
2813:
2810:
2807:
2804:
2801:
2799:
2796:
2795:
2791:
2788:
2785:
2782:
2779:
2776:
2774:
2771:
2770:
2766:
2763:
2760:
2757:
2754:
2751:
2749:
2746:
2745:
2741:
2738:
2735:
2732:
2729:
2726:
2724:
2721:
2720:
2716:
2713:
2710:
2707:
2704:
2701:
2699:
2696:
2695:
2691:
2688:
2685:
2682:
2679:
2676:
2674:
2671:
2670:
2666:
2663:
2660:
2657:
2654:
2651:
2649:
2646:
2645:
2641:
2638:
2635:
2632:
2629:
2626:
2624:
2621:
2620:
2616:
2613:
2610:
2607:
2604:
2601:
2599:
2596:
2595:
2591:
2588:
2585:
2582:
2579:
2576:
2574:
2571:
2570:
2566:
2563:
2560:
2557:
2554:
2551:
2549:
2546:
2545:
2541:
2538:
2535:
2532:
2529:
2526:
2524:
2521:
2520:
2516:
2513:
2510:
2507:
2504:
2501:
2499:
2496:
2495:
2491:
2488:
2485:
2482:
2479:
2476:
2474:
2471:
2470:
2466:
2463:
2460:
2457:
2454:
2451:
2449:
2446:
2445:
2441:
2438:
2435:
2432:
2429:
2426:
2424:
2421:
2420:
2416:
2413:
2410:
2407:
2404:
2401:
2399:
2396:
2395:
2391:
2388:
2385:
2382:
2379:
2376:
2374:
2371:
2370:
2366:
2363:
2360:
2357:
2354:
2351:
2349:
2346:
2345:
2341:
2338:
2335:
2332:
2329:
2326:
2324:
2321:
2320:
2316:
2313:
2310:
2307:
2304:
2301:
2299:
2296:
2295:
2291:
2288:
2285:
2282:
2279:
2276:
2274:
2271:
2270:
2266:
2263:
2260:
2257:
2254:
2251:
2249:
2246:
2245:
2241:
2238:
2235:
2232:
2229:
2226:
2224:
2221:
2220:
2216:
2213:
2210:
2207:
2204:
2201:
2199:
2196:
2195:
2191:
2188:
2185:
2182:
2179:
2176:
2174:
2171:
2170:
2166:
2163:
2160:
2157:
2154:
2151:
2149:
2146:
2145:
2141:
2138:
2135:
2132:
2129:
2126:
2124:
2121:
2120:
2116:
2113:
2110:
2107:
2105:18.6 (18–41)
2104:
2101:
2099:
2096:
2095:
2091:
2088:
2085:
2082:
2079:
2076:
2074:
2071:
2070:
2066:
2063:
2060:
2057:
2054:
2051:
2049:
2046:
2045:
2041:
2038:
2035:
2032:
2029:
2026:
2024:
2021:
2020:
2016:
2013:
2010:
2007:
2004:
2001:
1999:
1997:
1993:
1992:
1988:
1985:
1982:
1979:
1976:
1973:
1971:
1968:
1967:
1963:
1960:
1957:
1954:
1951:
1948:
1946:
1943:
1942:
1938:
1935:
1932:
1929:
1926:
1923:
1921:
1918:
1917:
1913:
1910:
1907:
1904:
1901:
1898:
1896:
1893:
1892:
1888:
1885:
1882:
1879:
1876:
1873:
1871:
1868:
1867:
1863:
1860:
1857:
1854:
1851:
1848:
1846:
1843:
1842:
1838:
1835:
1832:
1829:
1826:
1823:
1821:
1818:
1817:
1813:
1810:
1807:
1804:
1801:
1798:
1796:
1793:
1792:
1788:
1785:
1782:
1779:
1776:
1773:
1771:
1768:
1767:
1763:
1760:
1757:
1754:
1751:
1748:
1746:
1743:
1742:
1738:
1735:
1732:
1729:
1726:
1723:
1721:
1718:
1717:
1713:
1710:
1707:
1704:
1701:
1698:
1696:
1693:
1692:
1688:
1685:
1682:
1679:
1676:
1673:
1671:
1668:
1667:
1663:
1660:
1657:
1654:
1651:
1648:
1646:
1643:
1642:
1638:
1635:
1632:
1629:
1626:
1623:
1621:
1618:
1617:
1613:
1610:
1607:
1604:
1601:
1598:
1596:
1593:
1592:
1588:
1585:
1582:
1579:
1576:
1573:
1571:
1568:
1567:
1563:
1560:
1557:
1554:
1551:
1548:
1546:
1543:
1542:
1538:
1535:
1532:
1529:
1526:
1523:
1521:
1518:
1517:
1513:
1510:
1507:
1504:
1501:
1498:
1496:
1493:
1492:
1488:
1485:
1482:
1479:
1476:
1473:
1471:
1468:
1467:
1463:
1460:
1457:
1454:
1451:
1448:
1446:
1445:17-Epiestriol
1443:
1442:
1438:
1435:
1432:
1429:
1426:
1423:
1421:
1420:16-Epiestriol
1418:
1417:
1413:
1410:
1407:
1405:8.195 (2–42)
1404:
1401:
1399:17α-Estradiol
1398:
1396:
1393:
1392:
1388:
1385:
1382:
1379:
1376:
1373:
1371:
1368:
1367:
1363:
1360:
1357:
1354:
1351:
1348:
1346:
1343:
1342:
1338:
1335:
1332:
1329:
1326:
1323:
1320:
1319:
1315:
1312:
1309:
1306:
1303:
1300:
1298:
1295:
1294:
1291:
1288:
1286:
1283:
1281:
1278:
1276:
1273:
1272:
1261:
1256:(RBA, %)
1255:
1247:
1243:
1234:
1229:
1227:
1222:
1220:
1215:
1214:
1210:
1208:
1204:
1200:
1197:
1193:
1192:
1187:
1183:
1179:
1178:
1173:
1169:
1164:
1160:
1156:
1152:
1148:
1144:
1140:
1136:
1132:
1112:
1110:
1106:
1102:
1098:
1094:
1090:
1086:
1082:
1077:
1067:
1063:
1061:
1057:
1053:
1049:
1045:
1042:
1038:
1035:
1031:
1027:
1026:suppositories
1023:
1020:
1016:
1015:oil solutions
1012:
1008:
1002:
998:
988:
986:
982:
978:
974:
969:
967:
963:
959:
955:
951:
947:
942:
940:
936:
933:
929:
925:
921:
920:breast cancer
917:
913:
909:
905:
901:
897:
893:
889:
885:
881:
877:
873:
872:intramuscular
863:
859:
857:
853:
849:
845:
841:
837:
834:
830:
826:
822:
818:
814:
810:
806:
802:
798:
794:
790:
786:
782:
778:
776:
772:
768:
765:; brand name
764:
760:
756:
752:
748:
744:
740:
736:
733:
729:
725:
721:
717:
713:
710:
706:
702:
698:
694:
690:
686:
676:
669:
660:
655:
654:
651:
644:
635:
634:
631:
624:
620:
618:
617:Melting point
614:
607:
603:
602:
600:
597:
592:
585:
583:
579:
558:
556:
552:
547:
540:
536:
535:
533:
531:
527:
520:
516:
515:
513:
511:
507:
500:
496:
495:
493:
491:
487:
480:
476:
475:
473:
471:
467:
460:
456:
455:
453:
451:
447:
440:
436:
435:
433:
431:
427:
420:
416:
415:
413:
411:
407:
400:
396:
395:
393:
386:
382:
375:
371:
370:
368:
366:
362:
354:
350:
346:
342:
338:
333:
332:
329:
322:
317:
314:
311:
309:
305:
298:
293:
291:
284:
279:
274:
269:
265:
263:
259:
255:
251:
247:
246:hydroxylation
243:
240:
238:
234:
222:
216:
214:
210:
206:
203:
201:
197:
193:
189:
183:
173:
172:
170:
168:
164:
159:
151:
146:
140:
135:
132:
131:
129:
127:
123:
120:
117:
115:
111:
107:
100:
94:
90:
86:
83:
81:
75:
71:
67:
63:
61:
57:
54:Clinical data
52:
48:
43:
39:
34:
26:
22:
14577:
14567:
14491:Mepitiostane
14439:Epitiostanol
14308:Ormeloxifene
14233:Lasofoxifene
14143:Camizestrant
14138:Broparestrol
14128:Bazedoxifene
14050:rotundifuran
13999:alkylphenols
13949:β-zearalenol
13945:α-zearalenol
13931:stigmasterol
13923:β-sitosterol
13919:Phytosterols
13887:triclocarban
13883:methoxychlor
13836:
13818:Lavender oil
13812:tectorigenin
13744:formononetin
13618:
13593:
13464:
13456:
13256:
13240:Quinestradol
13230:Promestriene
13205:Noretynodrel
13069:Estromustine
13022:Estramustine
12957:
12864:testosterone
12601:
12454:
12439:
12399:Progestogens
12302:testosterone
12262:
12247:
12241:Testolactone
12232:
12211:
12196:
12170:Ormeloxifene
12165:Mepitiostane
12160:Lasofoxifene
12155:Epitiostanol
12135:Broparestrol
12130:Bazedoxifene
12018:bicalutamide
11884:
11873:Quinestradol
11868:Promestriene
11791:
11662:noretynodrel
11643:metandienone
11631:testosterone
11613:
11515:
11511:
11484:
11447:
11443:
11437:
11402:
11398:
11388:
11379:
11370:
11350:
11343:
11323:
11316:
11296:
11289:
11280:
11260:
11256:
11250:
11228:(20): 1815.
11225:
11221:
11215:
11195:
11188:
11161:
11157:
11117:
11113:
11079:
11075:
11069:
11061:
11046:
11039:
11019:
10990:
10980:
10958:(4): 291–9.
10955:
10951:
10913:
10909:
10899:
10890:
10875:
10868:
10841:
10837:
10827:
10802:
10798:
10792:
10757:
10753:
10743:
10716:
10672:
10668:
10662:
10638:(1): 76–86.
10635:
10631:
10621:
10612:
10595:(3): 25–29.
10592:
10588:
10575:
10548:
10544:
10534:
10526:
10496:
10492:
10482:
10457:
10453:
10446:
10432:(1): 36–41.
10429:
10425:
10419:
10378:
10374:
10368:
10333:
10329:
10319:
10297:(4): 592–6.
10294:
10290:
10252:
10248:
10202:(3): 241–9.
10199:
10195:
10149:(9): 747–9.
10146:
10142:
10106:
10102:
10069:
10034:
10030:
10024:
9999:
9995:
9989:
9956:
9952:
9942:
9907:
9903:
9893:
9874:
9836:
9832:
9798:(13): 1027.
9795:
9791:
9750:(19): 1466.
9747:
9743:
9691:
9687:
9643:
9639:
9633:
9611:(14): 1175.
9608:
9604:
9598:
9576:(1): 28–35.
9573:
9569:
9563:
9536:
9532:
9492:
9488:
9467:
9452:
9445:
9408:
9404:
9394:
9386:
9361:(3): 206–9.
9358:
9354:
9348:
9340:
9326:
9320:
9300:
9293:
9274:
9264:
9245:
9235:
9211:
9204:
9185:
9151:
9103:
9093:
9068:
9064:
9044:to response.
9042:
9027:
9020:
9001:
8991:
8971:
8963:
8949:
8900:
8873:. Retrieved
8869:the original
8826:
8789:
8785:
8757:
8742:
8701:
8671:
8634:
8600:
8553:
8512:
8479:
8436:
8432:
8321:
8279:
8239:
8204:
8146:gonadotropin
8142:vaginal ring
8139:
8099:
8082:Availability
8076:
8072:progesterone
8068:
8058:
8041:
7980:generic name
7975:
7974:
7959:
7921:
7913:
7905:
7897:
7885:
7861:
7853:
7845:
7811:
7757:
7751:
7749:
7742:
7740:
7736:
7722:double bonds
7709:
7655:Estrone (E1)
7559:
7550:vaginal ring
7547:
7515:
7455:hydroxylated
7427:
7415:
7357:Description:
7356:
7342:unidentified
7328:unidentified
7323:
7320:
7290:
7287:
7266:
7263:
7218:
7215:
7191:
7167:
7153:
7141:
7044:
7041:Distribution
7035:
7019:parenterally
6993:
6974:
6937:of estrogen
6935:Distribution
6916:oil solution
6814:
6768:
6763:
6737:1–2 ≈ 1–4 d
6704:1–2 ≈ 2–3 d
6687:160 ≈ 120 d
6607:5 ≈ 14–24 d
6593:5 ≈ 11–14 d
6440:1–2 ≈ 1–2 d
6342:
6266:= Increased
6252:
6248:
5794:
5721:
5675:tissue, and
5661:pigmentation
5655:, increased
5595:(as well as
5570:
5557:
5545:
5500:
5171:Estriol (E3)
5150:Estrone (E1)
5001:
4924:testosterone
4911:progesterone
4909:(100%) were
4902:
4560:<0.1–0.16
4387:
4369:
4360:
4355:Progestogen
4330:Progestogen
4305:Progestogen
4280:Progestogen
4255:Progestogen
4246:<0.1–0.22
4230:Progestogen
4205:Progestogen
4186:Progesterone
3874:221–>5000
3836:Testosterone
3812:
3783:
3779:Methoxychlor
3751:
3723:
3577:β-Zearalanol
3552:α-Zearalanol
3523:β-Zearalenol
3498:α-Zearalenol
3448:β-Sitosterol
3142:ERβ agonist
3117:ERβ agonist
3092:ERβ agonist
3067:ERβ agonist
3042:ERβ agonist
3017:ERβ agonist
2967:ERα agonist
2942:ERα agonist
2917:ERα agonist
2798:Bazedoxifene
2723:Ormeloxifene
2698:Lasofoxifene
1995:
1189:
1175:
1167:
1128:
1115:Pharmacology
1081:Side effects
1079:
1070:Side effects
1064:
1056:progesterone
1005:Estrone for
1004:
977:hypogonadism
970:
958:progesterone
943:
910:and form of
869:
866:Medical uses
860:
813:bioidentical
781:Side effects
779:
774:
766:
750:
749:(brand name
724:oil solution
700:
696:
692:
688:
684:
683:
672:
352:
348:
344:
340:
336:
287:Elimination
167:Legal status
161:Legal status
25:
14836:Zearalenone
14788:Antagonists
14764:Resveratrol
14729:Nonylphenol
14724:Niacinamide
14640:Bisphenol A
14630:Aldosterone
14459:Glyceollins
14407:Antagonists
14398:Zuclomifene
14393:Zindoxifene
14303:NNC 45-1506
14298:NNC 45-0781
14293:NNC 45-0320
14288:NNC 45-0095
14283:Nitromifene
14263:Miproxifene
14213:Fispemifene
14188:Enclomifene
14183:Droloxifene
14163:CN-55945-27
14108:Afimoxifene
14098:Acefluranol
13989:rhaponticin
13985:resveratrol
13981:Stilbenoids
13953:zearalenone
13941:zearalanone
13927:campesterol
13859:alternariol
13792:pinocembrin
13736:epicatechin
13708:biochanin A
13648:Chalconoids
13542:Terfluranol
13517:Quadrosilan
13389:Elacestrant
13290:Allenestrol
13165:Lynestrenol
13089:Estropipate
13059:Estrofurate
12910:Clomestrone
12890:Atrimustine
12840:Abiraterone
12794:alfatradiol
12488:from market
12385:antagonists
12372:leuprorelin
12351:haloperidol
12347:risperidone
12339:domperidone
12331:antagonists
12314:oxandrolone
12266:Anastrozole
12205:Fulvestrant
12200:Elacestrant
12150:Enclomifene
12093:antagonists
12038:leuprorelin
11981:Quadrosilan
11757:Climacteron
11676:Clomestrone
11617:Alfatradiol
11512:Climacteric
11082:(1): 5–25.
9871:"The Ovary"
8433:Climacteric
8140:An estrone
8122:estropipate
8065:Brand names
7922:Ketodestrin
7866:Parke-Davis
7780:estropipate
7764:synthesized
7560:Estrone is
7429:Estrone is
7404:metabolites
7392:conjugation
6260:hot flashes
5788:hot flashes
5764:transdermal
5742:(non-oral)
5657:sensitivity
5649:enlargement
5637:endometrium
5621:hot flashes
5609:endometrium
5552:(i.e., not
5483:0.01 ± 0.00
5417:0.13 ± 0.04
5373:0.01 ± 0.00
5263:0.05 ± 0.04
5072:Uterotrophy
4963:aldosterone
4707:Alfatradiol
3871:0.0059–0.17
3702:Chlordecone
3648:Bisphenol A
3623:Zearalanone
3598:Zearalenone
3473:Resveratrol
3373:Ipriflavone
3358:0.002–0.040
3248:Biochanin A
3077:WAY-202,196
2948:16α-Iodo-E2
2877:ICI-182,780
2873:Fulvestrant
2848:ICI-164,384
2727:Centchroman
2523:Afimoxifene
2505:3 (0.1–47)
2173:Δ-Estradiol
2002:1-Estradiol
1914:Metabolite
1889:Metabolite
1864:Metabolite
1839:Metabolite
1814:Metabolite
1789:Metabolite
1764:Metabolite
1739:Metabolite
1714:Metabolite
1689:Metabolite
1664:Metabolite
1639:Metabolite
1614:Metabolite
1589:Metabolite
1564:Metabolite
1539:Metabolite
1514:Metabolite
1489:Metabolite
1464:Metabolite
1439:Metabolite
1414:Metabolite
1395:Alfatradiol
1250:Other names
1172:transformed
954:progestogen
892:hot flashes
759:estropipate
589: g·mol
519:CHEBI:17263
319:Identifiers
262:Metabolites
217:96.0–98.0%:
69:Other names
60:Trade names
14891:Categories
14779:Tectoridin
14759:Raloxifene
14734:Oleuropein
14581:Trilostane
14526:Prochloraz
14486:MDL-101906
14481:ICI-164384
14368:Trioxifene
14363:Toremifene
14333:Raloxifene
14318:Panomifene
14313:Ospemifene
14278:Nafoxidine
14168:Cyclofenil
14123:Arzoxifene
14103:Acolbifene
14035:phthalates
14003:bisphenols
13975:miroestrol
13879:methiocarb
13867:endosulfan
13855:Pesticides
13827:enterodiol
13808:tectoridin
13788:penduletin
13784:naringenin
13768:kaempferol
13684:Flavonoids
13678:psoralidin
13674:coumestrol
13670:Coumestans
13634:dianethole
13587:WAY-214156
13577:WAY-200070
13572:WAY-169916
13567:WAY-166818
13537:SKF-82,958
13502:Phenestrol
13482:Methestrol
13467:-Hexestrol
13459:-Butestrol
13340:Dienestrol
13320:Carbestrol
13305:Bifluranol
13300:Benzestrol
13245:Quinestrol
13195:Nilestriol
13037:Estrazinol
12970:Epimestrol
12960:-Estradiol
12942:Cyclotriol
12880:nandrolone
12855:Almestrone
12690:7-Oxo-DHEA
12602:Steroidal:
12574:modulators
12448:Gestrinone
12389:cetrorelix
12271:Exemestane
12256:Formestane
12215:Trilostane
12190:Toremifene
12180:Raloxifene
12175:Ospemifene
12145:Cyclofenil
12120:Acolbifene
11903:Dienestrol
11893:Bifluranol
11888:Benzestrol
11878:Quinestrol
11846:Nilestriol
11701:Epimestrol
11696:Epiestriol
11654:progestins
11614:Steroidal:
11120:(9): 667.
8257:0471238961
8178:References
8086:See also:
7906:Folliculin
7898:Oestroform
7844:including
7834:scientific
7806:See also:
7762:have been
7600:See also:
7431:conjugated
7371:and other
7365:metabolism
7065:Metabolism
7003:micronized
6990:Absorption
6795:epithelium
6574:10 ≈ 21 d
6534:5 ≈ 5–8 d
5804:antagonize
5740:parenteral
5693:congestion
5597:flaccidity
5585:amenorrhea
5554:endogenous
5546:Footnotes:
5084:levels (%)
4905:Reference
4735:Epiestriol
4361:Footnotes:
4286:Δ-Tibolone
4118:<0.0001
3921:0.019–0.07
3886:Nandrolone
3733:0.0073–0.4
3705:0.0069–0.2
3673:Endosulfan
3398:Miroestrol
3298:Naringenin
3273:Kaempferol
3148:Coumestrol
3048:Prinaberel
2773:Ospemifene
2702:CP-336,156
2677:LY-353,381
2673:Arzoxifene
2661:0.188–0.52
2648:Raloxifene
2623:Nafoxidine
2598:Cyclofenil
2548:Toremifene
2502:ICI-46,474
2373:Dienestrol
2008:9.44–80.07
2005:1.31–12.34
1998:-Estradiol
1552:13 (8–70)
1527:0.0027–2.0
1502:22 (7–81)
1199:antagonize
1074:See also:
995:See also:
833:endogenous
594:3D model (
582:Molar mass
539:ChEMBL1405
479:2DI9HA706A
450:ChemSpider
410:IUPHAR/BPS
365:CAS Number
328:IUPAC name
237:Metabolism
207:: very low
114:Drug class
14917:Estrogens
14774:Tamoxifen
14754:Quercetin
14694:Genistein
14674:Estradiol
14658:o',p'-DDE
14561:ZK-191703
14556:ZK-164015
14516:Phenytoin
14414:(R,R)-THC
14353:Tamoxifen
14328:Promensil
14253:LY-117018
14228:Idoxifene
14223:ICI-55548
14208:Femarelle
14193:Endoxifen
14153:Clomifene
13909:diosgenin
13905:digitalis
13901:digitoxin
13891:triclosan
13871:fenarimol
13804:quercetin
13780:myricetin
13776:mirificin
13764:glycitein
13756:genistein
13752:glabridin
13712:calycosin
13700:baicalein
13656:phloretin
13612:ZK-283197
13472:Mestilbol
13434:Hexestrol
13409:Fenestrel
13384:Efavirenz
13315:Butestrol
13270:2,8-DHHHC
13265:(S,S)-THC
13260:(R,R)-THC
13215:Pentolame
13210:Orestrate
13185:Moxestrol
13175:Mestranol
13140:Etynodiol
13000:Estradiol
12975:Equilenin
12937:Cyclodiol
12895:Bolandiol
12498:Phase III
12486:Withdrawn
12376:goserelin
12359:sulpiride
12335:prolactin
12294:Androgens
12276:Letrozole
12251:Fadrozole
12185:Tamoxifen
12140:Clomifene
11947:Hexestrol
11841:Moxestrol
11831:Mestranol
11716:Estradiol
11623:androgens
11591:Estrogens
11579:Estrogens
11380:Drugs.com
11242:0098-7484
11134:0002-9955
10952:Maturitas
10609:248135901
10031:Maturitas
9812:0002-9955
9764:0002-9955
9708:1535-3702
9660:0095-9561
9625:0098-7484
9509:0021-972X
9246:Menopause
9221:cite book
9148:"Estrone"
9085:0002-9955
8242:. Wiley.
7962:by 1944.
7914:Menformon
7872:, and/or
7870:placentas
7812:In 1927,
7693:Note the
7661:Estradiol
7596:Chemistry
7556:Excretion
7543:inhibitor
7541:17β-HSD1
7539:selective
7535:exogenous
7511:17β-HSD12
7396:sulfation
7376:estrogens
7369:estradiol
7123:Estradiol
7108:in humans
7106:estradiol
6881:estradiol
6784:Estradiol
6747:Aq. soln.
6728:Oil soln.
6709:Aq. susp.
6695:Oil soln.
6676:Aq. soln.
6655:Oil soln.
6636:Oil soln.
6617:Oil soln.
6598:Aq. susp.
6584:Oil soln.
6565:Oil soln.
6544:Oil soln.
6525:Oil soln.
6492:Aq. susp.
6478:Oil soln.
6468:1 ≈ 30 d
6459:Microsph.
6445:Aq. susp.
6431:Oil soln.
6417:Aq. soln.
6413:Estradiol
6392:Dose (mg)
6090:0.56–1.7
5950:Estradiol
5801:partially
5792:cell-free
5760:pregnancy
5550:Synthetic
5540:levels =
5461:0.9 ± 0.3
5439:2.8 ± 1.0
5351:1.9 ± 0.8
5307:1.3 ± 0.2
5219:4.2 ± 0.8
5197:0.5 ± 0.2
4937:estradiol
4847:Moxestrol
4791:Mestranol
4513:Estradiol
4346:0.070–0.1
4271:0.2–0.076
4180:Estrogen
4155:Estrogen
4130:Androgen
4105:Androgen
4102:>10000
4099:>10000
4080:Androgen
4077:>10000
4074:>10000
4055:Androgen
4030:Androgen
4005:Androgen
4002:>10000
3999:>10000
3980:Androgen
3955:Androgen
3930:Androgen
3905:Androgen
3880:Androgen
3855:Androgen
3792:0.01–0.13
3573:Taleranol
3348:Quercetin
3205:0.2–0.287
3173:Genistein
3164:0.07–27.0
3161:0.14–80.0
3098:Erteberel
3005:0.12–0.25
2783:0.59–1.22
2780:0.82–2.63
2627:U-11,000A
2573:Clomifene
2561:7.14–20.3
2498:Tamoxifen
2492:Estrogen
2467:Estrogen
2442:Estrogen
2417:Estrogen
2392:Estrogen
2367:Estrogen
2348:Hexestrol
2342:Estrogen
2317:Estrogen
2292:Estrogen
2273:Moxestrol
2267:Estrogen
2248:Mestranol
2242:Estrogen
2239:0.29–0.81
2236:0.02–0.05
2217:Estrogen
2198:Δ-Estrone
2192:Estrogen
2167:Estrogen
2142:Estrogen
2117:Estrogen
2092:Estrogen
2067:Estrogen
2048:Equilenin
2042:Estrogen
2017:Estrogen
1989:Estrogen
1964:Estrogen
1939:Estrogen
1874:E2-3G-17S
1389:Estrogen
1364:Estrogen
1339:Estrogen
1316:Estrogen
1297:Estradiol
1196:partially
1048:estradiol
914:to treat
848:converted
844:estradiol
836:estradiol
829:estrogens
730:and as a
726:given by
308:Excretion
289:half-life
268:Estradiol
250:sulfation
78:Routes of
14912:Estranes
14852:See also
14654:p,p'-DDT
14645:Daidzein
14635:Atrazine
14608:Agonists
14536:RU-58668
14531:RU-39411
14378:U-11555A
14373:TZE-5323
14118:Anordrin
14113:Anordiol
14046:agnuside
14023:parabens
13863:dieldrin
13835:nyasol (
13800:puerarin
13796:prunetin
13760:genistin
13748:glabrene
13720:daidzein
13716:catechin
13704:baicalin
13696:apigenin
13626:anethole
13414:FERb 033
13250:Tibolone
13235:RU-16117
13220:Prodiame
13155:Hippulin
13150:Hexolame
12995:Estetrol
12905:Butolame
12595:Agonists
12510:See also
12393:elagolix
12368:agonists
12328:receptor
12125:Anordrin
12027:agonists
11711:Estetrol
11670:tibolone
11652:Certain
11621:Certain
11607:agonists
11540:24616324
11532:16112947
11464:14862159
11429:20781420
11399:Br Med J
11277:20988414
11180:29648134
10932:18183589
10860:14367392
10819:13491750
10784:13463090
10697:35732314
10689:20645882
10523:13638626
10493:Br Med J
10438:15771561
10411:38877163
10403:16399916
10360:26023144
10224:26077537
10171:13617050
10163:26190536
10016:21195753
9981:12387416
9853:16554039
9716:75441739
9590:14907837
9555:18731134
9437:17634106
9383:22216977
9375:19232600
9071:(1): 1.
8808:18744783
8461:24616324
8453:16112947
8156:See also
8136:Research
8042:Oestrone
7986:and its
7926:ampoules
7858:Schering
7854:Progynon
7846:Amniotin
7838:clinical
7830:pregnant
7822:excreted
7695:hydroxyl
7677:Estetrol
7572:such as
7562:excreted
7507:17β-HSD8
7503:17β-HSD7
7499:17β-HSD4
7495:17β-HSD3
7491:17β-HSD1
7487:isoforms
7473:or into
7465:such as
7437:such as
7416:Sources:
7408:hydroxyl
6975:Sources:
6949:after a
6815:Sources:
6506:Emulsion
6426:<1 d
6386:Estrogen
6343:Sources:
6313:levels.
6300:levels.
6238:5.7–7.5
6201:2.9–5.0
6127:1.3–4.5
5840:Estrogen
5796:in-vitro
5786:such as
5669:tingling
5653:fullness
5558:Sources:
5489:Inactive
5451:<0.5
5442:552 ± 42
5379:Inactive
5357:Inactive
5329:180 ± 43
5269:Inactive
5203:Inactive
5178:468 ± 30
5156:490 ± 22
5136:506 ± 20
5042:Estrogen
5002:Sources:
4989:cortisol
4965:for the
4952:for the
4939:for the
4926:for the
4913:for the
4897:<0.1
4869:<0.1
4813:<0.1
4785:<0.1
4673:<0.1
4617:<0.1
4563:<0.1
4535:<0.1
4428:Estrogen
4388:Sources:
4371:in-vitro
4261:Tibolone
4146:<0.07
4096:<0.01
4093:<0.01
4071:<0.01
4068:<0.01
4040:3β-Adiol
4015:3α-Adiol
3996:<0.01
3993:<0.01
3924:245–1053
3852:>5000
3849:>5000
3683:<0.01
3383:<0.01
3380:<0.01
3223:Daidzein
3189:0.3–12.8
2823:Etacstil
2705:10.2–166
2539:0.04–4.8
2511:3.4–9.69
1749:4-MeO-E3
1674:4-MeO-E1
1624:2-MeO-E1
1574:4-MeO-E2
1524:2-MeO-E2
1411:0.43–1.2
1408:0.2–0.52
1370:Estetrol
1191:in vitro
1168:in vitro
1166:the ERs
1093:headache
1060:ampoules
956:such as
939:duration
930:(namely
890:such as
884:symptoms
880:estrogen
840:activity
793:headache
775:Premarin
755:prodrugs
751:Hormonin
743:by mouth
737:applied
705:estrogen
693:Estragyn
675:(verify)
430:DrugBank
281:• Others
126:ATC code
119:Estrogen
98:E2/E1/E3
93:by mouth
14922:Ketones
14907:Sterols
14902:Phenols
14824:Unknown
14800:Estriol
14704:GPER-L2
14699:GPER-L1
14383:U-11634
14258:Menerba
14248:LN-2299
14243:LN-1643
14218:GW-7604
14173:D-15413
14005:(e.g.,
13997:(e.g.,
13983:(e.g.,
13967:Steroid
13939:(e.g.,
13921:(e.g.,
13899:(e.g.,
13857:(e.g.,
13849:cadmium
13847:(e.g.,
13825:(e.g.,
13823:Lignans
13724:daidzin
13688:7,8-DHF
13686:(incl.
13672:(e.g.,
13650:(e.g.,
13532:SERBA-2
13527:SC-4289
13522:SC-3296
13429:GTx-758
13325:D-15414
13275:β-LGND1
13225:Prolame
13074:Estrone
13042:Estriol
12980:Equilin
12862:(e.g.,
12775:16α-LE2
12443:Danazol
12401:(e.g.,
12387:(e.g.,
12370:(e.g.,
12300:(e.g.,
12095:(incl.
12046:(e.g.,
12029:(e.g.,
12016:(e.g.,
11996:Zeranol
11792:Estrone
11775:(e.g.,
11768:Estriol
11723:(e.g.,
11656:(e.g.,
11629:(e.g.,
11420:2086334
11171:5303355
11096:6277697
10972:7231201
10775:1072719
10654:6847874
10514:1993181
10474:3080464
10383:Bibcode
10351:4485017
10311:6818806
10269:2992279
10216:2512035
10125:6863280
10051:2170822
9961:Bibcode
9934:9294720
9925:1470103
9546:1642736
9428:1933435
8875:21 June
8799:1659459
8106:Georgia
8059:estrone
7978:is the
7976:Estrone
7949:vaginal
7945:tablets
7920:), and
7918:Organon
7910:Organon
7886:Estrone
7862:Theelin
7860:), and
7824:in the
7802:History
7737:estrone
7718:steroid
7715:estrane
7669:Estriol
7582:labeled
7475:estriol
7394:(e.g.,
7384:estriol
7380:estrone
7378:(e.g.,
7373:natural
7335:17β-HSD
7225:17β-HSD
7204:Estriol
7155:Estrone
7059:albumin
7047:tissues
6963:uterine
6947:tissues
6870:vaginal
6792:vaginal
6775:are of
6724:Estriol
6692:Estrone
6220:2.9–3.4
6195:500–600
6192:500–600
6121:1.3–1.5
6118:3.0–3.2
6109:1.1–1.3
6087:1.4–1.5
6084:0.5–0.7
6072:0.8–0.9
6022:Estriol
5986:Estrone
5768:potency
5601:nipples
5593:breasts
5591:of the
5589:atrophy
5523:cytosol
5520:uterine
5518:of rat
5376:103 ± 7
5360:110–142
5354:130 ± 9
5285:45 ± 12
5244:285 ± 8
5108:Control
4907:ligands
4894:<0.1
4866:<0.2
4863:<0.1
4854:<0.1
4810:<0.1
4767:100–112
4679:Equilin
4670:<0.1
4651:Estriol
4596:Estrone
4376:labeled
4321:0.6–0.8
3927:163–515
3877:73–1688
3818:1.2–1.7
3815:-OH-DDT
3548:Zeranol
3186:2.6–126
3123:SERBA-2
3073:ERB-196
3033:22.0–83
2930:14.6–57
2923:16α-LE2
2827:GW-5638
2630:30.9–44
2605:151–152
2083:7.9–108
2080:7.9–113
2033:13.0–49
2023:Equilin
1724:2-OH-E3
1702:2.0–6.5
1652:1.0–2.0
1649:4-OH-E1
1605:0.2–0.4
1602:2.0–4.0
1599:2-OH-E1
1549:4-OH-E2
1499:2-OH-E2
1345:Estriol
1321:Estrone
1269:Action
1205:of the
1186:prodrug
1177:in vivo
1155:estriol
1133:of the
1131:agonist
1052:estriol
1037:tablets
1019:vaginal
1013:and/or
924:potency
876:vaginal
856:prodrug
852:potency
819:of the
817:agonist
732:vaginal
701:Theelin
697:Kestrin
685:Estrone
587:270.372
555:Formula
439:DB00655
385:PubChem
374:53-16-7
221:Albumin
147: (
145:G03CC04
142:)
136: (
134:G03CA07
89:vaginal
21:Estrone
14719:Niacin
14714:Kepone
14571:ERX-11
14541:SS1020
14449:ERB-88
14444:ERA-90
14348:SS1010
14273:MRL-37
13638:dianol
13607:ERB-79
13602:ERA-45
13597:ERB-26
13330:DCW234
13285:AC-186
12952:DHEA-S
12884:esters
12868:esters
12720:8β-VE2
12481:WHO-EM
12433:Others
11538:
11530:
11492:
11462:
11444:Lancet
11427:
11417:
11358:
11331:
11304:
11275:
11240:
11203:
11178:
11168:
11132:
11094:
11054:
11027:
10997:
10970:
10930:
10883:
10858:
10817:
10782:
10772:
10731:
10695:
10687:
10652:
10607:
10567:908445
10565:
10521:
10511:
10472:
10436:
10409:
10401:
10358:
10348:
10309:
10267:
10222:
10214:
10169:
10161:
10123:
10077:
10049:
10014:
9979:
9932:
9922:
9881:
9851:
9810:
9762:
9714:
9706:
9658:
9623:
9588:
9553:
9543:
9507:
9460:
9435:
9425:
9381:
9373:
9333:
9308:
9281:
9252:
9192:
9158:
9110:
9083:
9035:
9008:
8979:
8915:
8834:
8806:
8796:
8750:
8716:
8678:
8642:
8608:
8561:
8519:
8487:
8459:
8451:
8328:
8294:
8254:
8212:
8114:Taiwan
8112:, and
8110:Monaco
8102:Canada
8094:, and
8031:, and
7947:, and
7890:Abbott
7850:Squibb
7794:, and
7778:, and
7730:ketone
7699:groups
7697:(–OH)
7604:, and
7509:, and
7412:groups
7410:(–OH)
7306:CYP450
7282:CYP450
7273:CYP450
7258:UGT1A9
7252:UGT1A3
7029:. The
6769:Notes:
6329:, and
6249:Notes:
6183:60–150
5744:routes
5701:cramps
5685:growth
5645:libido
5641:uterus
5635:, and
5633:cervix
5615:, and
5607:, and
5605:vagina
5501:Notes:
5395:11 ± 4
5382:95–100
5241:24 ± 7
5175:10 ± 4
5153:11 ± 8
4987:, and
4903:Notes:
4532:8.7–12
4363:= (1)
3698:Kepone
3555:48–111
3023:8β-VE2
3008:6.6–18
2577:MRL-41
2383:56–404
2358:60–234
2133:90–100
2058:7.0–20
2055:2.0–15
1949:E2-17B
1911:>10
1908:>10
1877:0.0001
1852:0.0015
1849:E2-17G
1827:0.0079
1802:0.0004
1246:Ligand
1203:ligand
1147:potent
1137:(ERs)
1103:, and
1097:nausea
1044:tablet
1022:creams
983:, and
966:cancer
950:uterus
823:, the
803:, and
797:nausea
769:) and
699:, and
630:SMILES
530:ChEMBL
499:D00067
229:: ~16%
223:: ~80%
182:℞-only
180:
104:or as
14795:CCL18
14669:Equol
14551:ZB716
14521:PHTPP
14388:Y-134
14065:SERMs
14060:Mixed
13740:equol
13622:Anise
13451:M2613
12107:SERDs
12098:SERMs
11536:S2CID
11508:(PDF)
10693:S2CID
10605:S2CID
10585:(PDF)
10407:S2CID
10220:S2CID
10167:S2CID
9712:S2CID
9411:: 7.
9379:S2CID
8941:(PDF)
8457:S2CID
8429:(PDF)
7894:Lilly
7826:urine
7733:group
7720:with
7586:feces
7566:urine
7479:liver
7433:into
6943:blood
6892:cells
6868:Mean
6679:40–60
6587:20–30
6547:20–30
6528:25–30
6481:25–35
6434:40–60
6232:25–37
6229:26–28
6053:0.67
5943:Liver
5426:65–92
5404:21–50
5250:31–61
5142:12–19
4835:<1
4779:<1
4773:15–25
4751:<1
4748:<1
4745:<1
4742:<1
4723:<1
4720:<1
4717:<1
4714:<1
4667:<1
4664:<1
4661:<1
4658:<1
4655:10–15
4611:<1
4608:<1
4605:<1
4602:<1
4599:11–35
3198:Equol
3058:67–72
2933:0.089
2842:SERM
2817:SERM
2811:0.053
2792:SERM
2767:SERM
2742:SERM
2736:0.313
2717:SERM
2711:0.229
2692:SERM
2686:0.179
2667:SERM
2642:SERM
2617:SERM
2592:SERM
2567:SERM
2542:SERM
2517:SERM
2455:0.074
2436:15.30
2280:35–43
2130:35–68
2108:14–32
1977:0.145
1905:<1
1902:<1
1824:E2-3G
1780:<1
1777:<1
1680:<1
1677:<1
1630:<1
1505:11–35
1455:79–80
1266:, nM)
1105:edema
842:than
831:like
805:edema
757:like
735:cream
650:InChI
596:JSmol
510:ChEBI
313:Urine
244:(via
242:Liver
14815:MIBE
14810:G-36
14805:G-15
14739:PCBs
14596:GPER
14506:MIBE
14039:PCBs
14031:PHBA
14027:PBBs
13875:HPTE
13732:EGCG
13630:anol
13465:meso
13457:meso
12947:DHEA
12882:and
12866:and
12383:GnRH
12366:GnRH
12032:GnRH
12025:GnRH
11581:and
11528:PMID
11490:ISBN
11460:PMID
11425:PMID
11356:ISBN
11329:ISBN
11302:ISBN
11273:PMID
11238:ISSN
11201:ISBN
11176:PMID
11130:ISSN
11092:PMID
11052:ISBN
11025:ISBN
10995:ISBN
10968:PMID
10928:PMID
10881:ISBN
10856:PMID
10815:PMID
10780:PMID
10729:ISBN
10685:PMID
10650:PMID
10563:PMID
10519:PMID
10470:PMID
10434:PMID
10399:PMID
10379:1057
10356:PMID
10307:PMID
10265:PMID
10212:PMID
10159:PMID
10121:PMID
10075:ISBN
10047:PMID
10012:PMID
9977:PMID
9930:PMID
9879:ISBN
9849:PMID
9808:ISSN
9760:ISSN
9704:ISSN
9656:ISSN
9621:ISSN
9586:PMID
9551:PMID
9505:ISSN
9458:ISBN
9433:PMID
9371:PMID
9331:ISBN
9306:ISBN
9279:ISBN
9250:ISBN
9227:link
9190:ISBN
9156:ISBN
9108:ISBN
9081:ISSN
9033:ISBN
9006:ISBN
8977:ISBN
8913:ISBN
8877:2018
8832:ISBN
8804:PMID
8748:ISBN
8714:ISBN
8676:ISBN
8640:ISBN
8606:ISBN
8559:ISBN
8517:ISBN
8485:ISBN
8449:PMID
8326:ISBN
8292:ISBN
8252:ISBN
8210:ISBN
8025:DCIT
7942:oral
7936:for
7836:and
7816:and
7743:estr
7679:(E4)
7671:(E3)
7663:(E2)
7576:and
7516:The
7469:and
7449:and
7441:and
7398:and
7359:The
7315:COMT
7297:COMT
6996:oral
6945:and
6771:All
6623:5–10
6406:CICD
6389:Form
6323:SHBG
5981:1.0
5914:SHBG
5774:and
5703:and
5659:and
5625:mood
5448:7–24
5385:120
5275:130
5184:8–18
5145:100
5103:(%)
5089:SHBG
4991:for
4981:SHBG
4978:for
4829:3–25
4782:0.18
4529:0.13
4492:SHBG
4435:(%)
4382:and
4227:1084
4018:0.07
3896:0.23
3893:0.01
3813:p,p'
3807:HPTE
3784:p,p'
3761:0.03
3754:-DDT
3752:p,p'
3726:-DDT
3724:o,p'
3630:0.51
3405:0.39
3327:8-PN
3239:85.3
3139:1.54
3136:14.5
3114:0.19
3111:2.68
3055:0.27
3039:0.50
3036:12.9
3030:0.35
3011:32.4
2983:0.05
2958:2.30
2955:30.2
2936:0.27
2914:92.8
2911:0.40
2908:0.12
2886:0.42
2864:0.08
2833:11.5
2830:4.30
2758:1.88
2755:1.55
2708:19.0
2664:20.2
2564:15.4
2480:2.69
2477:TPBE
2430:1.74
2427:TACE
2389:0.03
2386:0.05
2364:0.06
2361:0.06
2339:0.05
2336:0.04
2283:5–20
2214:0.57
2211:0.52
2189:0.25
2186:0.15
2164:0.37
2161:0.50
2139:0.20
2136:0.15
2114:0.57
2111:0.24
2089:0.17
2086:0.09
2064:0.62
2061:0.64
2039:0.36
2036:0.79
1955:32.6
1952:11.3
1555:7–56
1141:and
1041:oral
1034:oral
1032:and
999:and
964:and
937:and
932:oral
926:and
894:and
874:and
811:and
767:Ogen
490:KEGG
470:UNII
459:5660
419:2818
399:5870
227:SHBG
205:Oral
194:data
95:(as
14769:STX
14689:G-1
14650:DDT
14471:III
14019:DDT
14017:),
14015:BPS
14011:BPF
14007:BPA
13907:),
13837:cis
13728:ECG
12958:ent
12049:FSH
11520:doi
11452:doi
11415:PMC
11407:doi
11265:doi
11230:doi
11226:104
11166:PMC
11122:doi
11118:105
11084:doi
10960:doi
10918:doi
10914:122
10846:doi
10842:214
10807:doi
10770:PMC
10762:doi
10721:doi
10677:doi
10640:doi
10597:doi
10553:doi
10509:PMC
10501:doi
10462:doi
10391:doi
10346:PMC
10338:doi
10299:doi
10295:101
10257:doi
10253:152
10204:doi
10151:doi
10111:doi
10107:258
10039:doi
10004:doi
10000:201
9969:doi
9920:PMC
9912:doi
9908:105
9841:doi
9800:doi
9796:109
9752:doi
9748:101
9696:doi
9648:doi
9613:doi
9609:117
9578:doi
9541:PMC
9497:doi
9423:PMC
9413:doi
9363:doi
9359:105
9073:doi
9069:125
8905:doi
8794:PMC
8706:doi
8441:doi
8284:doi
8244:doi
8047:BAN
8034:JAN
8016:DCF
8007:BAN
7998:USP
7989:INN
7932:or
7930:oil
7928:of
7912:),
7904:),
7896:),
7852:),
7828:of
7752:one
7750:ket
7564:in
7529:by
7457:by
7445:by
7367:of
7243:STS
7234:EST
7104:of
7025:or
6918:by
6883:in
6809:of
6801:or
6451:3.5
6401:EPD
6341:).
6331:AGT
6327:CBG
6315:HDL
6294:FSH
6289:FSH
6281:UCa
6276:UCa
6270:of
6198:350
6189:400
6186:100
6180:400
6177:150
6174:120
6161:7.5
6158:6.0
6155:7.5
6152:6.0
6143:1.0
6124:5.0
6115:1.5
6112:1.0
6106:2.0
6103:1.5
6100:1.2
6081:0.9
6078:0.5
6075:0.9
6069:0.9
6066:0.9
6041:0.2
6038:0.3
6035:0.3
6032:0.1
6029:0.3
6026:0.3
6001:0.3
5998:0.3
5978:1.0
5975:1.0
5972:1.0
5969:1.0
5966:1.0
5963:1.0
5960:1.0
5957:1.0
5954:1.0
5934:AGT
5924:CBG
5895:HDL
5875:FSH
5865:UCa
5758:of
5603:),
5571:In
5514:to
5508:RBA
5464:302
5445:+++
5429:12
5420:338
5407:35
5398:351
5335:+++
5310:260
5266:101
5253:28
5181:+++
5165:20
5159:+++
5139:+++
5133:100
5120:100
5114:100
5097:RBA
5068:(%)
5062:(%)
5056:RBA
4994:CBG
4860:3.2
4857:0.8
4832:1–3
4826:1–3
4776:1–3
4770:1–3
4614:2.7
4526:0.6
4523:2.6
4520:7.9
4517:100
4502:CBG
4384:ERβ
4380:ERα
4224:152
4171:5.6
4143:4.0
4024:260
4021:0.3
3971:0.6
3968:0.5
3952:0.9
3949:3.6
3899:765
3677:EDS
3661:195
3652:BPA
3627:ZAN
3602:ZEN
3589:0.9
3586:0.8
3430:2.0
3330:4.4
3264:8.9
3261:174
3236:2.0
3083:180
3014:1.7
3002:DPN
2977:MPP
2939:131
2902:PPT
2889:1.3
2861:0.2
2858:166
2639:0.8
2636:0.3
2608:243
2589:1.2
2586:0.9
2514:2.5
2452:TPE
2405:114
2289:2.6
2286:0.5
2258:2.5
1996:ent
1755:1.0
1752:1.0
1730:1.0
1727:2.0
1655:1.0
1580:1.0
1577:2.0
1561:1.9
1558:1.0
1530:1.0
1511:1.3
1508:2.5
1477:1.0
1383:4.9
1380:3.0
1377:4.0
1307:100
1304:100
1290:ERβ
1285:ERα
1280:ERβ
1275:ERα
1143:ERβ
1139:ERα
941:).
902:or
898:in
886:of
827:of
777:).
745:as
722:or
389:CID
347:,14
343:,13
150:WHO
139:WHO
14893::
14656:,
14475:IV
14473:,
14469:,
14467:II
14465:,
14048:,
14037:,
14033:,
14029:,
14025:,
14021:,
14013:,
14009:,
14001:,
13987:,
13973:,
13959:,
13955:,
13951:,
13947:,
13943:,
13929:,
13925:,
13911:,
13889:,
13885:,
13881:,
13877:,
13873:,
13869:,
13865:,
13861:,
13833:,
13829:,
13810:,
13806:,
13802:,
13798:,
13794:,
13790:,
13786:,
13782:,
13778:,
13774:,
13770:,
13766:,
13762:,
13758:,
13754:,
13750:,
13746:,
13742:,
13738:,
13734:,
13730:,
13726:,
13722:,
13718:,
13714:,
13710:,
13706:,
13702:,
13698:,
13694:,
13690:,
13676:,
13662:,
13658:,
13654:,
13640:,
13636:,
13632:,
13628:,
12878:,
12874:,
12870:,
12583:ER
12494::
12421:,
12417:,
12413:,
12409:,
12405:,
12391:,
12374:,
12357:,
12353:,
12349:,
12345:,
12341:,
12316:,
12312:,
12308:,
12304:,
12087:ER
12058:LH
12055:,
12036:,
11779:,
11759:))
11751:,
11747:,
11743:,
11739:,
11735:,
11731:,
11727:,
11668:,
11664:,
11660:,
11645:,
11641:,
11637:,
11633:,
11601:ER
11534:.
11526:.
11514:.
11510:.
11458:.
11446:.
11423:.
11413:.
11401:.
11397:.
11378:.
11279:.
11271:.
11259:.
11236:.
11224:.
11174:.
11162:43
11160:.
11156:.
11142:^
11128:.
11116:.
11104:^
11090:.
11080:37
11078:.
11060:.
11009:^
10966:.
10954:.
10940:^
10926:.
10912:.
10908:.
10889:.
10854:.
10840:.
10836:.
10813:.
10803:16
10801:.
10778:.
10768:.
10758:36
10756:.
10752:.
10727:.
10705:^
10691:.
10683:.
10673:20
10671:.
10648:.
10636:56
10634:.
10630:.
10611:.
10603:.
10591:.
10587:.
10561:.
10549:28
10547:.
10543:.
10525:.
10517:.
10507:.
10495:.
10491:.
10468:.
10458:62
10456:.
10430:10
10428:.
10405:.
10397:.
10389:.
10377:.
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