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Estrone (medication)

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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.
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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
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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
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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
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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
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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
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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
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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
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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,
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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
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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
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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.
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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
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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.
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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".
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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".
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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".
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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".
4418: 998:. 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. 10903:
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.
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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.
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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".
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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.
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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.
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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 .
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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".
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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
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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.).
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estradiol, clinical studies have shown that doses of oral and transdermal estradiol achieving similar levels of estradiol possess equivalent and non-significantly different
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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
1065:(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 982:
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
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Fåhraeus L, Larsson-Cohn U (December 1982). "Oestrogens, gonadotrophins and SHBG during oral and cutaneous administration of oestradiol-17 beta to menopausal women".
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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
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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,
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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).
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Kloosterboer HJ, Schoonen WG, Verheul HA (11 April 2008). "Proliferation of Breast Cells by Steroid Hormones and Their Metabolites". In Pasqualini JR (ed.).
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Oestrone; E1; Follicular hormone; Folliculin; Folliculine; Follikulin; Theelin; Ketohydroxyestrin; Oxohydroxyestrin; 3-Hydroxyestra-1,3,5(10)-trien-17-one
10761:"Studies on phenolic steroids in human subjects. II. The metabolic fate and hepato-biliary-enteric circulation of C14-estrone and C14-estradiol in women" 10435:
Friel PN, Hinchcliffe C, Wright JV (March 2005). "Hormone replacement with estradiol: conventional oral doses result in excessive exposure to estrone".
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Ferin J (January 1952). "Relative duration of action of natural and synthetic estrogens administered parenterally in women with estrogen deficiency".
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Addo VN, Tagoe-Darko ED (June 2009). "Knowledge, practices, and attitudes regarding emergency contraception among students at a university in Ghana".
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in 10 to 20 women each. Vaginal smear test grades were 1 = atrophic, 2 = intermediate cells, 3 = early cornification, 4 = full cornification.
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Wright JV (December 2005). "Bio-identical steroid hormone replacement: selected observations from 23 years of clinical and laboratory practice".
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Lundström E, Conner P, Naessén S, Löfgren L, Carlström K, Söderqvist G (2015). "Estrone - a partial estradiol antagonist in the normal breast".
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radioactivity with tritiated estrone was about one-tenth that of tritiated estradiol and almost all of the uterine radioactivity was estradiol.
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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
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The first steroid hormone was isolated from the urine of pregnant women by Adolf Butenandt in 1929 (estrone; see Fig. 1) (Butenandt 1931).
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the actions of estradiol, but this does not appear to be of clinical significance. In contrast to estradiol and estriol, estrone is not a
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in women. It has since largely been discontinued and is mostly no longer available, having been superseded by other estrogens with better
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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.
5567:). = Atypical uterotrophic effect which plateaus within 48 hours (estradiol's uterotrophy continues linearly up to 72 hours). 668:
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
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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).
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Sipinen S, Lähteenmäki P, Luukkainen T (December 1980). "An oestrone-releasing vaginal ring in the treatment of climacteric women".
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levels relative to baseline of ovariectomized rats after 24 to 72 hours of continuous administration via subcutaneous implant.
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Radioactive Isotopes in Physiology Diagnostics and Therapy / Künstliche Radioaktive Isotope in Physiologie Diagnostik und Therapie
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of estradiol, the ratio of estradiol levels to estrone levels is about 5 times higher on average than under normal
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into estradiol, which is far more potent as an estrogen in comparison, most or all of the estrogenic potency of estrone
12830: 12825: 10639:"In vivo uptake and subcellular distribution of tritium-labeled estrogens in human endometrium, myometrium, and vagina" 7969:
for use by intramuscular injection was first described in 1941 and was introduced for medical use under the brand name
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use. In 1929, pure crystalline estrone was isolated from the urine of pregnant women by various researchers. By 1929,
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Brown JB (December 1957). "The relationship between urinary oestrogens and oestrogens produced in the body".
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estrone was administered and increased circulating estradiol levels by about 10-fold; co-administration of a
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was developed and studied for use in menopausal hormone therapy. It increased estrogen levels, suppressed
4171: 4146: 1855: 1086: 14886: 13128: 12539: 12429: 10845:"Excretion of estrogen metabolites by humans. I. The fate of small doses of estrone and estradiol-17beta" 9960:"Comparison of in vivo and in vitro reporter gene assays for short-term screening of estrogenic activity" 7612: 7600: 7243: 6945: 6571: 1169: 9467:. International Organization of Consumers Unions, Regional Office for Asia and the Pacific. p. 15. 8106: 8102: 13133: 11829: 10592: 8007: 7441: 7402: 5774: 5758: 5703: 4977: 4491: 1111: 811: 726: 549: 17: 9197:
The Menopause and Postmenopause: The Proceedings of an International Symposium held in Rome, June 1979
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of the endometrium, and reversal of vaginal and cervical atrophy, which were accompanied by increased
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Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen
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women. This rich source of estrogens allowed the development of potent estrogenic formulations for
7712:: estrone (E1) has one, estradiol (E2) has two, estriol (E3) has three, and estetrol (E4) has four. 7532: 5904: 5699: 2983: 8214: 1172:
of estrone for the human ERα and ERβ were 4.0% and 3.5% of those estradiol, respectively, and the
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in mice, estradiol is about 10-fold more potent than estrone and about 100-fold more potent than
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Poirier D (September 2010). "17beta-Hydroxysteroid dehydrogenase inhibitors: a patent review".
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Hammond CB, Maxson WS (January 1982). "Current status of estrogen therapy for the menopause".
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Day JM, Foster PA, Tutill HJ, Parsons MF, Newman SP, Chander SK, et al. (May 2008).
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in around 10 women each. Vaginal cornification grade is percentage cornification of
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Coldham NG, Dave M, Sivapathasundaram S, McDonnell DP, Connor C, Sauer MJ (July 1997).
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Werner AA, Collier WD (1933). "Production of Endometrial Growth in Castrated Women".
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in terms of estrogenic potency. Due to its weak oral activity, estrone has been used
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levels of estradiol, whereas estrone levels resemble the high levels seen during the
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The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies
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Relative affinities of estrogens for steroid hormone receptors and blood proteins
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is actually due to conversion into estradiol. As such, similarly to the case of
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estrogen than is estradiol, and as such is a relatively weak estrogen. Given by
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proteins (except the ERβ values from Kuiper et al. (1997), which are rat ERβ).
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form, a dose of 25 mg estrone is approximately equivalent to 2.5 mg
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of estrogens in humans. In these studies, prior to administration of estrone,
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rats after 72 hours with continuous administration of 1 μg/hour via
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This article is about estrone as a medication. For its role as a hormone, see
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Bishop PM, Folley SJ (August 1951). "Absorption of hormone implants in man".
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Melmon and Morrelli's Clinical Pharmacology: Basic Principles in Therapeutics
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Guo JZ, Hahn DW, Wachter MP (2000). "Hormones, Estrogens and Antiestrogens".
7770: 7465: 7461: 7221: 7207: 7013: 6949: 6918: 6883: 6790: 6345: 5742: 5683: 4960: 4246: 2005: 1455: 1430: 930: 627: 256: 10515: 10405: 10040:
Kuhl H (September 1990). "Pharmacokinetics of oestrogens and progestogens".
7524:, although the relative contributions of the different isoforms is unknown. 14501: 14473: 14449: 14318: 14243: 14153: 14148: 14138: 13941: 13907: 13897: 13893: 13828: 13822: 13754: 13250: 13240: 13215: 13079: 13032: 12886: 12874: 12375: 12312: 12251: 12180: 12175: 12170: 12165: 12145: 12140: 12087: 12054: 12034: 12028: 12024: 11883: 11878: 11672: 11653: 11593: 11542: 11474: 11439: 11421: 11304: 11287: 11190: 11031:
The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs
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Werner AA (1932). "Effect of Theelin Injections upon the Castrated Woman".
9651:
Journal of the American Pharmaceutical Association (Practical Pharmacy Ed.)
9600: 9565: 9447: 9410:
Kongnyuy EJ, Ngassa P, Fomulu N, Wiysonge CS, Kouam L, Doh AS (July 2007).
9385: 8818: 8463: 8156: 8152: 7990: 7940: 7895:. Other products and brand names of estrone marketed in the 1930s included 7560: 6926: 6902: 6416: 6349: 5746: 5671: 5544: 3789: 2808: 2733: 2708: 1025: 987: 734: 155: 144: 11358: 11106: 10982: 10821: 10664: 10484: 10476: 10352: 10321: 10279: 10226: 10135: 10061: 9944: 9511: 9498:
Freed SC, Greenhill JP (1941). "Therapeutic Use of Estrone Suspensions1".
9428: 8291:
Blood and Marrow Transplant Handbook: Comprehensive Guide for Patient Care
5607: 14846: 14774: 14739: 14734: 14694: 14664: 14650: 14640: 14635: 14464: 14408: 14403: 14298: 14293: 14273: 14223: 14198: 14193: 14118: 14108: 14025: 14021: 14017: 14009: 13999: 13995: 13963: 13951: 13937: 13929: 13869: 13802: 13746: 13718: 13552: 13527: 13399: 13300: 13175: 13099: 13069: 12920: 12900: 12850: 12804: 12700: 12409: 12382: 12361: 12357: 12349: 12334: 12324: 12276: 12215: 12210: 12160: 12048: 11991: 11817: 11767: 11686: 11627: 11279: 10655: 10638: 10611: 10577: 9926: 9592: 8488:
Melmon KL, Carruthers SG, Morrelli HF, Hoffman BB, Nierenberg DW (2000).
8132: 7962: 7876: 7868: 7818: 7790: 7732: 6411: 5913: 5854: 5810:
research suggesting that high concentrations of estrone might be able to
5726:
both during treatment and in the days following cessation of injections.
5715: 5695: 5687: 5679: 5647: 5631: 5619: 5587: 5537: 5225: 5082: 4973: 4717: 3761: 3733: 3658: 3633: 3608: 3483: 3383: 3258: 2883: 2858: 2533: 1405: 1091: 1036: 964: 914: 861:
in the body into estradiol, which provides most or all of its estrogenic
791: 769: 9614:
Freed SC (1941). "Present status of commercial endocrine preparations".
9352:
Estrone Progesterone Multi-ingredient: Fr.: Synergon Turk.: Synergon
8838:
The Estrogen Elixir: A History of Hormone Replacement Therapy in America
8289:
Speroff L (2015). "Women's Hormonal Health Issues". In Speroff L (ed.).
449: 57: 14789: 14769: 14744: 14591: 14536: 14491: 14469: 14378: 14373: 14343: 14328: 14323: 14288: 14178: 14133: 14113: 13991: 13985: 13889: 13877: 13837: 13818: 13794: 13778: 13688: 13684: 13658: 13644: 13597: 13592: 13587: 13577: 13547: 13517: 13512: 13492: 13429: 13350: 13330: 13315: 13310: 13255: 13205: 13106: 13047: 12980: 12975: 12952: 12890: 12865: 12458: 12399: 12281: 12266: 12225: 12200: 12190: 12185: 12155: 12130: 11974: 11940: 11913: 11903: 11898: 11888: 11861: 11856: 11711: 11706: 8085:), Theelin, Thynestron, Tokokin, Unden, Unigen, Wehgen, and Wynestron. 7592: 7414: 7375: 7029: 6805: 6391:
Potencies and durations of natural estrogens by intramuscular injection
5750: 5595: 5564: 4745: 4386: 3921: 3896: 3683: 3408: 3308: 3283: 3158: 3058: 2783: 2683: 2658: 2633: 2608: 2558: 2408: 2383: 843: 592: 460: 272: 124: 13290: 12785: 10933: 10916: 10776: 9983: 9039:
Handbook of drug therapy in reproductive endocrinology and infertility
7500:
that are involved in the conversion of estrone into estradiol include
2933: 14784: 14764: 14704: 14684: 14526: 14363: 14238: 14233: 14218: 14203: 14163: 14045: 14013: 13971: 13919: 13915: 13911: 13901: 13881: 13865: 13814: 13790: 13786: 13774: 13766: 13762: 13722: 13710: 13694: 13680: 13670: 13666: 13622: 13482: 13456: 13444: 13419: 13409: 13394: 13374: 13325: 13225: 13220: 13195: 13185: 13150: 13010: 12985: 12947: 12905: 12386: 12369: 12345: 12286: 12261: 12195: 12150: 11957: 11945: 11935: 11851: 11841: 11664: 9908: 8646:
Concise Dictionary of Pharmacological Agents: Properties and Synonyms
7904: 7840: 7832: 7572: 7545: 7406: 7379: 7133: 7116: 6794: 6270: 5798: 5770: 4857: 4801: 3583: 3358: 3183: 3108: 2583: 2508: 2358: 2283: 2258: 2058: 910: 902: 846: 395: 318: 260: 12730: 10461: 9340:(36th ed.). London: Pharmaceutical Press. pp. 2101, 2127. 9219: 6801:
is 30–640 µg/d (6.4–8.6 mg total per month or cycle). The
3033: 1061:(0.3 mg, 0.6 mg), estrone (0.7 mg, 1.4 mg), and 14655: 14645: 14348: 14208: 14128: 14123: 14056: 13873: 13810: 13806: 13770: 13758: 13730: 13726: 13714: 13706: 13636: 13424: 13414: 13260: 13245: 13230: 13165: 13160: 13005: 12915: 12468: 12403: 12304: 12135: 11680: 11633: 7880: 7521: 7386: 7056:
Unlike estradiol and estriol, estrone is not accumulated in target
5806: 4381: 4271: 3233: 2833: 1201: 1103: 839: 803: 509: 440: 12117: 11266:
Freed SC (June 1946). "Diethylstilbestrol in aqueous suspension".
10637:
Wiegerinck MA, Poortman J, Donker TH, Thijssen JH (January 1983).
9801:
Werner AA (1937). "Effective Clinical Dosages of Theelin in Oil".
9226:. University of California Press. pp. 49–. GGKEY:2UAAZRZ5LN0. 615: 14810: 14556: 14368: 14268: 14258: 14253: 14033: 13977: 13967: 13859: 13734: 13542: 13537: 13439: 13404: 13335: 13235: 13084: 13052: 12990: 12453: 12006: 9911:"Evaluation of a recombinant yeast cell estrogen screening assay" 9074:
Fluhmann CF (1944). "Clinical use of extracts from the ovaries".
7936: 7728: 7725: 7517: 7513: 7509: 7505: 7501: 7497: 7394: 7390: 7214: 7165: 5627: 5599: 5533: 4689: 3558: 3133: 3083: 2033: 1196: 1187: 1141: 1070: 894: 866: 827: 765: 31: 11231:
Novak E (1935). "The Therapeutic Use of Estrogenic Substances".
10636: 9957: 7935:(Paines & Byrne), among others. These formulations included 7699: 7488:. Both of these transformations take place predominantly in the 7362: 14729: 14724: 14581: 13845: 13833: 13648: 13617: 13612: 13607: 13340: 12995: 8487: 8124: 8120: 8112: 7891:
that included estrone, were being sold commercially for use by
7740: 7721:
Estrone, also known as estra-1,3,5(10)-trien-3-ol-17-one, is a
7315: 7291: 7282: 7267: 7261: 6973: 6880: 6802: 5655: 5651: 5643: 5615: 5611: 5603: 5586:
in the 1930s, estrone was given via intramuscular injection to
5530: 5076: 5047:
Selected biological properties of endogenous estrogens in rats
3708: 1107: 960: 807: 540: 14075: 12108: 9336:
Sweetman SC, ed. (2009). "Sex hormones and their modulators".
8685:. Springer Science & Business Media. pp. 60, 62, 64. 8213:
Sweetman SC, ed. (2009). "Sex hormones and their modulators".
5536:. Uterine weight = Percentage change in uterine wet weight of 4394: 4390: 1300: 1295: 1290: 1285: 1153: 1149: 14805: 14679: 14561: 14531: 13750: 13632: 13461: 10151: 8219:(36th ed.). London: Pharmaceutical Press. p. 2101. 7836: 7596: 7576: 7492:. Estrone can also be reversibly converted into estradiol by 7489: 6953: 6905:
and is 1 (+) = 10–25%, 2 (++) = 25–50%, and 3 (+++) = 50–75%.
5718:, pelvic fullness, a "bearing-down" sensation, and increased 5711: 3208: 1115: 815: 606: 520: 323: 252: 11359:
Inc United States Pharmacopeial Convention (February 1987).
10960: 9409: 7793:(piperazine estrone sulfate), and the never-marketed esters 5733:
Clinical research has confirmed the nature of estrone as an
14825: 14606: 14516: 13885: 13640: 10077: 9840: 8943: 8941: 8939: 8914:. Springer Science & Business Media. pp. 135–165. 6262:
Values are ratios, with estradiol as standard (i.e., 1.0).
3817: 1250:
Affinities of estrogen receptor ligands for the ERα and ERβ
500: 10887:
USP DI 2003: Drug Information for Healthcare Professionals
14660: 7999: 5590:
women in order to study its effects and to elucidate the
48: 10256: 9888:. Springer Science & Business Media. pp. 548–. 9015:. Springer Science & Business Media. pp. 153–. 8936: 8649:. Springer Science & Business Media. pp. 207–. 929:
in men as well as a form of high-dose estrogen to treat
9250: 9223:
Hospital Formulary and Compendium of Useful Information
9115:
Principles and Practice of Endocrinology and Metabolism
6816:
has been reported as 5 to 7 mg/week. An effective
6337: 5934: 5730:
also occurred with sufficiently high doses of estrone.
5004: 4512: 12976:
Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
12393: 12376: 12042: 12035: 11004:. Springer Science & Business Media. pp. 8–. 10914: 10434: 10203: 9500:
The Journal of Clinical Endocrinology & Metabolism
9464:
Adverse Effects: Women and the Pharmaceutical Industry
9199:. Springer Science & Business Media. pp. 3–. 9186: 9184: 9182: 8706: 8704: 8702: 8517: 8483: 8481: 8026: 7595:
estrone in women, almost 90% is excreted in urine and
729:
and for other indications. It has been provided as an
362:)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6 11379: 11233:
JAMA: The Journal of the American Medical Association
11054: 9616:
JAMA: The Journal of the American Medical Association
9493: 9491: 9489: 9487: 9279: 9117:. Lippincott Williams & Wilkins. pp. 2153–. 8679:"Biologic effects of natural and synthetic estrogens" 8333:
Textbook of Therapeutics: Drug and Disease Management
8035: 1205:
research has suggested that estrone might be able to
12059: 11980:
Methestrol dipropionate (promethestrol dipropionate)
11305:
International Agency for Research on Cancer (1979).
11268:
The Journal of Clinical Endocrinology and Metabolism
11123:
Biskind MS (1935). "Commercial Glandular Products".
10552:"Vaginal absorption of estrone and 17beta-estradiol" 10549: 10299: 9748: 9746: 9744: 9742: 9740: 9738: 9736: 9581:
The Journal of Clinical Endocrinology and Metabolism
9280:
Campbell G, Compston J, Crisp A (25 November 1993).
9273: 8901: 8899: 8897: 8335:. Lippincott Williams & Wilkins. pp. 397–. 7620: 7080: 6333: 6304: 6299: 5924: 5885: 5099: 4991: 4502: 849:. It is a relatively weak estrogen, with much lower 237: 11048: 10081:
Breast Cancer: Prognosis, Treatment, and Prevention
9179: 8699: 8605: 8478: 428: 12122:Tooltip selective estrogen receptor downregulators 11365:. United States Pharmacopeial. pp. 765, 770. 11078: 10758: 10334: 9484: 8603: 8601: 8599: 8597: 8595: 8593: 8591: 8589: 8587: 8585: 8513: 8511: 8008: 4978: 4492: 1020:was provided as 1, 2, 2.5, 3, 4, and 5 mg/mL 11492: 11335:Ashgate Handbook of Endocrine Agents and Steroids 11055:Nielsch U, Fuhrmann U, Jaroch S (30 March 2016). 10726:Dorfman RI (1961). "Steroid Hormone Metabolism". 10073: 10071: 9733: 9286:The Management of Common Metabolic Bone Disorders 9193:"Chemistry and biochemistry of natural estrogens" 8894: 8754:Science In The Bedroom: A History Of Sex Research 8676: 8638: 8636: 8634: 8632: 8518:Nakamoto J, Salameh WA, Carlton E (18 May 2010). 7777:and described. These include the marketed esters 5518: 5107: 5066: 108: 14899: 12580: 10550:Schiff I, Tulchinsky D, Ryan KJ (October 1977). 10004: 9479:Synergon. 10 mg progesterone. 1 mg folliculine . 9143:https://www.micromedexsolutions.com/micromedex2/ 9000: 8672: 8670: 8668: 8666: 8612:Index Nominum 2000: International Drug Directory 7831:discovered that large amounts of estrogens were 6325: 5905: 5577: 959:, if estrone is taken by a woman with an intact 408: 11946:Mestilbol (diethylstilbestrol monomethyl ether) 11588: 11311:. International Agency for Research on Cancer. 11158: 11156: 11154: 10147: 10145: 9836: 9834: 9832: 9363: 9244: 9108: 9069: 9067: 9065: 9063: 8986:. Publishing Sciences Group. pp. 540–572. 8786: 8784: 8782: 8780: 8778: 8746: 8744: 8742: 8740: 8710: 8582: 8508: 8430: 8428: 8426: 8424: 8422: 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: 8322: 8320: 8318: 8251:Kirk-Othmer Encyclopedia of Chemical Technology 7012:. It has been said that, taken by mouth in non- 4965: 4482: 383: 14080:Tooltip Selective estrogen receptor modulators 13435:Furostilbestrol (diethylstilbestrol difuroate) 12796:16β,17α-Epiestriol (16β-hydroxy-17α-estradiol) 12113:Tooltip selective estrogen receptor modulators 11352: 11118: 11116: 10989: 10956: 10954: 10952: 10877: 10721: 10719: 10717: 10295: 10293: 10291: 10289: 10252: 10250: 10248: 10246: 10244: 10199: 10197: 10195: 10193: 10191: 10103: 10101: 10068: 9875: 9873: 9497: 9329: 9195:. In Paoletti R, Pasetto N, Ambrus JL (eds.). 8830: 8828: 8629: 8494:. McGraw Hill Professional. pp. 614–615. 8370: 8368: 8366: 8364: 8362: 8360: 8358: 8356: 8354: 8352: 8248: 8044: 5781:in terms of measures including suppression of 12626:3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol 12566: 11936:Dimestrol (diethylstilbestrol dimethyl ether) 11574: 11362:Drug Information for the Health Care Provider 11084: 11023: 11021: 10842: 10107: 9796: 9794: 9792: 9790: 9788: 9786: 9784: 9752: 9692: 9690: 9688: 9686: 9684: 9682: 9680: 9454: 9220:University of California (1868-1952) (1952). 9152: 9150: 9138: 9136: 9134: 8677:Quirk Jr JG, Wendel Jr GD (6 December 2012). 8663: 8615:. Taylor & Francis. 2000. pp. 407–. 8284: 8282: 8280: 8278: 8244: 8242: 8240: 8238: 8236: 8068:, but the spelling was eventually changed to 8057: 8055:, in which the "O" is silent, was the former 8017: 7638: 7617:List of estrogen esters § Estrone esters 7417:of estradiol that have one or more available 7098: 6850: 6376: 5832: 5033: 4926: 4472: 4419: 1235: 306: 12736:10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED) 11452: 11446: 11397: 11293:effectiveness over estrone dissolved in oil. 11259: 11151: 10908: 10836: 10752: 10671: 10491: 10428: 10377: 10328: 10142: 9998: 9951: 9829: 9533: 9531: 9529: 9403: 9357: 9288:. Cambridge University Press. pp. 48–. 9251:Krishna UR, Sheriar NK, Mandlekar A (1996). 9060: 9006: 8905: 8870: 8868: 8866: 8864: 8862: 8860: 8858: 8775: 8737: 8526:. Elsevier Health Sciences. pp. 2813–. 8315: 8208: 8206: 8204: 8202: 8200: 8198: 7613:List of estrogens § Estrone derivatives 6925:(Estrotate) and estrone (Theelin-In-Oil) in 1028:. It has also been available in the form of 14611:Tooltip G protein-coupled estrogen receptor 13430:Fosfestrol (diethylstilbestrol diphosphate) 12068: 11941:Fosfestrol (diethylstilbestrol diphosphate) 11493:Oettel M, Schillinger E (6 December 2012). 11197: 11125:Journal of the American Medical Association 11113: 10949: 10714: 10630: 10455: 10286: 10241: 10188: 10098: 10033: 9902: 9886:Clinical Endocrinology: Theory and Practice 9870: 9803:Journal of the American Medical Association 9755:Journal of the American Medical Association 9649:Stempel E (1959). "prolonged drug action". 9642: 9302: 9236:: CS1 maint: numeric names: authors list ( 9076:Journal of the American Medical Association 8825: 8793:"Estrogenic Hormones: Their Clinical Usage" 8524:Endocrinology – E-Book: Adult and Pediatric 8349: 6317: 6312: 5895: 5548: 5088: 13573:Triphenylmethylethylene (triphenylpropene) 12897:, many others; via estrogenic metabolites) 12821:17α-Epiestriol (16α-hydroxy-17α-estradiol) 12573: 12559: 11581: 11567: 11298: 11018: 10883: 10759:Sandberg AA, Slaunwhite WR (August 1957). 10543: 9781: 9677: 9147: 9131: 9102: 9029: 8642: 8557: 8555: 8553: 8551: 8549: 8547: 8545: 8543: 8275: 8233: 8159:levels, and relieved menopausal symptoms. 7645: 7631: 7105: 7091: 6952:(dpm/mg tissue or dpm/5 μL blood) in 6857: 6843: 6383: 6369: 6274: 5865: 5839: 5825: 5040: 5026: 4426: 4412: 1242: 1228: 468: 12593: 12097: 11862:Prasterone (dehydroepiandrosterone; DHEA) 11611: 11499:. Springer Science & Business Media. 11429: 11325: 11224: 11180: 11162: 10932: 10860: 10801: 10784: 10654: 10584: 10567: 10523: 10360: 10125: 9934: 9879: 9607: 9572: 9555: 9526: 9460: 9437: 9427: 9190: 8855: 8808: 8195: 8004:Tooltip International Nonproprietary Name 7556:decreased estradiol levels by about 50%. 5515: 5058: 4952: 4939: 4462: 4452: 1087:Estrogen (medication) § Side effects 1069:(10 mg) is available in the form of 488: 11818:Estropipate (piperazine estrone sulfate) 11406:"Clinical Experiment in Oestrin Therapy" 11034:. John Wiley & Sons. pp. 175–. 10335:Prossnitz ER, Arterburn JB (July 2015). 9335: 9073: 9007:Thomas JA, Keenan EJ (6 December 2012). 8906:Thomas JA, Keenan EJ (6 December 1986). 8790: 8750: 8212: 8107:Esterified estrogens § Availability 8103:Conjugated estrogens § Availability 7652:Structures of major endogenous estrogens 7603:causes a delay in excretion of estrone. 7591:. Following an intravenous injection of 7064:, estrone is bound approximately 16% to 6344:= Increase in the serum levels of these 1140:Estrone is an estrogen, specifically an 917:women. Estrone has also been used as an 11338:. Taylor & Francis. pp. 138–. 11203: 11122: 10725: 10677: 9648: 9540:"Some Fundamentals in Estrogen Therapy" 9338:Martindale: The Complete Drug Reference 9308: 9111:"Compendium of Endocrine-Related Drugs" 8972: 8834: 8540: 8288: 8216:Martindale: The Complete Drug Reference 6341: 6291: 6286: 5944: 5939:Tooltip Corticosteroid-binding globulin 5875: 5658:. Breast changes specifically included 5009:Tooltip Corticosteroid-binding globulin 4517:Tooltip Corticosteroid binding globulin 1039:(0.2 mg, 0.25 mg) as well as 448: 75:Estragyn, Kestrin, Theelin, many others 14: 14900: 11403: 11027: 10383: 9800: 9696: 9213: 9156: 9035: 8643:Morton IK, Hall JM (6 December 2012). 8031:Tooltip Dénomination Commune Française 7976: 7685: 7669: 7413:) occurs in the case of estradiol and 7351: 7342: 7337: 7322: 7313: 7289: 7280: 7250: 7241: 7219: 7212: 7195: 7188: 7171: 7162: 7044:of vaginal estrone have been studied. 1135: 12554: 11562: 11331: 11265: 11230: 10995: 10807: 10765:The Journal of Clinical Investigation 10590: 10497: 9613: 9578: 9537: 8522:. In Jameson JL, De Groot LJ (eds.). 8326: 8259:10.1002/0471238961.05192018072115.a01 8040:Tooltip Denominazione Comune Italiana 7677: 7664: 7304: 7259: 7232: 7205: 7181: 7155: 7145: 7138: 5952: 5942: 5932: 5922: 5903: 5893: 5883: 5873: 5863: 5853: 5846:Relative oral potencies of estrogens 5761:dosages of estradiol results in low, 5757:of estradiol. Oral administration of 1174:relative transactivational capacities 548: 528: 186: 12064:Tooltip follicle-stimulating hormone 11513: 10890:. Thomson Micromedex. p. 1246. 10039: 9255:. In Krishna UR, Sheriar NK (eds.). 9109:Misra D, Magee MF, Nylén ES (2001). 9013:Principles of Endocrine Pharmacology 8912:Principles of Endocrine Pharmacology 8908:"Estrogens and Antiestrogenic Drugs" 8561: 8434: 7750:was derived from the chemical terms 7131: 6309:Tooltip follicle-stimulating hormone 5929:Tooltip Sex hormone-binding globulin 5890:Tooltip Follicle-stimulating hormone 5104:Tooltip Sex hormone-binding globulin 4996:Tooltip sex hormone-binding globulin 4507:Tooltip Sex hormone-binding globulin 784:(mostly estrone sulfate; brand name 159: 148: 11165:"Sex Hormone Therapy in Gynæcology" 10849:The Journal of Biological Chemistry 9009:"Estrogen and Antiestrogenic Drugs" 8958: 7887:and containing purified estrone or 7735:at the C1, C3, and C5 positions, a 6995: 6921:test grade with different doses of 6329: 6266: 5914: 5855: 1218:G protein-coupled estrogen receptor 1130: 508: 399: 24: 12469:Androvax (androstenedione albumin) 11485: 11207:Biological Actions of Sex Hormones 10843:Beer CT, Gallagher TF (May 1955). 10219:10.1111/j.1365-2265.1989.tb02232.x 10108:Sasson S, Notides AC (July 1983). 9259:. Orient Blackswan. pp. 70–. 8163:of estrone has also been studied. 8013:Tooltip United States Pharmacopeia 7879:), purified from pregnancy urine, 4983:Tooltip mineralocorticoid receptor 4497:Tooltip Mineralocorticoid receptor 1118:, among others. It can also cause 1094:of estrogens like estrone include 1001: 794:of estrogens like estrone include 25: 14949: 14938:Sex hormone esters and conjugates 13972:taleranol (teranol, β-zearalanol) 12887:metandienone (methandrostenolone) 12535:Progestogens and antiprogestogens 11137:10.1001/jama.1935.92760350007009a 9699:Experimental Biology and Medicine 7494:17β-hydroxysteroid dehydrogenases 7005:Like estradiol, estrone has poor 5112:Tooltip relative binding affinity 5071:Tooltip relative binding affinity 113:Tooltip estradiol/estrone/estriol 14882:Progesterone receptor modulators 14636:Afimoxifene (4-hydroxytamoxifen) 13518:Prinaberel (ERB-041, WAY-202041) 11931:Diethylstilbestrol esters/ethers 11926:Diethylstilbestrol (stilbestrol) 11245:10.1001/jama.1935.92760200002012 11058:New Approaches to Drug Discovery 10730:. Springer. pp. 1223–1241. 9880:Schriener WE (6 December 2012). 9815:10.1001/jama.1937.02780390029011 9767:10.1001/jama.1933.02740440026008 9628:10.1001/jama.1941.72820400003010 9088:10.1001/jama.1944.02850190003001 8161:Subcutaneous pellet implantation 7981: 7698: 7656: 7397:) in humans. In addition to the 7361: 7123: 6938: 6910: 6872: 5910:Tooltip High-density lipoprotein 1195:, estrone is considered to be a 889:formulations and was used as an 576: 56: 47: 14579:Coregulator-binding modulators: 12846:17β-Methyl-17α-dihydroequilenin 10921:International Journal of Cancer 10084:. CRC Press. pp. 343–366. 9191:Deghenghi R (6 December 2012). 8966:"Drugs@FDA: FDA-Approved Drugs" 8797:California and Western Medicine 8713:The Menopause and Postmenopause 8331:. In Helms RA, Quan DJ (eds.). 8099:Estropipate § Availability 8092: 7051: 6968:or 0.11 μg 6,7-estrone in 5514:Values are mean ± SD or range. 4970:Tooltip glucocorticoid receptor 4487:Tooltip Glucocorticoid receptor 1220:(affinity >10,000 nM). 1125: 1080: 1073:under the brand name Synergon. 963:, it should be combined with a 876: 673:Key:DNXHEGUUPJUMQT-CBZIJGRNSA-N 13410:Erteberel (SERBA-1, LY-500307) 12474:Ovandrotone albumin (Fecundin) 11660:) (via estrogenic metabolites) 11210:. CUP Archive. pp. 558–. 11163:Johnstone RW (November 1936). 8757:. Basic Books. pp. 128–. 8135:(piperazine estrone sulfate), 8075: 8049:Tooltip Japanese Accepted Name 7746:at the C17 position. The name 7536:about 2 or 3 days. As an 1168:. According to one study, the 702:), sold under the brand names 582: 570: 13: 1: 14867:Receptor/signaling modulators 12831:17α-Ethynyl-3β-androstanediol 12826:17α-Ethynyl-3α-androstanediol 11467:10.1016/S0140-6736(51)93237-0 11099:10.1016/S0015-0282(16)45970-4 10996:Gruhn JG (11 November 2013). 10884:Micromedex (1 January 2003). 10862:10.1016/S0021-9258(18)70972-1 10593:"Management of the Menopause" 10569:10.1016/S0015-0282(16)42855-4 10166:10.3109/09513590.2015.1062866 10127:10.1016/S0021-9258(20)82036-5 9663:10.1016/S0095-9561(16)35628-6 9253:"Hormone Replacement Therapy" 9157:Modell W (21 November 2013). 9042:. Little, Brown. p. 23. 8791:Fluhmann CF (November 1938). 8188: 8062:Tooltip British Approved Name 8022:Tooltip British Approved Name 7759:(estra-1,3,5(10)-triene) and 7075: 7000: 6465:0.5–2 ≈ 2–7 d; 3.5 ≈ >5 d 5578:Effects in the body and brain 4931:Tooltip progesterone receptor 4477:Tooltip Progesterone receptor 1881:Estradiol 3-gluc. 17β-sulfate 881:Estrone has been marketed in 818:, among others. Estrone is a 648:O=C43(CC2c1ccc(O)cc1CC23CC4)C 632:254.5 °C (490.1 °F) 366:-cyclopentaphenanthren-17-one 311:Tooltip Intravenous injection 14877:Androgen receptor modulators 13181:Lynestrenol phenylpropionate 12525:Estrogen receptor modulators 12426:hydroxyprogesterone caproate 11332:Milne GW (1 November 2017). 10975:10.1016/0378-5122(80)90031-6 10810:The Journal of Endocrinology 10736:10.1007/978-3-642-49761-2_39 10692:10.1517/13543776.2010.505604 10272:10.1016/0002-9378(85)90569-1 10054:10.1016/0378-5122(90)90003-O 10019:10.1016/j.toxlet.2010.12.020 9309:Erkkola R (1 January 2006). 8715:. Springer. pp. 43–52. 8299:10.1007/978-3-319-13832-9_28 7787:estrone tetraacetylglucoside 7606: 7566: 7066:sex hormone-binding globulin 6566:40 ≈ 14–21 d; 100 ≈ 21–28 d 5787:follicle-stimulating hormone 1041:subcutaneous pellet implants 7: 14872:Estrogens and antiestrogens 14522:Oxabicycloheptene sulfonate 14209:Etacstil (GW-5638, DPC-974) 13385:Doisynoestrol (fenocycline) 13129:Ethinylestradiol 3-benzoate 12641:3β,5α-Dihydrolevonorgestrel 12636:3α,5α-Dihydrolevonorgestrel 12530:Androgens and antiandrogens 12466:Androstenedione immunogens: 12430:medroxyprogesterone acetate 12073:Tooltip luteinizing hormone 11953:Doisynoestrol (fenocycline) 9315:. Elsevier. pp. 264–. 8920:10.1007/978-1-4684-5036-1_7 8841:. JHU Press. pp. 21–. 8835:Watkins ES (6 March 2007). 8751:Bullough VL (19 May 1995). 8721:10.1007/978-94-011-7230-1_5 8568:. Springer. pp. 899–. 8562:Elks J (14 November 2014). 8166: 8146: 8064:of estrone and its name in 7853:pharmaceutical preparations 7601:Enterohepatic recirculation 6322:Tooltip luteinizing hormone 5900:Tooltip Luteinizing hormone 5694:changes included increased 5610:and small and non-erectile 5093:Tooltip Luteinizing hormone 4444:Relative binding affinities 2163:6,8-Didehydro-17α-estradiol 2138:6,8-Didehydro-17β-estradiol 1271:Absolute binding affinities 1265:Relative binding affinities 1170:relative binding affinities 1050:(1.25 mg). A combined 10: 14954: 14589:Noncompetitive inhibitors: 14214:Ethamoxytriphetol (MER-25) 13375:Dimestrol (dianisylhexene) 13134:Ethinylestradiol sulfonate 12451:Mixed mechanism of action: 12223:Noncompetitive inhibitors: 11975:Methestrol (promethestrol) 11830:Ethinylestradiol sulfonate 11028:Ravina E (18 April 2011). 11000:. In Josimovich JB (ed.). 10643:J. Clin. Endocrinol. Metab 10465:J. Clin. Endocrinol. Metab 9538:Freed SC (December 1946). 9378:10.1016/j.ijgo.2009.01.008 9165:. Springer. pp. 52–. 8096: 7971:Theelin Aqueous Suspension 7816: 7812: 7739:at the C3 position, and a 7610: 6253: 5870:Tooltip Vaginal epithelium 5817:the actions of estradiol. 5674:of the nipples as well as 1084: 1005: 727:menopausal hormone therapy 560:Chemical and physical data 29: 14859: 14834: 14798: 14631:7β-Hydroxyepiandrosterone 14618: 14604: 14417: 14189:Desmethylchlorotrianisene 14070: 13368:Diethylstilbestrol esters 13321:Bisdehydrodoisynolic acid 12741:11β-Chloromethylestradiol 12716:7β-Hydroxyepiandrosterone 12605: 12598:Tooltip Estrogen receptor 12591: 12486: 12443: 12295: 12234: 12208:Exclusively antagonistic: 12102:Tooltip Estrogen receptor 12095: 12086: 12015: 11616:Tooltip Estrogen receptor 11609: 11600: 11535:10.1080/13697130500148875 11169:Edinburgh Medical Journal 11061:. Springer. pp. 7–. 11002:Gynecologic Endocrinology 9856:10.1016/j.bcp.2006.02.002 9163:Drugs in Current Use 1958 8681:. In Buchsbaum HJ (ed.). 8456:10.1080/13697130500148875 8329:"Gynecological Disorders" 8173:Estradiol/estrone/estriol 7599:within 4 to 5 days. 7399:metabolic transformations 7032:instead, for instance by 6972:in rats. At 2 hours 6818:ovulation-inhibiting dose 6771: 6702: 6589: 6483: 6422: 6405: 6402: 6399: 6396: 5710:from the cervix, uterine 5523:Relative binding affinity 5510: 5063:Tooltip Estrogen receptor 4957:Tooltip estrogen receptor 4944:Tooltip androgen receptor 4912: 4467:Tooltip Androgen receptor 4457:Tooltip Estrogen receptor 4442: 4437: 4370: 4172:Ethinyl-3β-androstanediol 4147:Ethinyl-3α-androstanediol 3901:19-Nortestosterone; 19-NT 2938:16α-Lactone-17β-estradiol 2538:4-Hydroxytamoxifen; 4-OHT 2363:Dihydrodiethylstilbestrol 2188:8,9-Dehydro-17β-estradiol 1856:Estradiol 17β-glucuronide 1810:Estradiol 3,17β-disulfate 1710:16α-OH-E1; 17-Ketoestriol 1485:16β-Hydroxy-17α-estradiol 1460:16α-Hydroxy-17α-estradiol 1435:16β-Hydroxy-17β-estradiol 1279: 1269: 1263: 1260: 1255: 1181:. Because estrone can be 1035:(1 mg/g (0.1%)) and 1008:Estradiol/estrone/estriol 758:estradiol/estrone/estriol 714:among many others, is an 681: 656: 636: 626: 604: 591: 564: 559: 539: 519: 499: 479: 459: 439: 419: 394: 374: 334: 329: 317: 296: 271: 246: 222: 209: 201: 176: 171: 135: 123: 87: 79: 69: 64: 55: 46: 14695:Fulvestrant (ICI-182780) 14512:Methylpiperidinopyrazole 14465:Fulvestrant (ICI-182780) 13948:Resorcylic acid lactones 13171:Hydroxyestrone diacetate 13107:Etamestrol (eptamestrol) 11837:Hydroxyestrone diacetate 11764:estradiol ester mixtures 11404:Bishop PM (April 1938). 11204:Burrows H (March 2003). 10591:James DW (Summer 1998). 9915:Environ. Health Perspect 9711:10.3181/00379727-29-6259 8131:, which can be found in 7533:metabolic clearance rate 6824:is 20–30 mg/month. 6572:Estradiol benz. butyrate 6564:5 ≈ 7–8 d; 10 ≈ 10–14 d; 6498:1.66 ≈ 2–3 d; 5 ≈ 3–6 d 5542:subcutaneously implanted 3316:0.0054 (<0.001–0.01) 2984:Methylpiperidinopyrazole 2788:Deaminohydroxytoremifene 2313:17α-Methyl-17β-estradiol 1935:EB; Estradiol 3-benzoate 1785:E2S; Estradiol 3-sulfate 1385:E4; 15α,16α-Di-OH-17β-E2 865:. As such, estrone is a 14006:Synthetic xenoestrogens 13563:Triphenylchloroethylene 13498:Methestrol dipropionate 13026:Polyestradiol phosphate 12002:Triphenylchloroethylene 11760:polyestradiol phosphate 11087:Fertility and Sterility 10516:10.1136/bmj.1.5128.1029 10498:Swyer GI (April 1959). 10406:10.1196/annals.1356.039 10207:Clin. Endocrinol. (Oxf) 7949:intramuscular injection 7893:intramuscular injection 7542:intramuscular injection 7034:intramuscular injection 6931:intramuscular injection 6864:Pharmacology of estrone 6683:Polyestradiol phosphate 6296:Tooltip urinary calcium 5949:Tooltip Angiotensinogen 5880:Tooltip Urinary calcium 5728:Endometrial hyperplasia 5642:changes of the vagina, 4301:7α-Methylnorethisterone 4229:0.085 (0.0015–<0.1) 3929:0.038 (<0.001–0.04) 2563:4-Chlorotamoxifen; 4-CT 2288:RU-2858; 11β-Methoxy-EE 2113:7-Dehydro-17α-estradiol 2088:7-Dehydro-17β-estradiol 1831:Estradiol 3-glucuronide 1120:endometrial hyperplasia 1057:formulation containing 1018:intramuscular injection 996:primary ovarian failure 973:endometrial hyperplasia 957:route of administration 752:. It can also be taken 725:which has been used in 96:Intramuscular injection 14099:4'-Hydroxynorendoxifen 14094:2-Phenylbenzothiophene 13968:zeranol (α-zearalanol) 13671:phlorizin (phloridzin) 13558:Triphenylbromoethylene 13457:ICI-85966 (Stilbostat) 13038:Estramustine phosphate 12911:Bolandiol dipropionate 11997:Triphenylbromoethylene 11774:Estramustine phosphate 11422:10.1136/bmj.1.4034.939 10600:The Permanente Journal 10314:10.1530/acta.0.1010592 10260:Am. J. Obstet. Gynecol 9884:. In Labhart A (ed.). 9113:. In Becker KL (ed.). 7819:Estrone § History 7401:shown in the diagram, 7062:plasma protein binding 7038:vaginal administration 6962:subcutaneous injection 6888:subcutaneous injection 6886:(grade) with a single 6797:production during the 6532:Estradiol dipropionate 6406:Duration by dose (mg) 5789:levels, inhibition of 5759:menopausal replacement 5630:of ovariectomy (e.g., 4276:7α-Methylnorethynodrel 4226:NET; 17α-Ethynyl-19-NT 4126:17α-Methyltestosterone 3922:Dehydroepiandrosterone 3879:0.01 (<0.001–0.05) 3876:DHT; 5α-Androstanolone 3800:0.01 (<0.001–0.02) 3038:8β-Vinyl-17β-estradiol 2963:16α-Iodo-17β-estradiol 2763:6720-CDRI; NNC-460,020 2484:Triphenylbromoethylene 2238:EE; 17α-Ethynyl-17β-E2 1985:Estrone 3-methyl ether 1956:Estradiol 17β-benzoate 1910:E1S; Estrone 3-sulfate 1162:subcutaneous injection 971:to offset the risk of 857:. However, estrone is 14279:Miproxifene phosphate 14104:27-Hydroxycholesterol 13568:Triphenyliodoethylene 13112:Ethinylandrostenediol 13075:Estrogenic substances 13063:Polyestriol phosphate 12931:Cloxestradiol acetate 12414:chlormadinone acetate 11798:Estrogenic substances 11792:polyestriol phosphate 11692:Cloxestradiol acetate 10822:10.1677/joe.0.0160202 10477:10.1210/jcem-62-3-536 10353:10.1124/pr.114.009712 9964:Environ. Sci. Technol 9512:10.1210/jcem-1-12-983 9429:10.1186/1471-227X-7-7 9366:Int J Gynaecol Obstet 8949:"Enforcement Reports" 8876:"Estrone - Drugs.com" 8183:Estrogenic substances 7889:mixtures of estrogens 7529:biological half-lives 6808:maturation dosage of 6767:50 ≈ 30 d; 80 ≈ 60 d 6754:Polyestriol phosphate 6696:40 ≈ 30 d; 80 ≈ 60 d; 6643:Estradiol dienanthate 6269:= Clinical relief of 6256:Sources and footnotes 5592:biological properties 764:) and in the form of 739:injection into muscle 13593:WAY-204688 (SIM-688) 13405:ERB-196 (WAY-202196) 13356:Dienestrol diacetate 13095:Estrone methyl ether 13001:Esterified estrogens 12943:Conjugated estrogens 12836:17β-Dihydroequilenin 12811:17α-Dihydroequilenin 12751:15α-Hydroxyestradiol 12746:11β-Methoxyestradiol 12721:8,9-Dehydroestradiol 12422:gestonorone caproate 12236:Aromatase inhibitors 11919:Dienestrol diacetate 11867:Prasterone enanthate 11752:estradiol undecylate 11717:Esterified estrogens 11702:Conjugated estrogens 11280:10.1210/jcem-6-6-420 10680:Expert Opin Ther Pat 10656:10.1210/jcem-56-1-76 10386:Ann. N. Y. Acad. Sci 9927:10.1289/ehp.97105734 9593:10.1210/jcem-12-1-28 9461:McDonnell K (1986). 8983:AMA drug evaluations 8293:. pp. 341–354. 8178:Estrone/progesterone 8143:(Estratab, Menest). 8141:esterified estrogens 8137:conjugated estrogens 7018:conjugated estrogens 6822:estradiol undecylate 6662:Estradiol undecylate 6107:Conjugated estrogens 4389:estradiol and human 4251:5(10)-Norethisterone 4176:17α-Ethynyl-3β-adiol 4151:17α-Ethynyl-3α-adiol 3063:ERB-041; WAY-202,041 2159:17α-Dihydroequilenin 2134:17β-Dihydroequilenin 2063:6,8-Didehydroestrone 1981:Estrone methyl ether 1335:E1; 17-Ketoestradiol 1012:Estrone/progesterone 893:in the treatment of 782:conjugated estrogens 750:inside of the vagina 41:Estrone (medication) 14760:Propylpyrazoletriol 14675:Diarylpropionitrile 13523:Propylpyrazoletriol 13380:Dimethylstilbestrol 13346:Diarylpropionitrile 13156:Etynodiol diacetate 12856:Abiraterone acetate 12766:16α-Fluoroestradiol 12418:cyproterone acetate 12317:testosterone esters 11748:estradiol enanthate 11744:estradiol cypionate 11677:etynodiol diacetate 11646:testosterone esters 10398:2005NYASA1057..506W 10154:Gynecol. Endocrinol 9976:2002EnST...36.4410L 9544:California Medicine 8520:"Endocrine Testing" 7977:Society and culture 7913:British Drug Houses 7803:estrone glucuronide 7723:naturally occurring 7589:estrone glucuronide 7581:estrogen conjugates 7454:estrone glucuronide 7446:estrogen conjugates 7148:Estrone glucuronide 6784:aqueous suspensions 6624:Estradiol enanthate 6591:Estradiol cypionate 6393: 5919:Tooltip Cholesterol 5860:Tooltip Hot flashes 5847: 5795:menopausal symptoms 5783:luteinizing hormone 5739:oral administration 5737:of estradiol. With 5720:vaginal lubrication 5688:aching and soreness 5628:subjective symptoms 5553:Luteinizing hormone 5048: 4987:dihydrotestosterone 4434: 4401:See template page. 4201:P4; 4-Pregnenedione 4001:A4; Androstenedione 3872:Dihydrotestosterone 3854:<0.0001–<0.01 3851:T; 4-Androstenolone 3669:0.135 (0.002–4.23) 3666:0.0315 (0.008–1.0) 3269:0.6225 (0.010–1.2) 3244:0.7865 (0.04–17.1) 3113:SERBA-1; LY-500,307 3009:Diarylpropionitrile 2909:Propylpyrazoletriol 1806:Estradiol disulfate 1252: 1199:of estradiol. Some 1156:. It is a far less 1136:Mechanism of action 1022:aqueous suspensions 992:surgical castration 984:menopausal symptoms 899:low estrogen levels 820:naturally occurring 720:naturally occurring 289:Estrone glucuronide 43: 27:Estrogen medication 14842:Diethylstilbestrol 14626:2-Methoxyestradiol 14557:TAS-108 (SR-16234) 14507:Methylepitiostanol 14445:EM-800 (SCH-57050) 14369:TAS-108 (SR-16234) 14089:2-Phenylbenzofuran 13703:8-prenylnaringenin 13363:Diethylstilbestrol 13021:Lipoidal estradiol 12996:ERA-63 (ORG-37663) 12938:Conjugated estriol 12883:methyltestosterone 12841:17β-Dihydroequilin 12816:17α-Dihydroequilin 12791:16β-Hydroxyestrone 12776:16α-Hydroxyestrone 12726:8,9-Dehydroestrone 12711:7α-Methylestradiol 12686:4-Methoxyestradiol 12676:4-Hydroxyestradiol 12651:3β-Hydroxytibolone 12646:3α-Hydroxytibolone 12616:2-Hydroxyestradiol 12513:Never to phase III 12348:releasers) (e.g., 12259:Second-generation: 11872:Prasterone sulfate 11756:estradiol valerate 11740:estradiol benzoate 11697:Conjugated estriol 11650:methyltestosterone 10612:10.7812/TPP/98.930 9844:Biochem. Pharmacol 9036:Rivlin ME (1990). 7967:aqueous suspension 7538:aqueous suspension 7474:catechol estrogens 7464:, and can also be 7429:See template page. 7372:metabolic pathways 7191:16α-Hydroxyestrone 7113:Metabolic pathways 7068:(SHBG) and 80% to 7026:diethylstilbestrol 6988:See template page. 6923:estradiol pivalate 6900:vaginal epithelial 6896:aqueous suspension 6814:estradiol valerate 6810:estradiol benzoate 6551:Estradiol valerate 6485:Estradiol benzoate 6364: 6283:vaginal epithelium 6218:Diethylstilbestrol 5820: 5706:of the cervix and 5692:Reproductive tract 5682:within the breast 5640:reproductive tract 5527:estrogen receptors 5446:16α-Hydroxyestrone 5314:4-Methoxyestradiol 5292:4-Hydroxyestradiol 5270:2-Methoxyestradiol 5248:2-Hydroxyestradiol 5021: 4886:Diethylstilbestrol 4580:Estradiol valerate 4552:Estradiol benzoate 4407: 4347:3β-Hydroxytibolone 4322:3α-Hydroxytibolone 4122:Methyltestosterone 4101:5β-Androstanedione 4076:5α-Androstanedione 3951:A5; Androstenediol 3691:<0.001–<0.01 3334:8-Prenylnaringenin 3291:0.07 (0.029–0.10) 3266:0.04 (0.022–0.15) 3241:0.07 (0.0018–9.3) 3191:0.445 (0.0012–16) 3169:64.125 (0.41–185) 3166:9.225 (0.0117–94) 2894:21.65 (2.05–40.5) 2388:Dehydrostilbestrol 2344:219.63 (61.2–295) 2334:Diethylstilbestrol 2213:8,9-Dehydroestrone 2109:17α-Dihydroequilin 2084:17β-Dihydroequilin 1931:Estradiol benzoate 1706:16α-Hydroxyestrone 1581:4-Methoxyestradiol 1556:4-Hydroxyestradiol 1531:2-Methoxyestradiol 1506:2-Hydroxyestradiol 1321:0.115 (0.04–0.24) 1223: 1146:estrogen receptors 1100:breast enlargement 923:high-dose estrogen 800:breast enlargement 731:aqueous suspension 39: 14895: 14894: 14887:List of estrogens 14855: 14854: 14600: 14599: 14440:Cytestrol acetate 13663:isoliquiritigenin 13605:Unknown/unsorted: 13291:β-LGND2 (GTx-878) 12871:Anabolic steroids 12781:16α-Iodoestradiol 12671:4-Fluoroestradiol 12666:4-Androstenedione 12656:3β-Androstanediol 12631:3α-Androstanediol 12582:Estrogen receptor 12548: 12547: 12540:List of estrogens 12482: 12481: 12434:megestrol acetate 12321:nandrolone esters 12309:anabolic steroids 12297:Antigonadotropins 12274:Third-generation: 12247:Aminoglutethimide 12244:First-generation: 12082: 12081: 11788:estriol succinate 11736:estradiol acetate 11658:nandrolone esters 11638:anabolic steroids 11529:(Suppl 1): 3–63. 11506:978-3-642-60107-1 11372:978-0-913595-15-2 11345:978-1-351-74347-1 11318:978-92-832-1221-8 11308:Sex Hormones (II) 11217:978-0-521-04394-6 11068:978-3-319-28914-4 11041:978-3-527-32669-3 11011:978-1-4613-2157-6 10934:10.1002/ijc.23350 10897:978-1-56363-429-1 10777:10.1172/JCI103524 10745:978-3-642-49477-2 10510:(5128): 1029–31. 10091:978-1-4200-5873-4 9984:10.1021/es010323a 9895:978-3-642-96158-8 9474:978-967-9973-17-4 9347:978-0-85369-840-1 9322:978-0-444-51830-9 9295:978-0-521-43623-6 9266:978-81-250-0910-8 9206:978-94-011-7230-1 9172:978-3-662-40303-7 9124:978-0-7817-1750-2 9049:978-0-316-74772-1 9022:978-1-4684-5036-1 8993:978-0-88416-175-2 8929:978-1-4684-5036-1 8848:978-0-8018-8602-7 8764:978-0-465-07259-0 8730:978-94-011-7232-5 8692:978-1-4612-5525-3 8656:978-94-011-4439-1 8622:978-3-88763-075-1 8575:978-1-4757-2085-3 8533:978-1-4557-1126-0 8501:978-0-07-105406-5 8450:(Suppl 1): 3–63. 8342:978-0-7817-5734-8 8327:Vuong LK (2006). 8308:978-3-319-13831-2 8226:978-0-85369-840-1 7807:estrone sulfamate 7719: 7718: 7458:sulfotransferases 7436: 7435: 6834: 6833: 6775:Notes and sources 6677:25–50 ≈ 60–120 d 6362: 6361: 6315:= Suppression of 6302:= Suppression of 5745:circumstances in 5716:needle-like pains 5698:, thickness, and 5684:mammary glandular 5584:clinical research 5575: 5574: 5336:4-Fluoroestradiol 5019: 5018: 4405: 4404: 4047:3β-Androstanediol 4022:3α-Androstanediol 3997:4-Androstenedione 3619:9.45 (2.43–31.5) 3319:0.15 (0.11–0.33) 3294:2.2 (0.002–3.00) 3219:0.85 (0.10–2.85) 2866:63.5 (3.70–97.7) 2459:Triphenylethylene 2341:129.5 (89.1–468) 2263:EE 3-methyl ether 2241:120.9 (68.8–480) 1781:Estradiol sulfate 1360:E3; 16α-OH-17β-E2 1347:1.75 (0.35–9.24) 1344:0.445 (0.3–1.01) 1324:0.15 (0.10–2.08) 1312:E2; 17β-Estradiol 1096:breast tenderness 836:biological target 832:estrogen receptor 796:breast tenderness 693: 692: 617:Interactive image 190: 16:(Redirected from 14945: 14754:2,2',5'-PCB-4-OH 14690:Ethinylestradiol 14616: 14615: 14612: 14608: 14349:Rimostil (P-081) 14159:Chlorotrianisene 14081: 14077: 13856:Metalloestrogens 13635:-related (e.g., 13450:Hexestrol esters 13124:Ethinylestradiol 13016:Estradiol esters 12771:16α-Hydroxy-DHEA 12756:16-Ketoestradiol 12696:5-Androstenediol 12691:4-Methoxyestrone 12681:4-Hydroxyestrone 12661:4-Androstenediol 12621:2-Hydroxyestrone 12603: 12602: 12599: 12595: 12575: 12568: 12561: 12552: 12551: 12395: 12378: 12123: 12119: 12114: 12110: 12103: 12099: 12093: 12092: 12074: 12070: 12065: 12061: 12044: 12037: 12017:Progonadotropins 11963:Hexestrol esters 11909:Chlorotrianisene 11825:Ethinylestradiol 11732:Estradiol esters 11617: 11613: 11607: 11606: 11583: 11576: 11569: 11560: 11559: 11554: 11520: 11510: 11479: 11478: 11461:(6676): 229–32. 11450: 11444: 11443: 11433: 11416:(4034): 939–41. 11401: 11395: 11394: 11383: 11377: 11376: 11356: 11350: 11349: 11329: 11323: 11322: 11302: 11296: 11295: 11263: 11257: 11256: 11228: 11222: 11221: 11201: 11195: 11194: 11184: 11160: 11149: 11148: 11120: 11111: 11110: 11082: 11076: 11075: 11052: 11046: 11045: 11025: 11016: 11015: 10993: 10987: 10986: 10958: 10947: 10946: 10936: 10927:(9): 1931–1940. 10912: 10906: 10905: 10881: 10875: 10874: 10864: 10840: 10834: 10833: 10805: 10799: 10798: 10788: 10771:(8): 1266–1278. 10756: 10750: 10749: 10723: 10712: 10711: 10675: 10669: 10668: 10658: 10634: 10628: 10627: 10597: 10588: 10582: 10581: 10571: 10547: 10541: 10540: 10527: 10500:"The oestrogens" 10495: 10489: 10488: 10459: 10453: 10452: 10432: 10426: 10425: 10381: 10375: 10374: 10364: 10332: 10326: 10325: 10297: 10284: 10283: 10254: 10239: 10238: 10201: 10186: 10185: 10149: 10140: 10139: 10129: 10105: 10096: 10095: 10075: 10066: 10065: 10037: 10031: 10030: 10002: 9996: 9995: 9955: 9949: 9948: 9938: 9906: 9900: 9899: 9877: 9868: 9867: 9838: 9827: 9826: 9798: 9779: 9778: 9750: 9731: 9730: 9705:(9): 1142–1143. 9694: 9675: 9674: 9646: 9640: 9639: 9611: 9605: 9604: 9576: 9570: 9569: 9559: 9535: 9524: 9523: 9495: 9482: 9481: 9458: 9452: 9451: 9441: 9431: 9407: 9401: 9400: 9361: 9355: 9354: 9333: 9327: 9326: 9306: 9300: 9299: 9277: 9271: 9270: 9248: 9242: 9241: 9235: 9227: 9217: 9211: 9210: 9188: 9177: 9176: 9154: 9145: 9140: 9129: 9128: 9106: 9100: 9099: 9071: 9058: 9057: 9033: 9027: 9026: 9004: 8998: 8997: 8976: 8970: 8969: 8962: 8956: 8955: 8953: 8945: 8934: 8933: 8903: 8892: 8891: 8889: 8887: 8878:. Archived from 8872: 8853: 8852: 8832: 8823: 8822: 8812: 8788: 8773: 8772: 8748: 8735: 8734: 8708: 8697: 8696: 8674: 8661: 8660: 8640: 8627: 8626: 8607: 8580: 8579: 8559: 8538: 8537: 8515: 8506: 8505: 8485: 8476: 8475: 8441: 8432: 8347: 8346: 8324: 8313: 8312: 8286: 8273: 8272: 8246: 8231: 8230: 8210: 8139:(Premarin), and 8063: 8059: 8050: 8046: 8041: 8037: 8032: 8028: 8023: 8019: 8014: 8010: 8005: 8001: 7995:American English 7945:aqueous solution 7795:estrone benzoate 7702: 7701: 7691: 7683: 7675: 7667: 7660: 7659: 7647: 7640: 7633: 7621: 7482:4-hydroxyestrone 7478:2-hydroxyestrone 7374:involved in the 7365: 7364: 7354: 7349: 7347: 7340: 7329: 7327: 7320: 7318: 7311: 7309: 7296: 7294: 7287: 7285: 7272: 7270: 7264: 7257: 7255: 7248: 7246: 7239: 7237: 7224: 7217: 7210: 7200: 7198:4-Methoxyestrone 7193: 7186: 7184:2-Methoxyestrone 7176: 7174:4-Hydroxyestrone 7169: 7160: 7158:2-Hydroxyestrone 7150: 7143: 7136: 7127: 7126: 7107: 7100: 7093: 7081: 7042:pharmacokinetics 7022:ethinylestradiol 6996:Pharmacokinetics 6970:aqueous solution 6964:of 0.10 μg 6942: 6914: 6876: 6859: 6852: 6845: 6788:microcrystalline 6675:10–20 ≈ 40–60 d; 6418: 6413: 6394: 6392: 6385: 6378: 6371: 6363: 6343: 6339: 6335: 6331: 6327: 6323: 6319: 6314: 6310: 6306: 6301: 6297: 6293: 6288: 6276: 6268: 6181:Ethinylestradiol 5955: 5950: 5946: 5940: 5936: 5930: 5926: 5920: 5916: 5911: 5907: 5901: 5897: 5891: 5887: 5881: 5877: 5871: 5867: 5861: 5857: 5848: 5841: 5834: 5827: 5819: 5793:, and relief of 5763:follicular phase 5735:inactive prodrug 5724:uterine bleeding 5708:mucous discharge 5690:of the breasts. 5550: 5520: 5517: 5490:2-Methoxyestriol 5468:2-Hydroxyestriol 5424:4-Methoxyestrone 5402:4-Hydroxyestrone 5380:2-Methoxyestrone 5358:2-Hydroxyestrone 5113: 5109: 5105: 5101: 5094: 5090: 5072: 5068: 5064: 5060: 5049: 5042: 5035: 5028: 5020: 5010: 5006: 4997: 4993: 4984: 4980: 4971: 4967: 4958: 4954: 4945: 4941: 4932: 4928: 4774:Ethinylestradiol 4518: 4514: 4508: 4504: 4498: 4494: 4488: 4484: 4478: 4474: 4468: 4464: 4458: 4454: 4435: 4428: 4421: 4414: 4406: 4376:Binding affinity 4097:Etiocholanedione 3972:4-Androstenediol 3947:5-Androstenediol 3926:DHEA; Prasterone 3491:<0.001–0.0032 3466:<0.001–0.0875 3194:33.42 (0.86–87) 2541:100.1 (1.7–257) 2434:Chlorotrianisene 2338:DES; Stilbestrol 2234:Ethinylestradiol 2038:7-Dehydroestrone 1756:4-Methoxyestriol 1731:2-Hydroxyestriol 1681:4-Methoxyestrone 1656:4-Hydroxyestrone 1631:2-Methoxyestrone 1606:2-Hydroxyestrone 1481:16,17-Epiestriol 1438:7.795 (4.94–63) 1369:0.45 (0.35–1.4) 1363:12.65 (4.03–56) 1253: 1251: 1244: 1237: 1230: 1222: 1131:Pharmacodynamics 939:pharmacokinetics 919:antigonadotropin 826:estrogen, or an 689: 688: 619: 599: 584: 578: 572: 552: 532: 512: 492: 472: 452: 432: 412: 402: 401: 387: 312: 308: 301: 242:• Free: 2.0–4.0% 239: 188: 185: 163: 152: 114: 110: 60: 51: 44: 42: 38: 21: 14953: 14952: 14948: 14947: 14946: 14944: 14943: 14942: 14908:Abandoned drugs 14898: 14897: 14896: 14891: 14851: 14830: 14794: 14610: 14596: 14430:7β-Hydroxy-DHEA 14413: 14249:Levormeloxifene 14079: 14072: 14066: 13982:deoxymiroestrol 13850:-hinokiresinol) 13488:Methallenestril 13390:Doisynolic acid 13191:Methylestradiol 12706:7α-Hydroxy-DHEA 12597: 12587: 12579: 12549: 12544: 12518: 12503:Clinical trials 12478: 12439: 12338: 12329:fluoxymesterone 12291: 12230: 12121: 12112: 12105: 12101: 12078: 12072: 12063: 12011: 11970:Methallenestril 11847:Methylestradiol 11813:Estrone sulfate 11615: 11596: 11587: 11557: 11518: 11514:Kuhl H (2005). 11507: 11488: 11486:Further reading 11483: 11482: 11451: 11447: 11402: 11398: 11385: 11384: 11380: 11373: 11357: 11353: 11346: 11330: 11326: 11319: 11303: 11299: 11264: 11260: 11229: 11225: 11218: 11202: 11198: 11175:(11): 680–695. 11161: 11152: 11121: 11114: 11083: 11079: 11069: 11053: 11049: 11042: 11026: 11019: 11012: 10994: 10990: 10959: 10950: 10913: 10909: 10898: 10882: 10878: 10841: 10837: 10806: 10802: 10757: 10753: 10746: 10724: 10715: 10676: 10672: 10635: 10631: 10595: 10589: 10585: 10548: 10544: 10496: 10492: 10460: 10456: 10433: 10429: 10382: 10378: 10333: 10329: 10302:Acta Endocrinol 10298: 10287: 10266:(8): 1099–106. 10255: 10242: 10202: 10189: 10150: 10143: 10120:(13): 8118–22. 10106: 10099: 10092: 10076: 10069: 10038: 10034: 10003: 9999: 9956: 9952: 9907: 9903: 9896: 9878: 9871: 9850:(10): 1459–69. 9839: 9830: 9799: 9782: 9751: 9734: 9695: 9678: 9647: 9643: 9612: 9608: 9577: 9573: 9536: 9527: 9506:(12): 983–985. 9496: 9485: 9475: 9459: 9455: 9408: 9404: 9362: 9358: 9348: 9334: 9330: 9323: 9307: 9303: 9296: 9278: 9274: 9267: 9249: 9245: 9229: 9228: 9218: 9214: 9207: 9189: 9180: 9173: 9155: 9148: 9141: 9132: 9125: 9107: 9103: 9072: 9061: 9050: 9034: 9030: 9023: 9005: 9001: 8994: 8977: 8973: 8964: 8963: 8959: 8951: 8947: 8946: 8937: 8930: 8904: 8895: 8885: 8883: 8882:on 21 June 2018 8874: 8873: 8856: 8849: 8833: 8826: 8789: 8776: 8765: 8749: 8738: 8731: 8709: 8700: 8693: 8675: 8664: 8657: 8641: 8630: 8623: 8609: 8608: 8583: 8576: 8560: 8541: 8534: 8516: 8509: 8502: 8486: 8479: 8439: 8435:Kuhl H (2005). 8433: 8350: 8343: 8325: 8316: 8309: 8287: 8276: 8269: 8247: 8234: 8227: 8211: 8196: 8191: 8169: 8149: 8129:estrone sulfate 8109: 8095: 8078: 8066:British English 8061: 8048: 8039: 8030: 8021: 8012: 8003: 7984: 7979: 7829:Selmar Aschheim 7825:Bernhard Zondek 7821: 7815: 7799:estrone cyanate 7783:estrone sulfate 7779:estrone acetate 7715: 7714: 7713: 7703: 7695: 7694: 7693: 7692: 7686: 7684: 7678: 7676: 7670: 7668: 7665: 7661: 7657: 7653: 7651: 7619: 7609: 7585:estrone sulfate 7579:in the form of 7569: 7470:cytochrome P450 7450:estrone sulfate 7439: 7437: 7432: 7431: 7430: 7411:glucuronidation 7366: 7358: 7357: 7356: 7355: 7352: 7350: 7345: 7343: 7341: 7338: 7335: 7332: 7330: 7325: 7323: 7321: 7316: 7314: 7312: 7307: 7305: 7302: 7299: 7297: 7292: 7290: 7288: 7283: 7281: 7278: 7275: 7273: 7268: 7266: 7262: 7260: 7258: 7253: 7251: 7249: 7244: 7242: 7240: 7235: 7233: 7230: 7227: 7225: 7220: 7218: 7213: 7211: 7206: 7203: 7201: 7196: 7194: 7189: 7187: 7182: 7179: 7177: 7172: 7170: 7163: 7161: 7156: 7153: 7151: 7146: 7144: 7141:Estrone sulfate 7139: 7137: 7132: 7128: 7124: 7120: 7111: 7078: 7054: 7024:, or 1 mg 7010:bioavailability 7003: 6998: 6993: 6992: 6991: 6990: 6989: 6981: 6980: 6977: 6943: 6934: 6917:Mean change in 6915: 6906: 6877: 6866: 6865: 6863: 6830: 6829: 6799:menstrual cycle 6777: 6697: 6676: 6656:7.5 ≈ >40 d 6565: 6390: 6389: 6358: 6357: 6321: 6308: 6295: 6257: 6144:Equilin sulfate 6070:Estrone sulfate 5948: 5938: 5928: 5918: 5909: 5899: 5889: 5879: 5869: 5859: 5845: 5791:bone resorption 5767:first trimester 5749:women and with 5700:differentiation 5676:nipple erection 5662:and a sense of 5624:vaginal dryness 5580: 5111: 5103: 5092: 5070: 5062: 5046: 5008: 4995: 4982: 4969: 4956: 4943: 4930: 4830:Methylestradiol 4634:Estrone sulfate 4516: 4506: 4496: 4486: 4476: 4466: 4456: 4432: 4354:1.6 (0.75–1.9) 4329:2.5 (1.06–5.0) 4279:0.5 (0.45–2.0) 4232:0.1 (0.01–0.3) 4207:<0.001–0.010 4072:Androstanedione 3857:<0.002–0.040 3616:7.68 (2.04–28) 3541:0.6 (0.032–13) 3469:<0.001–0.016 3434:Deoxymiroestrol 3003:ERα antagonist 2916:49 (10.0–89.1) 2891:43.5 (9.4–325) 2759:Levormeloxifene 2669:5.34 (0.54–16) 2613:F-6066; Sexovid 2591:25 (19.2–37.2) 2547:2.3 (0.1–3.61) 2409:Benzestrol (B2) 2366:153.6 (31–302) 2309:Methylestradiol 2244:44.4 (2.0–144) 1906:Estrone sulfate 1638:<0.001–<1 1463:55.45 (29–103) 1372:0.7 (0.63–0.7) 1366:26 (14.0–44.6) 1338:16.39 (0.7–60) 1276: 1249: 1248: 1193:estrone sulfate 1138: 1133: 1128: 1112:fluid retention 1089: 1083: 1014: 1004: 1002:Available forms 946:bioavailability 927:prostate cancer 907:vaginal atrophy 879: 812:fluid retention 774:estrone sulfate 723:steroid hormone 718:medication and 684: 682: 677: 674: 669: 664: 663: 652: 649: 644: 643: 622: 597: 587: 581: 575: 555: 535: 515: 495: 475: 455: 435: 415: 398: 390: 370: 367: 342: 341: 313:: 20–30 minutes 310: 299: 291: 286: 284:Estrone sulfate 281: 265:glucuronidation 241: 235: 229: 224:Protein binding 211:Bioavailability 203:Pharmacokinetic 197: 167: 154: 117:estrone sulfate 112: 90: 35: 28: 23: 22: 15: 12: 11: 5: 14951: 14941: 14940: 14935: 14930: 14925: 14920: 14915: 14910: 14893: 14892: 14890: 14889: 14884: 14879: 14874: 14869: 14864: 14860: 14857: 14856: 14853: 14852: 14850: 14849: 14844: 14838: 14836: 14832: 14831: 14829: 14828: 14823: 14818: 14813: 14808: 14802: 14800: 14796: 14795: 14793: 14792: 14787: 14782: 14777: 14772: 14767: 14762: 14757: 14747: 14742: 14737: 14732: 14727: 14722: 14720:Hydroxytyrosol 14717: 14712: 14707: 14702: 14697: 14692: 14687: 14682: 14677: 14672: 14658: 14653: 14648: 14643: 14638: 14633: 14628: 14622: 14620: 14613: 14602: 14601: 14598: 14597: 14595: 14594: 14585: 14584: 14575: 14574: 14569: 14564: 14559: 14554: 14549: 14544: 14539: 14534: 14529: 14524: 14519: 14514: 14509: 14504: 14499: 14494: 14489: 14467: 14462: 14457: 14452: 14447: 14442: 14437: 14435:Chloroindazole 14432: 14427: 14421: 14419: 14415: 14414: 14412: 14411: 14406: 14401: 14396: 14391: 14386: 14381: 14376: 14371: 14366: 14361: 14356: 14354:Spironolactone 14351: 14346: 14341: 14336: 14331: 14326: 14321: 14316: 14311: 14306: 14301: 14296: 14291: 14286: 14281: 14276: 14271: 14266: 14261: 14256: 14251: 14246: 14241: 14236: 14231: 14226: 14221: 14216: 14211: 14206: 14201: 14196: 14191: 14186: 14181: 14176: 14171: 14166: 14161: 14156: 14151: 14146: 14141: 14136: 14131: 14126: 14121: 14116: 14111: 14106: 14101: 14096: 14091: 14085: 14083: 14068: 14067: 14065: 14064: 14055:Others (e.g., 14053: 14003: 13989: 13975: 13945: 13927: 13905: 13863: 13853: 13831: 13826: 13783:liquiritigenin 13692: 13678: 13656: 13630:Xenoestrogens: 13626: 13625: 13620: 13615: 13610: 13601: 13600: 13595: 13590: 13585: 13580: 13575: 13570: 13565: 13560: 13555: 13550: 13545: 13540: 13535: 13530: 13525: 13520: 13515: 13510: 13505: 13503:Paroxypropione 13500: 13495: 13490: 13485: 13480: 13472: 13464: 13459: 13454: 13453: 13452: 13442: 13437: 13432: 13427: 13422: 13417: 13415:Estrobin (DBE) 13412: 13407: 13402: 13397: 13392: 13387: 13382: 13377: 13372: 13371: 13370: 13360: 13359: 13358: 13348: 13343: 13338: 13333: 13328: 13323: 13318: 13313: 13308: 13306:Allenolic acid 13303: 13298: 13293: 13288: 13283: 13278: 13273: 13264: 13263: 13258: 13253: 13248: 13243: 13238: 13233: 13228: 13223: 13218: 13213: 13211:Norethisterone 13208: 13203: 13201:Mytatrienediol 13198: 13193: 13188: 13183: 13178: 13173: 13168: 13163: 13158: 13153: 13148: 13146:Ethylestradiol 13143: 13141:Ethinylestriol 13138: 13137: 13136: 13131: 13121: 13120: 13119: 13109: 13104: 13103: 13102: 13097: 13092: 13090:Estrone esters 13082: 13077: 13072: 13067: 13066: 13065: 13060: 13058:Estriol esters 13050: 13045: 13043:Estrapronicate 13040: 13035: 13030: 13029: 13028: 13023: 13018: 13008: 13003: 12998: 12993: 12988: 12983: 12978: 12973: 12965: 12960: 12955: 12950: 12945: 12940: 12935: 12934: 12933: 12923: 12918: 12913: 12908: 12903: 12898: 12868: 12863: 12861:Alestramustine 12858: 12853: 12848: 12843: 12838: 12833: 12828: 12823: 12818: 12813: 12808: 12798: 12793: 12788: 12783: 12778: 12773: 12768: 12763: 12761:16-Ketoestrone 12758: 12753: 12748: 12743: 12738: 12733: 12728: 12723: 12718: 12713: 12708: 12703: 12698: 12693: 12688: 12683: 12678: 12673: 12668: 12663: 12658: 12653: 12648: 12643: 12638: 12633: 12628: 12623: 12618: 12609: 12607: 12600: 12589: 12588: 12578: 12577: 12570: 12563: 12555: 12546: 12545: 12543: 12542: 12537: 12532: 12527: 12522: 12517: 12516: 12515: 12514: 12511: 12500: 12494: 12488: 12487: 12484: 12483: 12480: 12479: 12477: 12476: 12471: 12462: 12461: 12456: 12447: 12445: 12441: 12440: 12438: 12437: 12407: 12390: 12373: 12366:chlorpromazine 12354:metoclopramide 12336: 12332: 12301: 12299: 12293: 12292: 12290: 12289: 12284: 12279: 12270: 12269: 12264: 12255: 12254: 12249: 12240: 12238: 12232: 12231: 12229: 12228: 12219: 12218: 12213: 12204: 12203: 12198: 12193: 12188: 12183: 12178: 12173: 12168: 12163: 12158: 12153: 12148: 12143: 12138: 12133: 12127: 12125: 12090: 12084: 12083: 12080: 12079: 12077: 12076: 12052: 12032: 12021: 12019: 12013: 12012: 12010: 12009: 12004: 11999: 11994: 11989: 11987:Paroxypropione 11984: 11983: 11982: 11972: 11967: 11966: 11965: 11955: 11950: 11949: 11948: 11943: 11938: 11928: 11923: 11922: 11921: 11911: 11906: 11901: 11892: 11891: 11886: 11881: 11876: 11875: 11874: 11869: 11859: 11854: 11849: 11844: 11839: 11834: 11833: 11832: 11822: 11821: 11820: 11815: 11808:Estrone esters 11805: 11800: 11795: 11784:Estriol esters 11781: 11776: 11771: 11729: 11724: 11719: 11714: 11709: 11704: 11699: 11694: 11689: 11684: 11669:norethisterone 11661: 11630: 11621: 11619: 11604: 11598: 11597: 11586: 11585: 11578: 11571: 11563: 11556: 11555: 11511: 11505: 11489: 11487: 11484: 11481: 11480: 11445: 11396: 11378: 11371: 11351: 11344: 11324: 11317: 11297: 11274:(6): 420–422. 11258: 11223: 11216: 11196: 11150: 11112: 11077: 11067: 11047: 11040: 11017: 11010: 10988: 10948: 10907: 10896: 10876: 10855:(1): 335–349. 10835: 10816:(2): 202–212. 10800: 10751: 10744: 10713: 10686:(9): 1123–45. 10670: 10629: 10583: 10562:(10): 1063–6. 10556:Fertil. Steril 10542: 10490: 10454: 10437:Altern Med Rev 10427: 10376: 10341:Pharmacol. Rev 10327: 10285: 10240: 10187: 10141: 10097: 10090: 10067: 10032: 9997: 9970:(20): 4410–5. 9950: 9901: 9894: 9869: 9828: 9780: 9732: 9676: 9657:(6): 334–336. 9641: 9606: 9571: 9550:(6): 277–278. 9525: 9483: 9473: 9453: 9402: 9356: 9346: 9328: 9321: 9301: 9294: 9282:"Osteoporosis" 9272: 9265: 9243: 9212: 9205: 9178: 9171: 9146: 9130: 9123: 9101: 9059: 9048: 9028: 9021: 8999: 8992: 8971: 8957: 8935: 8928: 8893: 8854: 8847: 8824: 8803:(5): 362–366. 8774: 8763: 8736: 8729: 8698: 8691: 8662: 8655: 8628: 8621: 8581: 8574: 8539: 8532: 8507: 8500: 8477: 8348: 8341: 8314: 8307: 8274: 8267: 8232: 8225: 8193: 8192: 8190: 8187: 8186: 8185: 8180: 8175: 8168: 8165: 8148: 8145: 8094: 8091: 8077: 8074: 7993:of estrone in 7983: 7980: 7978: 7975: 7885:amniotic fluid 7814: 7811: 7771:estrone esters 7737:hydroxyl group 7717: 7716: 7697: 7696: 7663: 7662: 7655: 7654: 7650: 7649: 7642: 7635: 7627: 7626: 7625: 7624: 7608: 7605: 7568: 7565: 7462:glucuronidases 7434: 7433: 7360: 7359: 7130: 7129: 7122: 7121: 7110: 7109: 7102: 7095: 7087: 7086: 7085: 7084: 7079: 7077: 7074: 7060:. In terms of 7053: 7050: 7002: 6999: 6997: 6994: 6984: 6983: 6982: 6979: 6978: 6944: 6937: 6935: 6916: 6909: 6907: 6890:of estrone or 6878: 6871: 6868: 6867: 6862: 6861: 6854: 6847: 6839: 6838: 6837: 6836: 6835: 6832: 6831: 6778: 6773: 6772: 6769: 6768: 6765: 6762: 6759: 6756: 6750: 6749: 6746: 6743: 6740: 6737: 6731: 6730: 6729:0.1–2 ≈ 2–7 d 6727: 6724: 6721: 6717: 6716: 6713: 6710: 6707: 6704: 6700: 6699: 6694: 6691: 6688: 6685: 6679: 6678: 6673: 6670: 6667: 6664: 6658: 6657: 6654: 6651: 6648: 6645: 6639: 6638: 6635: 6632: 6629: 6626: 6620: 6619: 6616: 6613: 6610: 6606: 6605: 6602: 6599: 6596: 6593: 6587: 6586: 6583: 6580: 6577: 6574: 6568: 6567: 6562: 6559: 6556: 6553: 6547: 6546: 6543: 6540: 6537: 6534: 6528: 6527: 6524: 6521: 6518: 6514: 6513: 6510: 6507: 6504: 6500: 6499: 6496: 6493: 6490: 6487: 6481: 6480: 6477: 6474: 6471: 6467: 6466: 6463: 6460: 6457: 6453: 6452: 6449: 6446: 6443: 6439: 6438: 6435: 6432: 6429: 6426: 6420: 6419: 6414: 6408: 6407: 6404: 6401: 6398: 6388: 6387: 6380: 6373: 6365: 6360: 6359: 6346:liver proteins 6289:= Decrease in 6264:Abbreviations: 6258: 6255: 6254: 6251: 6250: 6247: 6244: 6241: 6238: 6235: 6232: 6229: 6226: 6223: 6220: 6214: 6213: 6210: 6207: 6204: 6201: 6198: 6195: 6192: 6189: 6186: 6183: 6177: 6176: 6173: 6170: 6167: 6164: 6161: 6158: 6155: 6152: 6149: 6146: 6140: 6139: 6136: 6133: 6130: 6127: 6124: 6121: 6118: 6115: 6112: 6109: 6103: 6102: 6099: 6096: 6093: 6090: 6087: 6084: 6081: 6078: 6075: 6072: 6066: 6065: 6062: 6059: 6056: 6053: 6050: 6047: 6044: 6041: 6038: 6035: 6029: 6028: 6025: 6022: 6019: 6016: 6013: 6010: 6007: 6004: 6001: 5998: 5994: 5993: 5990: 5987: 5984: 5981: 5978: 5975: 5972: 5969: 5966: 5963: 5957: 5956: 5951: 5941: 5931: 5921: 5902: 5892: 5882: 5872: 5862: 5852: 5844: 5843: 5836: 5829: 5821: 5588:ovariectomized 5579: 5576: 5573: 5572: 5571:See template. 5538:ovariectomized 5508: 5507: 5504: 5501: 5498: 5495: 5492: 5486: 5485: 5482: 5479: 5476: 5473: 5470: 5464: 5463: 5460: 5457: 5454: 5451: 5448: 5442: 5441: 5438: 5435: 5432: 5429: 5426: 5420: 5419: 5416: 5413: 5410: 5407: 5404: 5398: 5397: 5394: 5391: 5388: 5385: 5382: 5376: 5375: 5372: 5369: 5366: 5363: 5360: 5354: 5353: 5350: 5347: 5344: 5341: 5338: 5332: 5331: 5328: 5325: 5322: 5319: 5316: 5310: 5309: 5306: 5303: 5300: 5297: 5294: 5288: 5287: 5284: 5281: 5278: 5275: 5272: 5266: 5265: 5262: 5259: 5256: 5253: 5250: 5244: 5243: 5240: 5237: 5234: 5231: 5228: 5222: 5221: 5218: 5215: 5212: 5209: 5206: 5200: 5199: 5196: 5193: 5190: 5187: 5184: 5178: 5177: 5174: 5171: 5168: 5165: 5162: 5158: 5157: 5154: 5151: 5148: 5145: 5142: 5140:Estradiol (E2) 5136: 5135: 5132: 5129: 5126: 5123: 5120: 5116: 5115: 5096: 5085: 5080: 5077:Uterine weight 5074: 5055: 5045: 5044: 5037: 5030: 5022: 5017: 5016: 5015:See template. 4910: 4909: 4906: 4903: 4900: 4897: 4894: 4891: 4888: 4882: 4881: 4878: 4875: 4872: 4869: 4866: 4863: 4860: 4854: 4853: 4850: 4847: 4844: 4841: 4838: 4835: 4832: 4826: 4825: 4822: 4819: 4816: 4813: 4810: 4807: 4804: 4798: 4797: 4794: 4791: 4788: 4785: 4782: 4779: 4776: 4770: 4769: 4766: 4763: 4760: 4757: 4754: 4751: 4748: 4742: 4741: 4738: 4735: 4732: 4729: 4726: 4723: 4720: 4714: 4713: 4710: 4707: 4704: 4701: 4698: 4695: 4692: 4686: 4685: 4682: 4679: 4676: 4673: 4670: 4667: 4664: 4658: 4657: 4654: 4651: 4648: 4645: 4642: 4639: 4636: 4630: 4629: 4626: 4623: 4620: 4617: 4614: 4611: 4608: 4604: 4603: 4600: 4597: 4594: 4591: 4588: 4585: 4582: 4576: 4575: 4572: 4569: 4566: 4563: 4560: 4557: 4554: 4548: 4547: 4544: 4541: 4538: 4535: 4532: 4529: 4526: 4520: 4519: 4509: 4499: 4489: 4479: 4469: 4459: 4448: 4447: 4441: 4431: 4430: 4423: 4416: 4408: 4403: 4402: 4368: 4367: 4364: 4361: 4358: 4355: 4352: 4349: 4343: 4342: 4339: 4336: 4333: 4330: 4327: 4324: 4318: 4317: 4314: 4311: 4308: 4305: 4302: 4299: 4293: 4292: 4289: 4286: 4283: 4280: 4277: 4274: 4268: 4267: 4264: 4261: 4258: 4255: 4254:0.5 (0.3–0.7) 4252: 4249: 4243: 4242: 4239: 4236: 4233: 4230: 4227: 4224: 4222:Norethisterone 4218: 4217: 4214: 4211: 4208: 4205: 4202: 4199: 4193: 4192: 4189: 4186: 4183: 4180: 4177: 4174: 4168: 4167: 4164: 4161: 4158: 4155: 4152: 4149: 4143: 4142: 4139: 4136: 4133: 4130: 4127: 4124: 4118: 4117: 4114: 4111: 4108: 4105: 4102: 4099: 4093: 4092: 4089: 4086: 4083: 4080: 4077: 4074: 4068: 4067: 4064: 4061: 4058: 4055: 4052: 4049: 4043: 4042: 4039: 4036: 4033: 4030: 4027: 4024: 4018: 4017: 4014: 4011: 4008: 4005: 4002: 3999: 3993: 3992: 3989: 3986: 3983: 3980: 3977: 3974: 3968: 3967: 3964: 3961: 3958: 3955: 3952: 3949: 3943: 3942: 3939: 3936: 3933: 3930: 3927: 3924: 3918: 3917: 3914: 3911: 3908: 3905: 3902: 3899: 3893: 3892: 3889: 3886: 3883: 3880: 3877: 3874: 3868: 3867: 3864: 3861: 3858: 3855: 3852: 3849: 3843: 3842: 3839: 3836: 3833: 3830: 3827: 3822:Hydroxychlor; 3820: 3814: 3813: 3810: 3807: 3804: 3801: 3798: 3797:-Dimethoxy-DDT 3792: 3786: 3785: 3782: 3779: 3776: 3773: 3770: 3767: 3758: 3757: 3754: 3751: 3748: 3745: 3742: 3739: 3730: 3729: 3726: 3723: 3720: 3717: 3714: 3711: 3705: 3704: 3701: 3698: 3695: 3692: 3689: 3686: 3680: 3679: 3676: 3673: 3670: 3667: 3664: 3661: 3655: 3654: 3651: 3648: 3645: 3642: 3639: 3636: 3630: 3629: 3626: 3623: 3620: 3617: 3614: 3611: 3605: 3604: 3601: 3598: 3595: 3592: 3589: 3586: 3580: 3579: 3576: 3573: 3570: 3567: 3564: 3561: 3555: 3554: 3551: 3548: 3545: 3542: 3539: 3536: 3530: 3529: 3526: 3523: 3520: 3517: 3514: 3511: 3505: 3504: 3501: 3498: 3495: 3492: 3489: 3486: 3480: 3479: 3476: 3473: 3470: 3467: 3464: 3461: 3455: 3454: 3451: 3448: 3445: 3442: 3439: 3436: 3430: 3429: 3426: 3423: 3420: 3417: 3414: 3411: 3405: 3404: 3401: 3398: 3395: 3392: 3389: 3386: 3380: 3379: 3376: 3373: 3370: 3367: 3366:<0.001–0.01 3364: 3361: 3355: 3354: 3351: 3348: 3345: 3342: 3339: 3336: 3330: 3329: 3326: 3323: 3320: 3317: 3314: 3311: 3305: 3304: 3301: 3298: 3295: 3292: 3289: 3286: 3280: 3279: 3276: 3273: 3270: 3267: 3264: 3261: 3255: 3254: 3251: 3248: 3245: 3242: 3239: 3236: 3230: 3229: 3226: 3223: 3220: 3217: 3214: 3211: 3205: 3204: 3201: 3198: 3195: 3192: 3189: 3186: 3180: 3179: 3176: 3173: 3170: 3167: 3164: 3161: 3155: 3154: 3151: 3148: 3145: 3142: 3139: 3136: 3130: 3129: 3126: 3123: 3120: 3117: 3114: 3111: 3105: 3104: 3101: 3098: 3095: 3092: 3089: 3086: 3080: 3079: 3076: 3073: 3070: 3067: 3064: 3061: 3055: 3054: 3051: 3048: 3045: 3042: 3039: 3036: 3030: 3029: 3026: 3023: 3020: 3017: 3014: 3011: 3005: 3004: 3001: 2998: 2995: 2992: 2989: 2986: 2980: 2979: 2976: 2973: 2970: 2967: 2964: 2961: 2955: 2954: 2951: 2948: 2945: 2942: 2939: 2936: 2930: 2929: 2926: 2923: 2920: 2917: 2914: 2911: 2905: 2904: 2901: 2898: 2895: 2892: 2889: 2886: 2880: 2879: 2876: 2873: 2870: 2867: 2864: 2861: 2855: 2854: 2851: 2848: 2845: 2842: 2839: 2836: 2830: 2829: 2826: 2823: 2820: 2817: 2814: 2811: 2805: 2804: 2801: 2798: 2795: 2792: 2789: 2786: 2780: 2779: 2776: 2773: 2770: 2767: 2764: 2761: 2755: 2754: 2751: 2748: 2745: 2742: 2739: 2736: 2730: 2729: 2726: 2723: 2720: 2717: 2714: 2711: 2705: 2704: 2701: 2698: 2695: 2692: 2689: 2686: 2680: 2679: 2676: 2673: 2670: 2667: 2666:41.2 (7.8–69) 2664: 2661: 2655: 2654: 2651: 2648: 2645: 2642: 2639: 2636: 2630: 2629: 2626: 2623: 2620: 2617: 2614: 2611: 2605: 2604: 2601: 2598: 2595: 2592: 2589: 2586: 2580: 2579: 2576: 2573: 2570: 2567: 2564: 2561: 2555: 2554: 2551: 2548: 2545: 2544:10 (0.98–339) 2542: 2539: 2536: 2530: 2529: 2526: 2523: 2520: 2519:3.33 (0.28–6) 2517: 2514: 2511: 2505: 2504: 2501: 2498: 2495: 2492: 2489: 2486: 2480: 2479: 2476: 2473: 2470: 2467: 2464: 2461: 2455: 2454: 2451: 2448: 2445: 2442: 2439: 2436: 2430: 2429: 2426: 2423: 2420: 2417: 2414: 2411: 2405: 2404: 2401: 2398: 2395: 2392: 2391:37 (20.4–223) 2389: 2386: 2380: 2379: 2376: 2373: 2370: 2367: 2364: 2361: 2355: 2354: 2351: 2348: 2345: 2342: 2339: 2336: 2330: 2329: 2326: 2323: 2320: 2317: 2314: 2311: 2305: 2304: 2301: 2298: 2295: 2292: 2289: 2286: 2280: 2279: 2276: 2273: 2270: 2267: 2264: 2261: 2255: 2254: 2251: 2248: 2245: 2242: 2239: 2236: 2230: 2229: 2226: 2223: 2220: 2217: 2214: 2211: 2205: 2204: 2201: 2198: 2195: 2192: 2189: 2186: 2180: 2179: 2176: 2173: 2170: 2167: 2164: 2161: 2155: 2154: 2151: 2148: 2145: 2142: 2139: 2136: 2130: 2129: 2126: 2123: 2120: 2117: 2114: 2111: 2105: 2104: 2101: 2098: 2095: 2092: 2089: 2086: 2080: 2079: 2076: 2073: 2070: 2067: 2064: 2061: 2055: 2054: 2051: 2048: 2045: 2042: 2041:13 (4.0–28.9) 2039: 2036: 2030: 2029: 2026: 2023: 2020: 2017: 2014: 2011: 2002: 2001: 1998: 1995: 1992: 1989: 1986: 1983: 1977: 1976: 1973: 1970: 1967: 1964: 1961: 1958: 1952: 1951: 1948: 1945: 1942: 1939: 1936: 1933: 1927: 1926: 1923: 1920: 1917: 1914: 1911: 1908: 1902: 1901: 1898: 1895: 1892: 1889: 1886: 1883: 1877: 1876: 1873: 1870: 1867: 1864: 1861: 1858: 1852: 1851: 1848: 1845: 1842: 1839: 1836: 1833: 1827: 1826: 1823: 1820: 1817: 1814: 1811: 1808: 1802: 1801: 1798: 1795: 1792: 1789: 1786: 1783: 1777: 1776: 1773: 1770: 1767: 1764: 1761: 1758: 1752: 1751: 1748: 1745: 1742: 1739: 1736: 1733: 1727: 1726: 1723: 1720: 1717: 1714: 1711: 1708: 1702: 1701: 1698: 1695: 1692: 1689: 1686: 1683: 1677: 1676: 1673: 1670: 1667: 1664: 1661: 1658: 1652: 1651: 1648: 1645: 1642: 1639: 1636: 1633: 1627: 1626: 1623: 1620: 1617: 1614: 1611: 1608: 1602: 1601: 1598: 1595: 1592: 1589: 1586: 1583: 1577: 1576: 1573: 1570: 1567: 1564: 1561: 1558: 1552: 1551: 1548: 1545: 1542: 1539: 1536: 1533: 1527: 1526: 1523: 1520: 1517: 1514: 1511: 1508: 1502: 1501: 1498: 1495: 1492: 1489: 1486: 1483: 1477: 1476: 1473: 1470: 1467: 1464: 1461: 1458: 1452: 1451: 1448: 1445: 1442: 1439: 1436: 1433: 1427: 1426: 1423: 1420: 1417: 1414: 1413:20.5 (7–80.1) 1411: 1408: 1402: 1401: 1398: 1395: 1392: 1389: 1386: 1383: 1377: 1376: 1373: 1370: 1367: 1364: 1361: 1358: 1352: 1351: 1348: 1345: 1342: 1341:6.5 (1.36–52) 1339: 1336: 1333: 1329: 1328: 1325: 1322: 1319: 1316: 1313: 1310: 1304: 1303: 1298: 1293: 1288: 1282: 1281: 1278: 1274: 1268: 1262: 1259: 1247: 1246: 1239: 1232: 1224: 1137: 1134: 1132: 1129: 1127: 1124: 1082: 1079: 1003: 1000: 955:Regardless of 915:ovariectomized 911:postmenopausal 878: 875: 869:of estradiol. 691: 690: 679: 678: 676: 675: 672: 670: 667: 659: 658: 657: 654: 653: 651: 650: 647: 639: 638: 637: 634: 633: 630: 624: 623: 621: 620: 612: 610: 602: 601: 595: 589: 588: 585: 579: 573: 568: 562: 561: 557: 556: 554: 553: 545: 543: 537: 536: 534: 533: 525: 523: 517: 516: 514: 513: 505: 503: 497: 496: 494: 493: 485: 483: 477: 476: 474: 473: 465: 463: 457: 456: 454: 453: 445: 443: 437: 436: 434: 433: 425: 423: 417: 416: 414: 413: 405: 403: 392: 391: 389: 388: 380: 378: 372: 371: 369: 368: 345: 337: 336: 335: 332: 331: 327: 326: 321: 315: 314: 303: 294: 293: 275: 269: 268: 250: 244: 243: 226: 220: 219: 213: 207: 206: 199: 198: 196: 195: 182: 180: 174: 173: 169: 168: 166: 165: 141: 139: 133: 132: 127: 121: 120: 93: 91:administration 85: 84: 81: 77: 76: 73: 67: 66: 62: 61: 53: 52: 26: 9: 6: 4: 3: 2: 14950: 14939: 14936: 14934: 14931: 14929: 14926: 14924: 14921: 14919: 14916: 14914: 14911: 14909: 14906: 14905: 14903: 14888: 14885: 14883: 14880: 14878: 14875: 14873: 14870: 14868: 14865: 14862: 14861: 14858: 14848: 14845: 14843: 14840: 14839: 14837: 14833: 14827: 14824: 14822: 14819: 14817: 14814: 14812: 14809: 14807: 14804: 14803: 14801: 14797: 14791: 14788: 14786: 14783: 14781: 14778: 14776: 14773: 14771: 14768: 14766: 14763: 14761: 14758: 14755: 14751: 14748: 14746: 14743: 14741: 14738: 14736: 14733: 14731: 14728: 14726: 14723: 14721: 14718: 14716: 14713: 14711: 14708: 14706: 14703: 14701: 14698: 14696: 14693: 14691: 14688: 14686: 14683: 14681: 14678: 14676: 14673: 14670: 14666: 14662: 14659: 14657: 14654: 14652: 14649: 14647: 14644: 14642: 14639: 14637: 14634: 14632: 14629: 14627: 14624: 14623: 14621: 14617: 14614: 14609: 14603: 14593: 14590: 14587: 14586: 14583: 14580: 14577: 14576: 14573: 14570: 14568: 14565: 14563: 14560: 14558: 14555: 14553: 14550: 14548: 14545: 14543: 14540: 14538: 14535: 14533: 14530: 14528: 14525: 14523: 14520: 14518: 14515: 14513: 14510: 14508: 14505: 14503: 14500: 14498: 14495: 14493: 14490: 14487: 14483: 14479: 14475: 14471: 14468: 14466: 14463: 14461: 14458: 14456: 14453: 14451: 14448: 14446: 14443: 14441: 14438: 14436: 14433: 14431: 14428: 14426: 14423: 14422: 14420: 14416: 14410: 14407: 14405: 14402: 14400: 14397: 14395: 14392: 14390: 14387: 14385: 14382: 14380: 14377: 14375: 14372: 14370: 14367: 14365: 14362: 14360: 14357: 14355: 14352: 14350: 14347: 14345: 14342: 14340: 14337: 14335: 14334:Pipendoxifene 14332: 14330: 14327: 14325: 14322: 14320: 14317: 14315: 14312: 14310: 14307: 14305: 14302: 14300: 14297: 14295: 14292: 14290: 14287: 14285: 14282: 14280: 14277: 14275: 14272: 14270: 14267: 14265: 14262: 14260: 14257: 14255: 14252: 14250: 14247: 14245: 14242: 14240: 14237: 14235: 14232: 14230: 14227: 14225: 14222: 14220: 14217: 14215: 14212: 14210: 14207: 14205: 14202: 14200: 14197: 14195: 14192: 14190: 14187: 14185: 14182: 14180: 14177: 14175: 14172: 14170: 14169:Clomifenoxide 14167: 14165: 14162: 14160: 14157: 14155: 14152: 14150: 14147: 14145: 14144:Brilanestrant 14142: 14140: 14137: 14135: 14132: 14130: 14127: 14125: 14122: 14120: 14117: 14115: 14112: 14110: 14107: 14105: 14102: 14100: 14097: 14095: 14092: 14090: 14087: 14086: 14084: 14078: 14069: 14062: 14058: 14054: 14051: 14047: 14043: 14039: 14035: 14031: 14027: 14023: 14019: 14015: 14011: 14007: 14004: 14001: 13997: 13993: 13990: 13987: 13983: 13980:-like (e.g., 13979: 13976: 13973: 13969: 13965: 13961: 13957: 13953: 13949: 13946: 13943: 13939: 13935: 13931: 13928: 13925: 13924:guggulsterone 13921: 13917: 13913: 13909: 13908:Phytosteroids 13906: 13903: 13899: 13895: 13891: 13887: 13883: 13879: 13875: 13871: 13867: 13864: 13861: 13857: 13854: 13851: 13849: 13843: 13842:enterolactone 13839: 13835: 13832: 13830: 13827: 13824: 13820: 13816: 13812: 13808: 13804: 13800: 13796: 13792: 13788: 13784: 13780: 13776: 13772: 13768: 13764: 13760: 13756: 13752: 13748: 13744: 13740: 13736: 13732: 13728: 13724: 13720: 13716: 13712: 13708: 13704: 13700: 13696: 13693: 13690: 13686: 13682: 13679: 13676: 13675:wedelolactone 13672: 13668: 13664: 13660: 13657: 13654: 13653:photoanethole 13650: 13646: 13642: 13638: 13634: 13631: 13628: 13627: 13624: 13621: 13619: 13616: 13614: 13611: 13609: 13606: 13603: 13602: 13599: 13596: 13594: 13591: 13589: 13586: 13584: 13581: 13579: 13576: 13574: 13571: 13569: 13566: 13564: 13561: 13559: 13556: 13554: 13551: 13549: 13546: 13544: 13541: 13539: 13536: 13534: 13531: 13529: 13526: 13524: 13521: 13519: 13516: 13514: 13511: 13509: 13508:Pentafluranol 13506: 13504: 13501: 13499: 13496: 13494: 13491: 13489: 13486: 13484: 13481: 13479: 13477: 13473: 13471: 13469: 13465: 13463: 13460: 13458: 13455: 13451: 13448: 13447: 13446: 13443: 13441: 13438: 13436: 13433: 13431: 13428: 13426: 13423: 13421: 13418: 13416: 13413: 13411: 13408: 13406: 13403: 13401: 13398: 13396: 13393: 13391: 13388: 13386: 13383: 13381: 13378: 13376: 13373: 13369: 13366: 13365: 13364: 13361: 13357: 13354: 13353: 13352: 13349: 13347: 13344: 13342: 13339: 13337: 13334: 13332: 13329: 13327: 13324: 13322: 13319: 13317: 13314: 13312: 13309: 13307: 13304: 13302: 13299: 13297: 13294: 13292: 13289: 13287: 13284: 13282: 13279: 13277: 13274: 13272: 13269: 13268:Nonsteroidal: 13266: 13265: 13262: 13259: 13257: 13254: 13252: 13249: 13247: 13244: 13242: 13239: 13237: 13234: 13232: 13229: 13227: 13224: 13222: 13219: 13217: 13214: 13212: 13209: 13207: 13204: 13202: 13199: 13197: 13194: 13192: 13189: 13187: 13184: 13182: 13179: 13177: 13174: 13172: 13169: 13167: 13164: 13162: 13159: 13157: 13154: 13152: 13149: 13147: 13144: 13142: 13139: 13135: 13132: 13130: 13127: 13126: 13125: 13122: 13118: 13117:Ethandrostate 13115: 13114: 13113: 13110: 13108: 13105: 13101: 13098: 13096: 13093: 13091: 13088: 13087: 13086: 13083: 13081: 13078: 13076: 13073: 13071: 13068: 13064: 13061: 13059: 13056: 13055: 13054: 13051: 13049: 13046: 13044: 13041: 13039: 13036: 13034: 13031: 13027: 13024: 13022: 13019: 13017: 13014: 13013: 13012: 13009: 13007: 13004: 13002: 12999: 12997: 12994: 12992: 12989: 12987: 12984: 12982: 12979: 12977: 12974: 12972: 12970: 12966: 12964: 12961: 12959: 12956: 12954: 12951: 12949: 12946: 12944: 12941: 12939: 12936: 12932: 12929: 12928: 12927: 12926:Cloxestradiol 12924: 12922: 12919: 12917: 12914: 12912: 12909: 12907: 12904: 12902: 12899: 12896: 12892: 12888: 12884: 12880: 12876: 12872: 12869: 12867: 12864: 12862: 12859: 12857: 12854: 12852: 12849: 12847: 12844: 12842: 12839: 12837: 12834: 12832: 12829: 12827: 12824: 12822: 12819: 12817: 12814: 12812: 12809: 12806: 12802: 12801:17α-Estradiol 12799: 12797: 12794: 12792: 12789: 12787: 12784: 12782: 12779: 12777: 12774: 12772: 12769: 12767: 12764: 12762: 12759: 12757: 12754: 12752: 12749: 12747: 12744: 12742: 12739: 12737: 12734: 12732: 12729: 12727: 12724: 12722: 12719: 12717: 12714: 12712: 12709: 12707: 12704: 12702: 12699: 12697: 12694: 12692: 12689: 12687: 12684: 12682: 12679: 12677: 12674: 12672: 12669: 12667: 12664: 12662: 12659: 12657: 12654: 12652: 12649: 12647: 12644: 12642: 12639: 12637: 12634: 12632: 12629: 12627: 12624: 12622: 12619: 12617: 12614: 12611: 12610: 12608: 12604: 12601: 12596: 12590: 12586: 12583: 12576: 12571: 12569: 12564: 12562: 12557: 12556: 12553: 12541: 12538: 12536: 12533: 12531: 12528: 12526: 12523: 12520: 12519: 12512: 12510: 12507: 12506: 12504: 12501: 12498: 12495: 12493: 12490: 12489: 12485: 12475: 12472: 12470: 12467: 12464: 12463: 12460: 12457: 12455: 12452: 12449: 12448: 12446: 12442: 12435: 12431: 12427: 12423: 12419: 12415: 12411: 12408: 12405: 12401: 12397: 12391: 12388: 12384: 12380: 12374: 12371: 12367: 12363: 12359: 12355: 12351: 12347: 12343: 12340: 12333: 12330: 12326: 12322: 12318: 12314: 12310: 12306: 12303: 12302: 12300: 12298: 12294: 12288: 12285: 12283: 12280: 12278: 12275: 12272: 12271: 12268: 12265: 12263: 12260: 12257: 12256: 12253: 12250: 12248: 12245: 12242: 12241: 12239: 12237: 12233: 12227: 12224: 12221: 12220: 12217: 12214: 12212: 12209: 12206: 12205: 12202: 12199: 12197: 12194: 12192: 12189: 12187: 12184: 12182: 12179: 12177: 12174: 12172: 12169: 12167: 12164: 12162: 12159: 12157: 12154: 12152: 12149: 12147: 12144: 12142: 12139: 12137: 12134: 12132: 12129: 12128: 12126: 12120: 12111: 12100: 12094: 12091: 12089: 12088:Antiestrogens 12085: 12071: 12062: 12056: 12055:Gonadotropins 12053: 12050: 12046: 12045:(gonadorelin) 12039: 12033: 12030: 12026: 12025:Antiandrogens 12023: 12022: 12020: 12018: 12014: 12008: 12005: 12003: 12000: 11998: 11995: 11993: 11990: 11988: 11985: 11981: 11978: 11977: 11976: 11973: 11971: 11968: 11964: 11961: 11960: 11959: 11956: 11954: 11951: 11947: 11944: 11942: 11939: 11937: 11934: 11933: 11932: 11929: 11927: 11924: 11920: 11917: 11916: 11915: 11912: 11910: 11907: 11905: 11902: 11900: 11897: 11896:Nonsteroidal: 11894: 11893: 11890: 11887: 11885: 11882: 11880: 11877: 11873: 11870: 11868: 11865: 11864: 11863: 11860: 11858: 11855: 11853: 11850: 11848: 11845: 11843: 11840: 11838: 11835: 11831: 11828: 11827: 11826: 11823: 11819: 11816: 11814: 11811: 11810: 11809: 11806: 11804: 11801: 11799: 11796: 11793: 11789: 11785: 11782: 11780: 11777: 11775: 11772: 11769: 11765: 11761: 11757: 11753: 11749: 11745: 11741: 11737: 11733: 11730: 11728: 11725: 11723: 11720: 11718: 11715: 11713: 11710: 11708: 11705: 11703: 11700: 11698: 11695: 11693: 11690: 11688: 11685: 11682: 11678: 11674: 11670: 11666: 11662: 11659: 11655: 11651: 11647: 11643: 11639: 11635: 11631: 11629: 11626: 11623: 11622: 11620: 11614: 11608: 11605: 11603: 11599: 11595: 11594:antiestrogens 11591: 11584: 11579: 11577: 11572: 11570: 11565: 11564: 11561: 11552: 11548: 11544: 11540: 11536: 11532: 11528: 11524: 11517: 11512: 11508: 11502: 11498: 11497: 11491: 11490: 11476: 11472: 11468: 11464: 11460: 11456: 11449: 11441: 11437: 11432: 11427: 11423: 11419: 11415: 11411: 11407: 11400: 11392: 11388: 11387:"Estropipate" 11382: 11374: 11368: 11364: 11363: 11355: 11347: 11341: 11337: 11336: 11328: 11320: 11314: 11310: 11309: 11301: 11294: 11289: 11285: 11281: 11277: 11273: 11269: 11262: 11254: 11250: 11246: 11242: 11238: 11234: 11227: 11219: 11213: 11209: 11208: 11200: 11192: 11188: 11183: 11178: 11174: 11170: 11166: 11159: 11157: 11155: 11146: 11142: 11138: 11134: 11130: 11126: 11119: 11117: 11108: 11104: 11100: 11096: 11092: 11088: 11081: 11074: 11070: 11064: 11060: 11059: 11051: 11043: 11037: 11033: 11032: 11024: 11022: 11013: 11007: 11003: 10999: 10992: 10984: 10980: 10976: 10972: 10968: 10964: 10957: 10955: 10953: 10944: 10940: 10935: 10930: 10926: 10922: 10918: 10911: 10904: 10899: 10893: 10889: 10888: 10880: 10872: 10868: 10863: 10858: 10854: 10850: 10846: 10839: 10831: 10827: 10823: 10819: 10815: 10811: 10804: 10796: 10792: 10787: 10782: 10778: 10774: 10770: 10766: 10762: 10755: 10747: 10741: 10737: 10733: 10729: 10722: 10720: 10718: 10709: 10705: 10701: 10697: 10693: 10689: 10685: 10681: 10674: 10666: 10662: 10657: 10652: 10648: 10644: 10640: 10633: 10626: 10621: 10617: 10613: 10609: 10605: 10601: 10594: 10587: 10579: 10575: 10570: 10565: 10561: 10557: 10553: 10546: 10539: 10535: 10531: 10526: 10521: 10517: 10513: 10509: 10505: 10501: 10494: 10486: 10482: 10478: 10474: 10471:(3): 536–41. 10470: 10466: 10458: 10450: 10446: 10442: 10438: 10431: 10423: 10419: 10415: 10411: 10407: 10403: 10399: 10395: 10392:(1): 506–24. 10391: 10387: 10380: 10372: 10368: 10363: 10358: 10354: 10350: 10347:(3): 505–40. 10346: 10342: 10338: 10331: 10323: 10319: 10315: 10311: 10307: 10303: 10296: 10294: 10292: 10290: 10281: 10277: 10273: 10269: 10265: 10261: 10253: 10251: 10249: 10247: 10245: 10236: 10232: 10228: 10224: 10220: 10216: 10212: 10208: 10200: 10198: 10196: 10194: 10192: 10183: 10179: 10175: 10171: 10167: 10163: 10159: 10155: 10148: 10146: 10137: 10133: 10128: 10123: 10119: 10115: 10114:J. Biol. Chem 10111: 10104: 10102: 10093: 10087: 10083: 10082: 10074: 10072: 10063: 10059: 10055: 10051: 10048:(3): 171–97. 10047: 10043: 10036: 10028: 10024: 10020: 10016: 10013:(2): 152–75. 10012: 10008: 10007:Toxicol. Lett 10001: 9993: 9989: 9985: 9981: 9977: 9973: 9969: 9965: 9961: 9954: 9946: 9942: 9937: 9932: 9928: 9924: 9921:(7): 734–42. 9920: 9916: 9912: 9905: 9897: 9891: 9887: 9883: 9876: 9874: 9865: 9861: 9857: 9853: 9849: 9845: 9837: 9835: 9833: 9824: 9820: 9816: 9812: 9808: 9804: 9797: 9795: 9793: 9791: 9789: 9787: 9785: 9776: 9772: 9768: 9764: 9760: 9756: 9749: 9747: 9745: 9743: 9741: 9739: 9737: 9728: 9724: 9720: 9716: 9712: 9708: 9704: 9700: 9693: 9691: 9689: 9687: 9685: 9683: 9681: 9672: 9668: 9664: 9660: 9656: 9652: 9645: 9637: 9633: 9629: 9625: 9621: 9617: 9610: 9602: 9598: 9594: 9590: 9586: 9582: 9575: 9567: 9563: 9558: 9553: 9549: 9545: 9541: 9534: 9532: 9530: 9521: 9517: 9513: 9509: 9505: 9501: 9494: 9492: 9490: 9488: 9480: 9476: 9470: 9466: 9465: 9457: 9449: 9445: 9440: 9435: 9430: 9425: 9421: 9417: 9416:BMC Emerg Med 9413: 9406: 9399: 9395: 9391: 9387: 9383: 9379: 9375: 9371: 9367: 9360: 9353: 9349: 9343: 9339: 9332: 9324: 9318: 9314: 9313: 9312:The Menopause 9305: 9297: 9291: 9287: 9283: 9276: 9268: 9262: 9258: 9254: 9247: 9239: 9233: 9225: 9224: 9216: 9208: 9202: 9198: 9194: 9187: 9185: 9183: 9174: 9168: 9164: 9160: 9153: 9151: 9144: 9139: 9137: 9135: 9126: 9120: 9116: 9112: 9105: 9097: 9093: 9089: 9085: 9081: 9077: 9070: 9068: 9066: 9064: 9056: 9051: 9045: 9041: 9040: 9032: 9024: 9018: 9014: 9010: 9003: 8995: 8989: 8985: 8984: 8975: 8967: 8961: 8950: 8944: 8942: 8940: 8931: 8925: 8921: 8917: 8913: 8909: 8902: 8900: 8898: 8881: 8877: 8871: 8869: 8867: 8865: 8863: 8861: 8859: 8850: 8844: 8840: 8839: 8831: 8829: 8820: 8816: 8811: 8806: 8802: 8798: 8794: 8787: 8785: 8783: 8781: 8779: 8771: 8766: 8760: 8756: 8755: 8747: 8745: 8743: 8741: 8732: 8726: 8722: 8718: 8714: 8707: 8705: 8703: 8694: 8688: 8684: 8683:The Menopause 8680: 8673: 8671: 8669: 8667: 8658: 8652: 8648: 8647: 8639: 8637: 8635: 8633: 8624: 8618: 8614: 8613: 8606: 8604: 8602: 8600: 8598: 8596: 8594: 8592: 8590: 8588: 8586: 8577: 8571: 8567: 8566: 8558: 8556: 8554: 8552: 8550: 8548: 8546: 8544: 8535: 8529: 8525: 8521: 8514: 8512: 8503: 8497: 8493: 8492: 8484: 8482: 8473: 8469: 8465: 8461: 8457: 8453: 8449: 8445: 8438: 8431: 8429: 8427: 8425: 8423: 8421: 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: 8359: 8357: 8355: 8353: 8344: 8338: 8334: 8330: 8323: 8321: 8319: 8310: 8304: 8300: 8296: 8292: 8285: 8283: 8281: 8279: 8270: 8264: 8260: 8256: 8252: 8245: 8243: 8241: 8239: 8237: 8228: 8222: 8218: 8217: 8209: 8207: 8205: 8203: 8201: 8199: 8194: 8184: 8181: 8179: 8176: 8174: 8171: 8170: 8164: 8162: 8158: 8154: 8144: 8142: 8138: 8134: 8130: 8126: 8122: 8118: 8114: 8108: 8104: 8100: 8090: 8086: 8084: 8073: 8071: 8067: 8060: 8054: 8047: 8038: 8029: 8020: 8011: 8002: 7996: 7992: 7988: 7982:Generic names 7974: 7972: 7968: 7965:. Estrone in 7964: 7963:suppositories 7961: 7957: 7954: 7950: 7946: 7942: 7938: 7934: 7930: 7926: 7922: 7918: 7914: 7910: 7906: 7902: 7898: 7894: 7890: 7886: 7882: 7878: 7874: 7870: 7866: 7862: 7858: 7854: 7850: 7846: 7842: 7838: 7834: 7830: 7826: 7820: 7810: 7808: 7804: 7800: 7796: 7792: 7788: 7784: 7780: 7776: 7772: 7769:A variety of 7767: 7765: 7764: 7758: 7757: 7755: 7749: 7745: 7742: 7738: 7734: 7730: 7727: 7724: 7711: 7707: 7689: 7681: 7673: 7648: 7643: 7641: 7636: 7634: 7629: 7628: 7623: 7622: 7618: 7614: 7604: 7602: 7598: 7594: 7590: 7586: 7582: 7578: 7574: 7564: 7562: 7557: 7555: 7551: 7547: 7543: 7539: 7534: 7530: 7525: 7523: 7519: 7515: 7511: 7507: 7503: 7499: 7495: 7491: 7487: 7483: 7479: 7475: 7472:enzymes into 7471: 7467: 7463: 7459: 7455: 7451: 7447: 7443: 7428: 7424: 7420: 7416: 7412: 7408: 7404: 7400: 7396: 7392: 7388: 7385: 7381: 7377: 7373: 7369: 7348: 7336: 7333: 7328: 7319: 7310: 7303: 7300: 7295: 7286: 7279: 7276: 7271: 7265: 7256: 7247: 7238: 7231: 7228: 7223: 7222:16-Epiestriol 7216: 7209: 7208:17-Epiestriol 7204: 7199: 7192: 7185: 7180: 7175: 7168: 7167: 7159: 7154: 7149: 7142: 7135: 7118: 7114: 7108: 7103: 7101: 7096: 7094: 7089: 7088: 7083: 7082: 7073: 7071: 7067: 7063: 7059: 7049: 7045: 7043: 7039: 7035: 7031: 7027: 7023: 7020:, 50 μg 7019: 7015: 7011: 7008: 6987: 6975: 6971: 6967: 6966:6,7-estradiol 6963: 6959: 6955: 6951: 6950:radioactivity 6947: 6941: 6936: 6932: 6928: 6924: 6920: 6919:vaginal smear 6913: 6908: 6904: 6901: 6897: 6893: 6889: 6885: 6884:cornification 6882: 6875: 6870: 6869: 6860: 6855: 6853: 6848: 6846: 6841: 6840: 6828:See template. 6827: 6823: 6819: 6815: 6811: 6807: 6804: 6800: 6796: 6792: 6791:particle size 6789: 6785: 6781: 6776: 6770: 6766: 6763: 6760: 6757: 6755: 6752: 6751: 6747: 6744: 6741: 6738: 6736: 6733: 6732: 6728: 6725: 6722: 6719: 6718: 6714: 6711: 6708: 6705: 6701: 6695: 6692: 6689: 6686: 6684: 6681: 6680: 6674: 6671: 6668: 6665: 6663: 6660: 6659: 6655: 6652: 6649: 6646: 6644: 6641: 6640: 6637:10 ≈ 20–30 d 6636: 6633: 6630: 6627: 6625: 6622: 6621: 6617: 6614: 6611: 6608: 6607: 6603: 6600: 6597: 6594: 6592: 6588: 6584: 6581: 6578: 6575: 6573: 6570: 6569: 6563: 6560: 6557: 6554: 6552: 6549: 6548: 6544: 6541: 6538: 6535: 6533: 6530: 6529: 6526:10 ≈ 14–21 d 6525: 6522: 6519: 6516: 6515: 6512:10 ≈ 16–21 d 6511: 6508: 6505: 6502: 6501: 6497: 6494: 6491: 6488: 6486: 6482: 6478: 6475: 6472: 6469: 6468: 6464: 6461: 6458: 6455: 6454: 6450: 6447: 6444: 6441: 6440: 6436: 6433: 6430: 6427: 6425: 6421: 6415: 6410: 6409: 6395: 6386: 6381: 6379: 6374: 6372: 6367: 6366: 6356:See template. 6355: 6351: 6350:gonadotropins 6347: 6320: 6307: 6294: 6284: 6280: 6279:proliferation 6272: 6265: 6261: 6252: 6248: 6245: 6242: 6239: 6236: 6233: 6230: 6227: 6224: 6221: 6219: 6216: 6215: 6211: 6208: 6205: 6202: 6199: 6196: 6193: 6190: 6187: 6184: 6182: 6179: 6178: 6174: 6171: 6168: 6165: 6162: 6159: 6156: 6153: 6150: 6147: 6145: 6142: 6141: 6137: 6134: 6131: 6128: 6125: 6122: 6119: 6116: 6113: 6110: 6108: 6105: 6104: 6100: 6097: 6094: 6091: 6088: 6085: 6082: 6079: 6076: 6073: 6071: 6068: 6067: 6063: 6060: 6057: 6054: 6051: 6048: 6045: 6042: 6039: 6036: 6034: 6031: 6030: 6026: 6023: 6020: 6017: 6014: 6011: 6008: 6005: 6002: 5999: 5996: 5995: 5991: 5988: 5985: 5982: 5979: 5976: 5973: 5970: 5967: 5964: 5962: 5959: 5958: 5947: 5937: 5927: 5917: 5908: 5898: 5888: 5878: 5868: 5858: 5850: 5849: 5842: 5837: 5835: 5830: 5828: 5823: 5822: 5818: 5816: 5813: 5809: 5808: 5804: 5800: 5796: 5792: 5788: 5784: 5780: 5776: 5772: 5768: 5764: 5760: 5756: 5752: 5748: 5747:premenopausal 5744: 5743:physiological 5740: 5736: 5731: 5729: 5725: 5722:, as well as 5721: 5717: 5713: 5709: 5705: 5701: 5697: 5693: 5689: 5685: 5681: 5677: 5673: 5669: 5665: 5661: 5657: 5653: 5649: 5645: 5641: 5637: 5633: 5629: 5625: 5621: 5617: 5613: 5609: 5605: 5601: 5597: 5593: 5589: 5585: 5570: 5566: 5562: 5558: 5554: 5546: 5545:osmotic pumps 5543: 5539: 5535: 5532: 5528: 5524: 5513: 5509: 5505: 5502: 5499: 5496: 5493: 5491: 5488: 5487: 5483: 5480: 5477: 5474: 5471: 5469: 5466: 5465: 5461: 5458: 5455: 5452: 5449: 5447: 5444: 5443: 5439: 5436: 5433: 5430: 5427: 5425: 5422: 5421: 5417: 5414: 5411: 5408: 5405: 5403: 5400: 5399: 5395: 5392: 5389: 5386: 5383: 5381: 5378: 5377: 5373: 5370: 5367: 5364: 5361: 5359: 5356: 5355: 5351: 5348: 5345: 5342: 5339: 5337: 5334: 5333: 5329: 5326: 5323: 5320: 5317: 5315: 5312: 5311: 5307: 5304: 5301: 5298: 5295: 5293: 5290: 5289: 5285: 5282: 5279: 5276: 5273: 5271: 5268: 5267: 5263: 5260: 5257: 5254: 5251: 5249: 5246: 5245: 5241: 5238: 5235: 5232: 5229: 5227: 5226:17α-Estradiol 5224: 5223: 5219: 5216: 5213: 5210: 5207: 5205: 5204:Estetrol (E4) 5202: 5201: 5197: 5194: 5191: 5188: 5185: 5183: 5180: 5179: 5175: 5172: 5169: 5166: 5163: 5160: 5159: 5155: 5152: 5149: 5146: 5143: 5141: 5138: 5137: 5133: 5130: 5127: 5124: 5121: 5118: 5117: 5110: 5102: 5097: 5091: 5086: 5084: 5081: 5078: 5075: 5069: 5061: 5056: 5054: 5051: 5050: 5043: 5038: 5036: 5031: 5029: 5024: 5023: 5014: 5007: 5001: 4994: 4988: 4981: 4975: 4968: 4962: 4961:dexamethasone 4955: 4949: 4942: 4936: 4929: 4923: 4919: 4915: 4911: 4907: 4904: 4901: 4898: 4895: 4892: 4889: 4887: 4884: 4883: 4879: 4876: 4873: 4870: 4867: 4864: 4861: 4859: 4856: 4855: 4851: 4848: 4845: 4842: 4839: 4836: 4833: 4831: 4828: 4827: 4823: 4820: 4817: 4814: 4811: 4808: 4805: 4803: 4800: 4799: 4795: 4792: 4789: 4786: 4783: 4780: 4777: 4775: 4772: 4771: 4767: 4764: 4761: 4758: 4755: 4752: 4749: 4747: 4744: 4743: 4739: 4736: 4733: 4730: 4727: 4724: 4721: 4719: 4716: 4715: 4711: 4708: 4705: 4702: 4699: 4696: 4693: 4691: 4688: 4687: 4683: 4680: 4677: 4674: 4671: 4668: 4665: 4663: 4660: 4659: 4655: 4652: 4649: 4646: 4643: 4640: 4637: 4635: 4632: 4631: 4627: 4624: 4621: 4618: 4615: 4612: 4609: 4606: 4605: 4601: 4598: 4595: 4592: 4589: 4586: 4583: 4581: 4578: 4577: 4573: 4570: 4567: 4564: 4561: 4558: 4555: 4553: 4550: 4549: 4545: 4542: 4539: 4536: 4533: 4530: 4527: 4525: 4522: 4521: 4515: 4510: 4505: 4500: 4495: 4490: 4485: 4480: 4475: 4470: 4465: 4460: 4455: 4450: 4449: 4445: 4440: 4436: 4429: 4424: 4422: 4417: 4415: 4410: 4409: 4400: 4396: 4392: 4388: 4385:systems with 4384: 4383: 4377: 4373: 4369: 4365: 4362: 4359: 4356: 4353: 4350: 4348: 4345: 4344: 4340: 4337: 4334: 4331: 4328: 4325: 4323: 4320: 4319: 4315: 4312: 4309: 4307:0.027–<0.1 4306: 4304:0.069–<0.1 4303: 4300: 4298: 4295: 4294: 4290: 4287: 4284: 4281: 4278: 4275: 4273: 4270: 4269: 4265: 4262: 4259: 4256: 4253: 4250: 4248: 4247:Norethynodrel 4245: 4244: 4240: 4237: 4234: 4231: 4228: 4225: 4223: 4220: 4219: 4215: 4212: 4209: 4206: 4204:<0.001–0.6 4203: 4200: 4198: 4195: 4194: 4190: 4187: 4184: 4181: 4178: 4175: 4173: 4170: 4169: 4165: 4162: 4159: 4156: 4153: 4150: 4148: 4145: 4144: 4140: 4137: 4134: 4131: 4128: 4125: 4123: 4120: 4119: 4115: 4112: 4109: 4106: 4103: 4100: 4098: 4095: 4094: 4090: 4087: 4084: 4081: 4078: 4075: 4073: 4070: 4069: 4065: 4062: 4059: 4056: 4053: 4050: 4048: 4045: 4044: 4040: 4037: 4034: 4031: 4028: 4025: 4023: 4020: 4019: 4015: 4012: 4009: 4006: 4003: 4000: 3998: 3995: 3994: 3990: 3987: 3984: 3981: 3978: 3975: 3973: 3970: 3969: 3965: 3962: 3959: 3956: 3953: 3950: 3948: 3945: 3944: 3940: 3937: 3934: 3931: 3928: 3925: 3923: 3920: 3919: 3915: 3912: 3909: 3906: 3903: 3900: 3898: 3895: 3894: 3890: 3887: 3884: 3881: 3878: 3875: 3873: 3870: 3869: 3865: 3862: 3859: 3856: 3853: 3850: 3848: 3845: 3844: 3841:Xenoestrogen 3840: 3837: 3834: 3831: 3828: 3825: 3821: 3819: 3816: 3815: 3812:Xenoestrogen 3811: 3808: 3805: 3802: 3799: 3796: 3793: 3791: 3788: 3787: 3784:Xenoestrogen 3783: 3780: 3777: 3774: 3771: 3768: 3766: 3764: 3760: 3759: 3756:Xenoestrogen 3755: 3752: 3749: 3746: 3743: 3740: 3738: 3736: 3732: 3731: 3728:Xenoestrogen 3727: 3724: 3721: 3718: 3715: 3712: 3710: 3707: 3706: 3703:Xenoestrogen 3702: 3699: 3696: 3693: 3690: 3687: 3685: 3682: 3681: 3678:Xenoestrogen 3677: 3674: 3671: 3668: 3665: 3662: 3660: 3657: 3656: 3653:Xenoestrogen 3652: 3649: 3646: 3643: 3640: 3637: 3635: 3632: 3631: 3628:Xenoestrogen 3627: 3624: 3621: 3618: 3615: 3612: 3610: 3607: 3606: 3603:Xenoestrogen 3602: 3599: 3596: 3593: 3591:16 (13–17.8) 3590: 3587: 3585: 3582: 3581: 3578:Xenoestrogen 3577: 3574: 3571: 3568: 3565: 3562: 3560: 3557: 3556: 3553:Xenoestrogen 3552: 3549: 3546: 3543: 3540: 3537: 3535: 3532: 3531: 3528:Xenoestrogen 3527: 3524: 3521: 3518: 3516:48 (13–52.5) 3515: 3512: 3510: 3507: 3506: 3503:Xenoestrogen 3502: 3499: 3496: 3493: 3490: 3487: 3485: 3482: 3481: 3478:Xenoestrogen 3477: 3474: 3471: 3468: 3465: 3462: 3460: 3457: 3456: 3453:Xenoestrogen 3452: 3449: 3446: 3443: 3440: 3437: 3435: 3432: 3431: 3428:Xenoestrogen 3427: 3424: 3421: 3418: 3415: 3412: 3410: 3407: 3406: 3403:Xenoestrogen 3402: 3399: 3396: 3393: 3390: 3387: 3385: 3382: 3381: 3378:Xenoestrogen 3377: 3374: 3371: 3368: 3365: 3362: 3360: 3357: 3356: 3353:Xenoestrogen 3352: 3349: 3346: 3343: 3340: 3337: 3335: 3332: 3331: 3328:Xenoestrogen 3327: 3324: 3321: 3318: 3315: 3312: 3310: 3307: 3306: 3303:Xenoestrogen 3302: 3299: 3296: 3293: 3290: 3287: 3285: 3282: 3281: 3278:Xenoestrogen 3277: 3274: 3271: 3268: 3265: 3262: 3260: 3257: 3256: 3253:Xenoestrogen 3252: 3249: 3246: 3243: 3240: 3237: 3235: 3232: 3231: 3228:Xenoestrogen 3227: 3224: 3221: 3218: 3215: 3212: 3210: 3207: 3206: 3203:Xenoestrogen 3202: 3199: 3196: 3193: 3190: 3187: 3185: 3182: 3181: 3178:Xenoestrogen 3177: 3174: 3171: 3168: 3165: 3162: 3160: 3157: 3156: 3152: 3149: 3146: 3143: 3140: 3137: 3135: 3132: 3131: 3127: 3124: 3121: 3118: 3115: 3112: 3110: 3107: 3106: 3102: 3099: 3096: 3093: 3090: 3087: 3085: 3082: 3081: 3077: 3074: 3071: 3068: 3065: 3062: 3060: 3057: 3056: 3052: 3049: 3046: 3043: 3040: 3037: 3035: 3032: 3031: 3027: 3024: 3021: 3018: 3015: 3012: 3010: 3007: 3006: 3002: 2999: 2996: 2993: 2990: 2987: 2985: 2982: 2981: 2977: 2974: 2971: 2968: 2965: 2962: 2960: 2957: 2956: 2952: 2949: 2946: 2943: 2940: 2937: 2935: 2932: 2931: 2927: 2924: 2921: 2918: 2915: 2912: 2910: 2907: 2906: 2903:Antiestrogen 2902: 2899: 2896: 2893: 2890: 2887: 2885: 2882: 2881: 2878:Antiestrogen 2877: 2874: 2871: 2868: 2865: 2862: 2860: 2857: 2856: 2852: 2849: 2846: 2843: 2840: 2837: 2835: 2832: 2831: 2827: 2824: 2821: 2818: 2815: 2812: 2810: 2807: 2806: 2802: 2799: 2796: 2793: 2790: 2787: 2785: 2782: 2781: 2777: 2774: 2771: 2768: 2765: 2762: 2760: 2757: 2756: 2752: 2749: 2746: 2743: 2740: 2737: 2735: 2732: 2731: 2727: 2724: 2721: 2718: 2715: 2712: 2710: 2707: 2706: 2702: 2699: 2696: 2693: 2690: 2687: 2685: 2682: 2681: 2677: 2674: 2671: 2668: 2665: 2662: 2660: 2657: 2656: 2652: 2649: 2646: 2643: 2640: 2637: 2635: 2632: 2631: 2627: 2624: 2621: 2618: 2615: 2612: 2610: 2607: 2606: 2602: 2599: 2596: 2593: 2590: 2587: 2585: 2582: 2581: 2577: 2574: 2571: 2568: 2565: 2562: 2560: 2557: 2556: 2552: 2549: 2546: 2543: 2540: 2537: 2535: 2532: 2531: 2527: 2524: 2521: 2518: 2515: 2512: 2510: 2507: 2506: 2502: 2499: 2496: 2493: 2490: 2487: 2485: 2482: 2481: 2477: 2474: 2471: 2468: 2465: 2462: 2460: 2457: 2456: 2452: 2449: 2446: 2443: 2440: 2437: 2435: 2432: 2431: 2427: 2424: 2421: 2418: 2415: 2412: 2410: 2407: 2406: 2402: 2399: 2396: 2393: 2390: 2387: 2385: 2382: 2381: 2377: 2374: 2371: 2368: 2365: 2362: 2360: 2357: 2356: 2352: 2349: 2346: 2343: 2340: 2337: 2335: 2332: 2331: 2327: 2324: 2321: 2318: 2315: 2312: 2310: 2307: 2306: 2302: 2299: 2296: 2293: 2290: 2287: 2285: 2282: 2281: 2277: 2274: 2271: 2268: 2265: 2262: 2260: 2257: 2256: 2252: 2249: 2246: 2243: 2240: 2237: 2235: 2232: 2231: 2227: 2224: 2221: 2218: 2215: 2212: 2210: 2207: 2206: 2202: 2199: 2196: 2193: 2190: 2187: 2185: 2182: 2181: 2177: 2174: 2171: 2168: 2165: 2162: 2160: 2157: 2156: 2152: 2149: 2146: 2143: 2140: 2137: 2135: 2132: 2131: 2127: 2124: 2121: 2118: 2116:18.6 (18–41) 2115: 2112: 2110: 2107: 2106: 2102: 2099: 2096: 2093: 2090: 2087: 2085: 2082: 2081: 2077: 2074: 2071: 2068: 2065: 2062: 2060: 2057: 2056: 2052: 2049: 2046: 2043: 2040: 2037: 2035: 2032: 2031: 2027: 2024: 2021: 2018: 2015: 2012: 2010: 2008: 2004: 2003: 1999: 1996: 1993: 1990: 1987: 1984: 1982: 1979: 1978: 1974: 1971: 1968: 1965: 1962: 1959: 1957: 1954: 1953: 1949: 1946: 1943: 1940: 1937: 1934: 1932: 1929: 1928: 1924: 1921: 1918: 1915: 1912: 1909: 1907: 1904: 1903: 1899: 1896: 1893: 1890: 1887: 1884: 1882: 1879: 1878: 1874: 1871: 1868: 1865: 1862: 1859: 1857: 1854: 1853: 1849: 1846: 1843: 1840: 1837: 1834: 1832: 1829: 1828: 1824: 1821: 1818: 1815: 1812: 1809: 1807: 1804: 1803: 1799: 1796: 1793: 1790: 1787: 1784: 1782: 1779: 1778: 1774: 1771: 1768: 1765: 1762: 1759: 1757: 1754: 1753: 1749: 1746: 1743: 1740: 1737: 1734: 1732: 1729: 1728: 1724: 1721: 1718: 1715: 1712: 1709: 1707: 1704: 1703: 1699: 1696: 1693: 1690: 1687: 1684: 1682: 1679: 1678: 1674: 1671: 1668: 1665: 1662: 1659: 1657: 1654: 1653: 1649: 1646: 1643: 1640: 1637: 1634: 1632: 1629: 1628: 1624: 1621: 1618: 1615: 1612: 1609: 1607: 1604: 1603: 1599: 1596: 1593: 1590: 1587: 1584: 1582: 1579: 1578: 1574: 1571: 1568: 1565: 1562: 1559: 1557: 1554: 1553: 1549: 1546: 1543: 1540: 1537: 1534: 1532: 1529: 1528: 1524: 1521: 1518: 1515: 1512: 1509: 1507: 1504: 1503: 1499: 1496: 1493: 1490: 1487: 1484: 1482: 1479: 1478: 1474: 1471: 1468: 1465: 1462: 1459: 1457: 1456:17-Epiestriol 1454: 1453: 1449: 1446: 1443: 1440: 1437: 1434: 1432: 1431:16-Epiestriol 1429: 1428: 1424: 1421: 1418: 1416:8.195 (2–42) 1415: 1412: 1410:17α-Estradiol 1409: 1407: 1404: 1403: 1399: 1396: 1393: 1390: 1387: 1384: 1382: 1379: 1378: 1374: 1371: 1368: 1365: 1362: 1359: 1357: 1354: 1353: 1349: 1346: 1343: 1340: 1337: 1334: 1331: 1330: 1326: 1323: 1320: 1317: 1314: 1311: 1309: 1306: 1305: 1302: 1299: 1297: 1294: 1292: 1289: 1287: 1284: 1283: 1272: 1267:(RBA, %) 1266: 1258: 1254: 1245: 1240: 1238: 1233: 1231: 1226: 1225: 1221: 1219: 1215: 1211: 1208: 1204: 1203: 1198: 1194: 1190: 1189: 1184: 1180: 1175: 1171: 1167: 1163: 1159: 1155: 1151: 1147: 1143: 1123: 1121: 1117: 1113: 1109: 1105: 1101: 1097: 1093: 1088: 1078: 1074: 1072: 1068: 1064: 1060: 1056: 1053: 1049: 1046: 1042: 1038: 1037:suppositories 1034: 1031: 1027: 1026:oil solutions 1023: 1019: 1013: 1009: 999: 997: 993: 989: 985: 980: 978: 974: 970: 966: 962: 958: 953: 951: 947: 944: 940: 936: 932: 931:breast cancer 928: 924: 920: 916: 912: 908: 904: 900: 896: 892: 888: 884: 883:intramuscular 874: 870: 868: 864: 860: 856: 852: 848: 845: 841: 837: 833: 829: 825: 821: 817: 813: 809: 805: 801: 797: 793: 789: 787: 783: 779: 776:; brand name 775: 771: 767: 763: 759: 755: 751: 747: 744: 740: 736: 732: 728: 724: 721: 717: 713: 709: 705: 701: 697: 687: 680: 671: 666: 665: 662: 655: 646: 645: 642: 635: 631: 629: 628:Melting point 625: 618: 614: 613: 611: 608: 603: 596: 594: 590: 569: 567: 563: 558: 551: 547: 546: 544: 542: 538: 531: 527: 526: 524: 522: 518: 511: 507: 506: 504: 502: 498: 491: 487: 486: 484: 482: 478: 471: 467: 466: 464: 462: 458: 451: 447: 446: 444: 442: 438: 431: 427: 426: 424: 422: 418: 411: 407: 406: 404: 397: 393: 386: 382: 381: 379: 377: 373: 365: 361: 357: 353: 349: 344: 343: 340: 333: 328: 325: 322: 320: 316: 309: 304: 302: 295: 290: 285: 280: 276: 274: 270: 266: 262: 258: 257:hydroxylation 254: 251: 249: 245: 233: 227: 225: 221: 217: 214: 212: 208: 204: 200: 194: 184: 183: 181: 179: 175: 170: 162: 157: 151: 146: 143: 142: 140: 138: 134: 131: 128: 126: 122: 118: 111: 105: 101: 97: 94: 92: 86: 82: 78: 74: 72: 68: 65:Clinical data 63: 59: 54: 50: 45: 37: 33: 19: 14588: 14578: 14502:Mepitiostane 14450:Epitiostanol 14319:Ormeloxifene 14244:Lasofoxifene 14154:Camizestrant 14149:Broparestrol 14139:Bazedoxifene 14061:rotundifuran 14010:alkylphenols 13960:β-zearalenol 13956:α-zearalenol 13942:stigmasterol 13934:β-sitosterol 13930:Phytosterols 13898:triclocarban 13894:methoxychlor 13847: 13829:Lavender oil 13823:tectorigenin 13755:formononetin 13629: 13604: 13475: 13467: 13267: 13251:Quinestradol 13241:Promestriene 13216:Noretynodrel 13080:Estromustine 13033:Estramustine 12968: 12875:testosterone 12612: 12465: 12450: 12410:Progestogens 12313:testosterone 12273: 12258: 12252:Testolactone 12243: 12222: 12207: 12181:Ormeloxifene 12176:Mepitiostane 12171:Lasofoxifene 12166:Epitiostanol 12146:Broparestrol 12141:Bazedoxifene 12029:bicalutamide 11895: 11884:Quinestradol 11879:Promestriene 11802: 11673:noretynodrel 11654:metandienone 11642:testosterone 11624: 11526: 11522: 11495: 11458: 11454: 11448: 11413: 11409: 11399: 11390: 11381: 11361: 11354: 11334: 11327: 11307: 11300: 11291: 11271: 11267: 11261: 11239:(20): 1815. 11236: 11232: 11226: 11206: 11199: 11172: 11168: 11128: 11124: 11090: 11086: 11080: 11072: 11057: 11050: 11030: 11001: 10991: 10969:(4): 291–9. 10966: 10962: 10924: 10920: 10910: 10901: 10886: 10879: 10852: 10848: 10838: 10813: 10809: 10803: 10768: 10764: 10754: 10727: 10683: 10679: 10673: 10649:(1): 76–86. 10646: 10642: 10632: 10623: 10606:(3): 25–29. 10603: 10599: 10586: 10559: 10555: 10545: 10537: 10507: 10503: 10493: 10468: 10464: 10457: 10443:(1): 36–41. 10440: 10436: 10430: 10389: 10385: 10379: 10344: 10340: 10330: 10308:(4): 592–6. 10305: 10301: 10263: 10259: 10213:(3): 241–9. 10210: 10206: 10160:(9): 747–9. 10157: 10153: 10117: 10113: 10080: 10045: 10041: 10035: 10010: 10006: 10000: 9967: 9963: 9953: 9918: 9914: 9904: 9885: 9847: 9843: 9809:(13): 1027. 9806: 9802: 9761:(19): 1466. 9758: 9754: 9702: 9698: 9654: 9650: 9644: 9622:(14): 1175. 9619: 9615: 9609: 9587:(1): 28–35. 9584: 9580: 9574: 9547: 9543: 9503: 9499: 9478: 9463: 9456: 9419: 9415: 9405: 9397: 9372:(3): 206–9. 9369: 9365: 9359: 9351: 9337: 9331: 9311: 9304: 9285: 9275: 9256: 9246: 9222: 9215: 9196: 9162: 9114: 9104: 9079: 9075: 9055:to response. 9053: 9038: 9031: 9012: 9002: 8982: 8974: 8960: 8911: 8884:. Retrieved 8880:the original 8837: 8800: 8796: 8768: 8753: 8712: 8682: 8645: 8611: 8564: 8523: 8490: 8447: 8443: 8332: 8290: 8250: 8215: 8157:gonadotropin 8153:vaginal ring 8150: 8110: 8093:Availability 8087: 8083:progesterone 8079: 8069: 8052: 7991:generic name 7986: 7985: 7970: 7932: 7924: 7916: 7908: 7896: 7872: 7864: 7856: 7822: 7768: 7762: 7760: 7753: 7751: 7747: 7733:double bonds 7720: 7666:Estrone (E1) 7570: 7561:vaginal ring 7558: 7526: 7466:hydroxylated 7438: 7426: 7368:Description: 7367: 7353:unidentified 7339:unidentified 7334: 7331: 7301: 7298: 7277: 7274: 7229: 7226: 7202: 7178: 7164: 7152: 7055: 7052:Distribution 7046: 7030:parenterally 7004: 6985: 6948:of estrogen 6946:Distribution 6927:oil solution 6825: 6779: 6774: 6748:1–2 ≈ 1–4 d 6715:1–2 ≈ 2–3 d 6698:160 ≈ 120 d 6618:5 ≈ 14–24 d 6604:5 ≈ 11–14 d 6451:1–2 ≈ 1–2 d 6353: 6277:= Increased 6263: 6259: 5805: 5732: 5686:tissue, and 5672:pigmentation 5666:, increased 5606:(as well as 5581: 5568: 5556: 5511: 5182:Estriol (E3) 5161:Estrone (E1) 5012: 4935:testosterone 4922:progesterone 4920:(100%) were 4913: 4571:<0.1–0.16 4398: 4380: 4371: 4366:Progestogen 4341:Progestogen 4316:Progestogen 4291:Progestogen 4266:Progestogen 4257:<0.1–0.22 4241:Progestogen 4216:Progestogen 4197:Progesterone 3885:221–>5000 3847:Testosterone 3823: 3794: 3790:Methoxychlor 3762: 3734: 3588:β-Zearalanol 3563:α-Zearalanol 3534:β-Zearalenol 3509:α-Zearalenol 3459:β-Sitosterol 3153:ERβ agonist 3128:ERβ agonist 3103:ERβ agonist 3078:ERβ agonist 3053:ERβ agonist 3028:ERβ agonist 2978:ERα agonist 2953:ERα agonist 2928:ERα agonist 2809:Bazedoxifene 2734:Ormeloxifene 2709:Lasofoxifene 2006: 1200: 1186: 1178: 1139: 1126:Pharmacology 1092:Side effects 1090: 1081:Side effects 1075: 1067:progesterone 1016:Estrone for 1015: 988:hypogonadism 981: 969:progesterone 954: 921:and form of 880: 877:Medical uses 871: 824:bioidentical 792:Side effects 790: 785: 777: 761: 760:(brand name 735:oil solution 711: 707: 703: 699: 695: 694: 683:   363: 359: 355: 351: 347: 298:Elimination 178:Legal status 172:Legal status 36: 14847:Zearalenone 14799:Antagonists 14775:Resveratrol 14740:Nonylphenol 14735:Niacinamide 14651:Bisphenol A 14641:Aldosterone 14470:Glyceollins 14418:Antagonists 14409:Zuclomifene 14404:Zindoxifene 14314:NNC 45-1506 14309:NNC 45-0781 14304:NNC 45-0320 14299:NNC 45-0095 14294:Nitromifene 14274:Miproxifene 14224:Fispemifene 14199:Enclomifene 14194:Droloxifene 14174:CN-55945-27 14119:Afimoxifene 14109:Acefluranol 14000:rhaponticin 13996:resveratrol 13992:Stilbenoids 13964:zearalenone 13952:zearalanone 13938:campesterol 13870:alternariol 13803:pinocembrin 13747:epicatechin 13719:biochanin A 13659:Chalconoids 13553:Terfluranol 13528:Quadrosilan 13400:Elacestrant 13301:Allenestrol 13176:Lynestrenol 13100:Estropipate 13070:Estrofurate 12921:Clomestrone 12901:Atrimustine 12851:Abiraterone 12805:alfatradiol 12499:from market 12396:antagonists 12383:leuprorelin 12362:haloperidol 12358:risperidone 12350:domperidone 12342:antagonists 12325:oxandrolone 12277:Anastrozole 12216:Fulvestrant 12211:Elacestrant 12161:Enclomifene 12104:antagonists 12049:leuprorelin 11992:Quadrosilan 11768:Climacteron 11687:Clomestrone 11628:Alfatradiol 11523:Climacteric 11093:(1): 5–25. 9882:"The Ovary" 8444:Climacteric 8151:An estrone 8133:estropipate 8076:Brand names 7933:Ketodestrin 7877:Parke-Davis 7791:estropipate 7775:synthesized 7571:Estrone is 7440:Estrone is 7415:metabolites 7403:conjugation 6271:hot flashes 5799:hot flashes 5775:transdermal 5753:(non-oral) 5668:sensitivity 5660:enlargement 5648:endometrium 5632:hot flashes 5620:endometrium 5563:(i.e., not 5494:0.01 ± 0.00 5428:0.13 ± 0.04 5384:0.01 ± 0.00 5274:0.05 ± 0.04 5083:Uterotrophy 4974:aldosterone 4718:Alfatradiol 3882:0.0059–0.17 3713:Chlordecone 3659:Bisphenol A 3634:Zearalanone 3609:Zearalenone 3484:Resveratrol 3384:Ipriflavone 3369:0.002–0.040 3259:Biochanin A 3088:WAY-202,196 2959:16α-Iodo-E2 2888:ICI-182,780 2884:Fulvestrant 2859:ICI-164,384 2738:Centchroman 2534:Afimoxifene 2516:3 (0.1–47) 2184:Δ-Estradiol 2013:1-Estradiol 1925:Metabolite 1900:Metabolite 1875:Metabolite 1850:Metabolite 1825:Metabolite 1800:Metabolite 1775:Metabolite 1750:Metabolite 1725:Metabolite 1700:Metabolite 1675:Metabolite 1650:Metabolite 1625:Metabolite 1600:Metabolite 1575:Metabolite 1550:Metabolite 1525:Metabolite 1500:Metabolite 1475:Metabolite 1450:Metabolite 1425:Metabolite 1406:Alfatradiol 1261:Other names 1183:transformed 965:progestogen 903:hot flashes 770:estropipate 600: g·mol 530:CHEBI:17263 330:Identifiers 273:Metabolites 228:96.0–98.0%: 80:Other names 71:Trade names 14902:Categories 14790:Tectoridin 14770:Raloxifene 14745:Oleuropein 14592:Trilostane 14537:Prochloraz 14497:MDL-101906 14492:ICI-164384 14379:Trioxifene 14374:Toremifene 14344:Raloxifene 14329:Panomifene 14324:Ospemifene 14289:Nafoxidine 14179:Cyclofenil 14134:Arzoxifene 14114:Acolbifene 14046:phthalates 14014:bisphenols 13986:miroestrol 13890:methiocarb 13878:endosulfan 13866:Pesticides 13838:enterodiol 13819:tectoridin 13799:penduletin 13795:naringenin 13779:kaempferol 13695:Flavonoids 13689:psoralidin 13685:coumestrol 13681:Coumestans 13645:dianethole 13598:WAY-214156 13588:WAY-200070 13583:WAY-169916 13578:WAY-166818 13548:SKF-82,958 13513:Phenestrol 13493:Methestrol 13478:-Hexestrol 13470:-Butestrol 13351:Dienestrol 13331:Carbestrol 13316:Bifluranol 13311:Benzestrol 13256:Quinestrol 13206:Nilestriol 13048:Estrazinol 12981:Epimestrol 12971:-Estradiol 12953:Cyclotriol 12891:nandrolone 12866:Almestrone 12701:7-Oxo-DHEA 12613:Steroidal: 12585:modulators 12459:Gestrinone 12400:cetrorelix 12282:Exemestane 12267:Formestane 12226:Trilostane 12201:Toremifene 12191:Raloxifene 12186:Ospemifene 12156:Cyclofenil 12131:Acolbifene 11914:Dienestrol 11904:Bifluranol 11899:Benzestrol 11889:Quinestrol 11857:Nilestriol 11712:Epimestrol 11707:Epiestriol 11665:progestins 11625:Steroidal: 11131:(9): 667. 8268:0471238961 8189:References 8097:See also: 7917:Folliculin 7909:Oestroform 7855:including 7845:scientific 7817:See also: 7773:have been 7611:See also: 7442:conjugated 7382:and other 7376:metabolism 7076:Metabolism 7014:micronized 7001:Absorption 6806:epithelium 6585:10 ≈ 21 d 6545:5 ≈ 5–8 d 5815:antagonize 5751:parenteral 5704:congestion 5608:flaccidity 5596:amenorrhea 5565:endogenous 5557:Footnotes: 5095:levels (%) 4916:Reference 4746:Epiestriol 4372:Footnotes: 4297:Δ-Tibolone 4129:<0.0001 3932:0.019–0.07 3897:Nandrolone 3744:0.0073–0.4 3716:0.0069–0.2 3684:Endosulfan 3409:Miroestrol 3309:Naringenin 3284:Kaempferol 3159:Coumestrol 3059:Prinaberel 2784:Ospemifene 2713:CP-336,156 2688:LY-353,381 2684:Arzoxifene 2672:0.188–0.52 2659:Raloxifene 2634:Nafoxidine 2609:Cyclofenil 2559:Toremifene 2513:ICI-46,474 2384:Dienestrol 2019:9.44–80.07 2016:1.31–12.34 2009:-Estradiol 1563:13 (8–70) 1538:0.0027–2.0 1513:22 (7–81) 1210:antagonize 1085:See also: 1006:See also: 844:endogenous 605:3D model ( 593:Molar mass 550:ChEMBL1405 490:2DI9HA706A 461:ChemSpider 421:IUPHAR/BPS 376:CAS Number 339:IUPAC name 248:Metabolism 218:: very low 125:Drug class 18:Andrestraq 14928:Estrogens 14785:Tamoxifen 14765:Quercetin 14705:Genistein 14685:Estradiol 14669:o',p'-DDE 14572:ZK-191703 14567:ZK-164015 14527:Phenytoin 14425:(R,R)-THC 14364:Tamoxifen 14339:Promensil 14264:LY-117018 14239:Idoxifene 14234:ICI-55548 14219:Femarelle 14204:Endoxifen 14164:Clomifene 13920:diosgenin 13916:digitalis 13912:digitoxin 13902:triclosan 13882:fenarimol 13815:quercetin 13791:myricetin 13787:mirificin 13775:glycitein 13767:genistein 13763:glabridin 13723:calycosin 13711:baicalein 13667:phloretin 13623:ZK-283197 13483:Mestilbol 13445:Hexestrol 13420:Fenestrel 13395:Efavirenz 13326:Butestrol 13281:2,8-DHHHC 13276:(S,S)-THC 13271:(R,R)-THC 13226:Pentolame 13221:Orestrate 13196:Moxestrol 13186:Mestranol 13151:Etynodiol 13011:Estradiol 12986:Equilenin 12948:Cyclodiol 12906:Bolandiol 12509:Phase III 12497:Withdrawn 12387:goserelin 12370:sulpiride 12346:prolactin 12305:Androgens 12287:Letrozole 12262:Fadrozole 12196:Tamoxifen 12151:Clomifene 11958:Hexestrol 11852:Moxestrol 11842:Mestranol 11727:Estradiol 11634:androgens 11602:Estrogens 11590:Estrogens 11391:Drugs.com 11253:0098-7484 11145:0002-9955 10963:Maturitas 10620:248135901 10042:Maturitas 9823:0002-9955 9775:0002-9955 9719:1535-3702 9671:0095-9561 9636:0098-7484 9520:0021-972X 9257:Menopause 9232:cite book 9159:"Estrone" 9096:0002-9955 8253:. Wiley. 7973:by 1944. 7925:Menformon 7883:, and/or 7881:placentas 7823:In 1927, 7704:Note the 7672:Estradiol 7607:Chemistry 7567:Excretion 7554:inhibitor 7552:17β-HSD1 7550:selective 7546:exogenous 7522:17β-HSD12 7407:sulfation 7387:estrogens 7380:estradiol 7134:Estradiol 7119:in humans 7117:estradiol 6892:estradiol 6795:Estradiol 6758:Aq. soln. 6739:Oil soln. 6720:Aq. susp. 6706:Oil soln. 6687:Aq. soln. 6666:Oil soln. 6647:Oil soln. 6628:Oil soln. 6609:Aq. susp. 6595:Oil soln. 6576:Oil soln. 6555:Oil soln. 6536:Oil soln. 6503:Aq. susp. 6489:Oil soln. 6479:1 ≈ 30 d 6470:Microsph. 6456:Aq. susp. 6442:Oil soln. 6428:Aq. soln. 6424:Estradiol 6403:Dose (mg) 6101:0.56–1.7 5961:Estradiol 5812:partially 5803:cell-free 5771:pregnancy 5561:Synthetic 5551:levels = 5472:0.9 ± 0.3 5450:2.8 ± 1.0 5362:1.9 ± 0.8 5318:1.3 ± 0.2 5230:4.2 ± 0.8 5208:0.5 ± 0.2 4948:estradiol 4858:Moxestrol 4802:Mestranol 4524:Estradiol 4357:0.070–0.1 4282:0.2–0.076 4191:Estrogen 4166:Estrogen 4141:Androgen 4116:Androgen 4113:>10000 4110:>10000 4091:Androgen 4088:>10000 4085:>10000 4066:Androgen 4041:Androgen 4016:Androgen 4013:>10000 4010:>10000 3991:Androgen 3966:Androgen 3941:Androgen 3916:Androgen 3891:Androgen 3866:Androgen 3803:0.01–0.13 3584:Taleranol 3359:Quercetin 3216:0.2–0.287 3184:Genistein 3175:0.07–27.0 3172:0.14–80.0 3109:Erteberel 3016:0.12–0.25 2794:0.59–1.22 2791:0.82–2.63 2638:U-11,000A 2584:Clomifene 2572:7.14–20.3 2509:Tamoxifen 2503:Estrogen 2478:Estrogen 2453:Estrogen 2428:Estrogen 2403:Estrogen 2378:Estrogen 2359:Hexestrol 2353:Estrogen 2328:Estrogen 2303:Estrogen 2284:Moxestrol 2278:Estrogen 2259:Mestranol 2253:Estrogen 2250:0.29–0.81 2247:0.02–0.05 2228:Estrogen 2209:Δ-Estrone 2203:Estrogen 2178:Estrogen 2153:Estrogen 2128:Estrogen 2103:Estrogen 2078:Estrogen 2059:Equilenin 2053:Estrogen 2028:Estrogen 2000:Estrogen 1975:Estrogen 1950:Estrogen 1885:E2-3G-17S 1400:Estrogen 1375:Estrogen 1350:Estrogen 1327:Estrogen 1308:Estradiol 1207:partially 1059:estradiol 925:to treat 859:converted 855:estradiol 847:estradiol 840:estrogens 741:and as a 737:given by 319:Excretion 300:half-life 279:Estradiol 261:sulfation 89:Routes of 14923:Estranes 14863:See also 14665:p,p'-DDT 14656:Daidzein 14646:Atrazine 14619:Agonists 14547:RU-58668 14542:RU-39411 14389:U-11555A 14384:TZE-5323 14129:Anordrin 14124:Anordiol 14057:agnuside 14034:parabens 13874:dieldrin 13846:nyasol ( 13811:puerarin 13807:prunetin 13771:genistin 13759:glabrene 13731:daidzein 13727:catechin 13715:baicalin 13707:apigenin 13637:anethole 13425:FERb 033 13261:Tibolone 13246:RU-16117 13231:Prodiame 13166:Hippulin 13161:Hexolame 13006:Estetrol 12916:Butolame 12606:Agonists 12521:See also 12404:elagolix 12379:agonists 12339:receptor 12136:Anordrin 12038:agonists 11722:Estetrol 11681:tibolone 11663:Certain 11632:Certain 11618:agonists 11551:24616324 11543:16112947 11475:14862159 11440:20781420 11410:Br Med J 11288:20988414 11191:29648134 10943:18183589 10871:14367392 10830:13491750 10795:13463090 10708:35732314 10700:20645882 10534:13638626 10504:Br Med J 10449:15771561 10422:38877163 10414:16399916 10371:26023144 10235:26077537 10182:13617050 10174:26190536 10027:21195753 9992:12387416 9864:16554039 9727:75441739 9601:14907837 9566:18731134 9448:17634106 9394:22216977 9386:19232600 9082:(1): 1. 8819:18744783 8472:24616324 8464:16112947 8167:See also 8147:Research 8053:Oestrone 7997:and its 7937:ampoules 7869:Schering 7865:Progynon 7857:Amniotin 7849:clinical 7841:pregnant 7833:excreted 7706:hydroxyl 7688:Estetrol 7583:such as 7573:excreted 7518:17β-HSD8 7514:17β-HSD7 7510:17β-HSD4 7506:17β-HSD3 7502:17β-HSD1 7498:isoforms 7484:or into 7476:such as 7448:such as 7427:Sources: 7419:hydroxyl 6986:Sources: 6960:after a 6826:Sources: 6517:Emulsion 6437:<1 d 6397:Estrogen 6354:Sources: 6324:levels. 6311:levels. 6249:5.7–7.5 6212:2.9–5.0 6138:1.3–4.5 5851:Estrogen 5807:in-vitro 5797:such as 5680:tingling 5664:fullness 5569:Sources: 5500:Inactive 5462:<0.5 5453:552 ± 42 5390:Inactive 5368:Inactive 5340:180 ± 43 5280:Inactive 5214:Inactive 5189:468 ± 30 5167:490 ± 22 5147:506 ± 20 5053:Estrogen 5013:Sources: 5000:cortisol 4976:for the 4963:for the 4950:for the 4937:for the 4924:for the 4908:<0.1 4880:<0.1 4824:<0.1 4796:<0.1 4684:<0.1 4628:<0.1 4574:<0.1 4546:<0.1 4439:Estrogen 4399:Sources: 4382:in-vitro 4272:Tibolone 4157:<0.07 4107:<0.01 4104:<0.01 4082:<0.01 4079:<0.01 4051:3β-Adiol 4026:3α-Adiol 4007:<0.01 4004:<0.01 3935:245–1053 3863:>5000 3860:>5000 3694:<0.01 3394:<0.01 3391:<0.01 3234:Daidzein 3200:0.3–12.8 2834:Etacstil 2716:10.2–166 2550:0.04–4.8 2522:3.4–9.69 1760:4-MeO-E3 1685:4-MeO-E1 1635:2-MeO-E1 1585:4-MeO-E2 1535:2-MeO-E2 1422:0.43–1.2 1419:0.2–0.52 1381:Estetrol 1202:in vitro 1179:in vitro 1177:the ERs 1104:headache 1071:ampoules 967:such as 950:duration 941:(namely 901:such as 895:symptoms 891:estrogen 851:activity 804:headache 786:Premarin 766:prodrugs 762:Hormonin 754:by mouth 748:applied 716:estrogen 704:Estragyn 686:(verify) 441:DrugBank 292:• Others 137:ATC code 130:Estrogen 109:E2/E1/E3 104:by mouth 14933:Ketones 14918:Sterols 14913:Phenols 14835:Unknown 14811:Estriol 14715:GPER-L2 14710:GPER-L1 14394:U-11634 14269:Menerba 14259:LN-2299 14254:LN-1643 14229:GW-7604 14184:D-15413 14016:(e.g., 14008:(e.g., 13994:(e.g., 13978:Steroid 13950:(e.g., 13932:(e.g., 13910:(e.g., 13868:(e.g., 13860:cadmium 13858:(e.g., 13836:(e.g., 13834:Lignans 13735:daidzin 13699:7,8-DHF 13697:(incl. 13683:(e.g., 13661:(e.g., 13543:SERBA-2 13538:SC-4289 13533:SC-3296 13440:GTx-758 13336:D-15414 13286:β-LGND1 13236:Prolame 13085:Estrone 13053:Estriol 12991:Equilin 12873:(e.g., 12786:16α-LE2 12454:Danazol 12412:(e.g., 12398:(e.g., 12381:(e.g., 12311:(e.g., 12106:(incl. 12057:(e.g., 12040:(e.g., 12027:(e.g., 12007:Zeranol 11803:Estrone 11786:(e.g., 11779:Estriol 11734:(e.g., 11667:(e.g., 11640:(e.g., 11431:2086334 11182:5303355 11107:6277697 10983:7231201 10786:1072719 10665:6847874 10525:1993181 10485:3080464 10394:Bibcode 10362:4485017 10322:6818806 10280:2992279 10227:2512035 10136:6863280 10062:2170822 9972:Bibcode 9945:9294720 9936:1470103 9557:1642736 9439:1933435 8886:21 June 8810:1659459 8117:Georgia 8070:estrone 7989:is the 7987:Estrone 7960:vaginal 7956:tablets 7931:), and 7929:Organon 7921:Organon 7897:Estrone 7873:Theelin 7871:), and 7835:in the 7813:History 7748:estrone 7729:steroid 7726:estrane 7680:Estriol 7593:labeled 7486:estriol 7405:(e.g., 7395:estriol 7391:estrone 7389:(e.g., 7384:natural 7346:17β-HSD 7236:17β-HSD 7215:Estriol 7166:Estrone 7070:albumin 7058:tissues 6974:uterine 6958:tissues 6881:vaginal 6803:vaginal 6786:are of 6735:Estriol 6703:Estrone 6231:2.9–3.4 6206:500–600 6203:500–600 6132:1.3–1.5 6129:3.0–3.2 6120:1.1–1.3 6098:1.4–1.5 6095:0.5–0.7 6083:0.8–0.9 6033:Estriol 5997:Estrone 5779:potency 5612:nipples 5604:breasts 5602:of the 5600:atrophy 5534:cytosol 5531:uterine 5529:of rat 5387:103 ± 7 5371:110–142 5365:130 ± 9 5296:45 ± 12 5255:285 ± 8 5119:Control 4918:ligands 4905:<0.1 4877:<0.2 4874:<0.1 4865:<0.1 4821:<0.1 4778:100–112 4690:Equilin 4681:<0.1 4662:Estriol 4607:Estrone 4387:labeled 4332:0.6–0.8 3938:163–515 3888:73–1688 3829:1.2–1.7 3826:-OH-DDT 3559:Zeranol 3197:2.6–126 3134:SERBA-2 3084:ERB-196 3044:22.0–83 2941:14.6–57 2934:16α-LE2 2838:GW-5638 2641:30.9–44 2616:151–152 2094:7.9–108 2091:7.9–113 2044:13.0–49 2034:Equilin 1735:2-OH-E3 1713:2.0–6.5 1663:1.0–2.0 1660:4-OH-E1 1616:0.2–0.4 1613:2.0–4.0 1610:2-OH-E1 1560:4-OH-E2 1510:2-OH-E2 1356:Estriol 1332:Estrone 1280:Action 1216:of the 1197:prodrug 1188:in vivo 1166:estriol 1144:of the 1142:agonist 1063:estriol 1048:tablets 1030:vaginal 1024:and/or 935:potency 887:vaginal 867:prodrug 863:potency 830:of the 828:agonist 743:vaginal 712:Theelin 708:Kestrin 696:Estrone 598:270.372 566:Formula 450:DB00655 396:PubChem 385:53-16-7 232:Albumin 158: ( 156:G03CC04 153:) 147: ( 145:G03CA07 100:vaginal 32:Estrone 14730:Niacin 14725:Kepone 14582:ERX-11 14552:SS1020 14460:ERB-88 14455:ERA-90 14359:SS1010 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Index

Andrestraq
Estrone


Trade names
Routes of
administration

Intramuscular injection
vaginal
by mouth
E2/E1/E3
estrone sulfate
Drug class
Estrogen
ATC code
G03CA07
WHO
G03CC04
WHO
Legal status
℞-only
Pharmacokinetic
Bioavailability
Oral
Protein binding
Albumin
Metabolism
Liver
hydroxylation
sulfation
glucuronidation

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