234:
31:
724:
Le Bizec B, Gaudin I, Monteau F, Andre F, Impens S, De Wasch K, De
Brabander H (2000). "Consequence of boar edible tissue consumption on urinary profiles of nandrolone metabolites. I. Mass spectrometric detection and quantification of 19-norandrosterone and 19-noretiocholanolone in human urine".
418:. An experiment conducted on athletes showed that after a prolonged intense effort, the 19-norandrosterone concentration can be increased by a factor varying between 2 and 4, but another study failed to replicate the result. Concentration also increases in the urine of female athletes during
631:
Van Eenoo P, Delbeke FT, de Jong FH, De Backer P (October 2001). "Endogenous origin of norandrosterone in female urine: indirect evidence for the production of 19-norsteroids as by-products in the conversion from androgen to estrogen".
422:. The consumption of edible parts of a non-castrated pig, containing 19-nortestosterone, has been shown to result in the excretion of 19-norandrosterone in the following hours, so athletes should prudently avoid meals composed of pig
301:
768:
853:
2566:
1107:
2729:
1097:
1421:
795:
359:
2543:
1227:
2115:
2105:
2548:
2589:
2584:
2369:
2145:
2135:
315:
470:
343:
InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h11-16,19H,2-10H2,1H3/t11-,12+,13-,14+,15+,16-,18-/m0/s1
2888:
2823:
2818:
2768:
2599:
2513:
2125:
2883:
2758:
2709:
2533:
2518:
2449:
2160:
2070:
788:
555:
Le Bizec B, Monteau F, Gaudin I, André F (February 1999). "Evidence for the presence of endogenous 19-norandrosterone in human urine".
3068:
3078:
3042:
2349:
2344:
2334:
2175:
2005:
2878:
2699:
2050:
426:
in the hours preceding doping tests. Consumption of boar meat, liver, kidneys and heart also increased 19-norandrosterone output.
3047:
1527:
738:
2040:
366:
3037:
1989:
781:
1122:
3032:
1028:
1377:
1784:
1779:
1217:
1446:
1023:
511:"Trace contamination of over-the-counter androstenedione and positive urine test results for a nandrolone metabolite"
335:
2229:
2628:
1533:
1496:
1326:
1291:
1222:
3088:
1451:
59:
981:
2219:
888:
868:
3027:
2997:
2562:
1856:
1244:
173:
1717:
1070:
883:
3073:
1934:
1296:
898:
404:
213:
1919:
1914:
1722:
450:
1456:
1075:
2224:
510:
1286:
1013:
959:
1065:
411:
products contaminated with traces of bolandione may also result in testing positive for nandrolone.
229:
1876:
1845:
1565:
1506:
1239:
1017:
893:
843:
481:
400:
2214:
1949:
1929:
2745:
1672:
1234:
1134:
1416:
445:
2737:
1872:
1511:
1382:
1254:
1102:
971:
920:
590:
Schmitt N, Flament MM, Goubault C, Legros P, Grenier-Loustalot MF, Denjean A (September 2002).
485:
2209:
763:
202:
2269:
1757:
1607:
1501:
1166:
848:
440:
162:
2429:
1897:
1868:
1841:
1707:
1595:
1404:
1372:
1338:
976:
947:
182:
1060:
233:
117:
8:
2952:
2947:
2679:
2639:
2484:
2404:
2304:
2294:
2239:
1819:
1355:
1112:
966:
863:
108:
509:
Catlin DH, Leder BZ, Ahrens B, Starcevic B, Hatton CK, Green GA, Finkelstein JS (2000).
1789:
1652:
1612:
1590:
1523:
1399:
1367:
1200:
1090:
942:
807:
701:
676:
657:
645:
568:
3083:
2803:
2419:
2379:
2244:
2020:
1939:
1742:
1647:
1466:
1183:
1045:
954:
937:
905:
858:
815:
804:
742:
706:
649:
613:
608:
591:
572:
530:
661:
142:
3093:
2689:
2669:
1617:
1481:
1040:
878:
838:
734:
696:
688:
641:
603:
564:
522:
250:
22:
1954:
592:"Nandrolone excretion is not increased by exhaustive exercise in trained athletes"
2614:
2499:
2354:
2025:
1692:
1667:
1518:
1471:
1281:
1141:
396:
2459:
2284:
2259:
1887:
1863:
1836:
1732:
1657:
1560:
1345:
1316:
1173:
1116:
1055:
1050:
773:
408:
1799:
3062:
2868:
2813:
2788:
2364:
1762:
1662:
873:
692:
526:
3007:
2863:
2793:
2694:
2684:
2649:
2619:
2553:
2528:
2479:
2434:
2399:
2374:
2319:
2274:
2110:
1892:
1809:
1697:
1627:
1602:
1550:
1540:
1486:
1333:
1266:
1151:
1146:
1129:
1080:
746:
710:
653:
617:
576:
534:
435:
419:
2992:
2873:
2858:
2853:
2783:
2719:
2674:
2578:
2574:
2570:
2523:
2469:
2464:
2444:
2384:
2329:
2299:
2289:
2279:
2249:
2234:
2150:
2130:
2035:
1959:
1851:
1804:
1769:
1687:
1677:
1622:
1580:
1545:
1491:
1476:
1441:
1436:
1190:
1161:
739:
10.1002/1097-0231(20000630)14:12<1058::AID-RCM991>3.0.CO;2-7
95:)-3-Hydroxy-13-methyl-2,3,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydro-1
2962:
2929:
2778:
2773:
2753:
2724:
2644:
2609:
2604:
2594:
2489:
2424:
2359:
2309:
2165:
2060:
2015:
1974:
1882:
1831:
1682:
1632:
1585:
1575:
1394:
1362:
1321:
1271:
1261:
1207:
1195:
1156:
1008:
1003:
998:
993:
988:
910:
392:
388:
384:
277:
153:
2983:
2957:
2937:
2933:
2921:
2798:
2763:
2704:
2664:
2659:
2558:
2538:
2474:
2439:
2414:
2409:
2394:
2314:
2264:
2185:
2120:
2065:
2055:
2045:
1979:
1826:
1814:
1570:
1461:
1389:
1350:
1276:
1249:
1178:
932:
915:
128:
30:
2969:
2848:
2843:
2838:
2833:
2828:
2634:
2389:
2324:
2140:
2095:
2090:
2085:
2080:
2075:
2030:
1969:
1964:
1904:
1085:
927:
300:
2925:
2714:
2654:
2454:
2339:
2180:
2155:
2010:
1752:
1702:
1642:
1303:
630:
2976:
2917:
2902:
2808:
677:"Significance of 19-norandrosterone in athletes' urine samples"
414:
Traces of 19-norandrosterone may be naturally present in human
2508:
2190:
2100:
2031:
Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4)
1990:
874:
Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)
423:
415:
291:
193:
589:
218:
2941:
2254:
723:
554:
508:
2624:
1715:
17α-Alkylated 5α-dihydro-19-nortestosterone derivatives:
1218:
7α-Methyl-19-norandrostenedione (MENT dione, trestione)
1912:
5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives:
403:
since it is a detectable metabolite of nandrolone, an
2998:
399:. It is on the list of substances prohibited by the
1346:
Normethandrone (methylestrenolone, normethisterone)
46:
3α-Hydroxy-5α-estran-17-one; 5α-Estran-3α-ol-17-one
1558:17α-Alkylated 5α-dihydrotestosterone derivatives:
471:"THE 2007 PROHIBITED LIST INTERNATIONAL STANDARD"
3060:
803:
141:
1777:5α-Dihydro-17α-ethynyltestosterone derivatives:
116:
1228:11β-Methyl-19-nortestosterone dodecylcarbonate
1995:Tooltip Selective androgen receptor modulator
1640:17α-Alkylated 19-nortestosterone derivatives:
789:
2046:Enobosarm (ostarine, MK-2866, GTx-024, S-22)
1797:17α-Ethynyl-19-nortestosterone derivatives:
717:
668:
624:
548:
1519:Methylclostebol (chloromethyltestosterone)
1414:5α-Dihydro-19-nortestosterone derivatives:
796:
782:
395:(19-norandrostenedione) that is formed by
232:
161:
1740:17α-Vinyl-19-nortestosterone derivatives:
1356:Oxabolone cipionate (oxabolone cypionate)
972:DHEA (androstenolone, prasterone; 5-DHEA)
816:
700:
607:
181:
1447:Chlorodehydromethylandrostenediol (CDMA)
674:
3048:List of androgens and anabolic steroids
1434:17α-Alkylated testosterone derivatives:
228:
3061:
1452:Chlorodehydromethyltestosterone (CDMT)
1208:Testifenon (testiphenon, testiphenone)
1733:Norvinisterone (vinylnortestosterone)
1267:Bolmantalate (nandrolone adamantoate)
1262:Bolandione (19-nor-4-androstenedione)
977:DHEA enanthate (prasterone enanthate)
777:
201:
3003:Tooltip Sex hormone-binding globulin
1750:17α-Ethynyltestosterone derivatives:
1029:Polytestosterone phloretin phosphate
1673:Methylhydroxynandrolone (MOHN, MHN)
1378:Trenbolone hexahydrobenzylcarbonate
1038:5α-Dihydrotestosterone derivatives:
906:Androstenedione (4-androstenedione)
132:
13:
1730:17α-Vinyltestosterone derivatives:
1492:Methandriol (methylandrostenediol)
14:
3105:
1770:Ethisterone (ethynyltestosterone)
1487:Metandienone (methandrostenolone)
1317:Methoxydienone (methoxygonadiene)
928:Boldione (1,4-androstadienedione)
879:Androstenediol (5-androstenediol)
844:4-Dehydroepiandrosterone (4-DHEA)
757:
3043:Progesterone receptor modulators
1534:Methyltestosterone 3-hexyl ether
1497:Methandriol bisenanthoyl acetate
1457:Chloromethylandrostenediol (CMA)
1292:Dimethandrolone dodecylcarbonate
1051:1-Androsterone (1-andro, 1-DHEA)
609:10.1097/00005768-200209000-00006
261:
29:
1215:19-Nortestosterone derivatives:
348:Key:UOUIARGWRPHDBX-CQZDKXCPSA-N
3069:5α-Reduced steroid metabolites
2230:15β-Hydroxycyproterone acetate
2121:OPK-88004 (LY-2452473, TT-701)
764:Testing for 19-norandrosterone
583:
502:
463:
267:
255:
1:
3028:Receptor/signaling modulators
1785:17α-Ethynyl-3β-androstanediol
1780:17α-Ethynyl-3α-androstanediol
1223:11β-Methyl-19-nortestosterone
646:10.1016/S0960-0760(01)00112-1
634:J. Steroid Biochem. Mol. Biol
569:10.1016/S0378-4347(98)00541-6
456:
99:-cyclopentaphenanthren-17-one
3079:Anabolic–androgenic steroids
3038:Estrogen receptor modulators
2485:Trimethyltrienolone (R-2956)
1857:Lynestrenol phenylpropionate
1245:19-Nordehydroepiandrosterone
7:
3033:Androgens and antiandrogens
2804:Ralaniten acetate (EPI-506)
2220:7α-Thiomethylspironolactone
1935:Medroxyprogesterone acetate
1297:Dimethandrolone undecanoate
1108:Dihydromethylandrostenediol
899:Androstenediol dipropionate
727:Rapid Commun. Mass Spectrom
429:
405:anabolic-androgenic steroid
10:
3110:
1123:Dihydrotestosterone esters
1076:11-Ketodihydrotestosterone
889:Androstenediol 17β-acetate
869:11β-Hydroxyandrostenedione
854:4,17α-Dimethyltestosterone
478:The World Anti-Doping Code
245:Chemical and physical data
3020:
2910:
2901:
2199:
1988:
1927:Progesterone derivatives:
1718:5α-Dihydronorethandrolone
1287:Dimethandrolone buciclate
1117:androstanolone, stanolone
1113:Dihydrotestosterone (DHT)
1071:7β-Hydroxyepiandrosterone
960:Cloxotestosterone acetate
884:Androstenediol 3β-acetate
836:Testosterone derivatives:
828:
821:Tooltip Androgen receptor
814:
769:Doping Control Procedures
391:(19-nortestosterone) and
356:
331:
311:
289:
276:
249:
244:
212:
192:
172:
152:
127:
107:
55:
50:
42:
37:
28:
2733:-Butylbenzenesulfonamide
1920:5α-Dihydronorethisterone
1915:5α-Dihydrolevonorgestrel
1877:norethisterone enanthate
1846:levonorgestrel butanoate
1723:5α-Dihydronormethandrone
1576:Mebolazine (dimethazine)
1566:Desoxymethyltestosterone
1507:Methandriol dipropionate
1304:LS-1727 (nandrolone 17β-
1240:19-Nor-5-androstenedione
1098:Dihydroethyltestosterone
894:Androstenediol diacetate
693:10.1136/bjsm.2006.028027
527:10.1001/jama.284.20.2618
482:World Anti-Doping Agency
451:5α-Dihydronorethisterone
401:World Anti-Doping Agency
323:C12CC34CC(C4CC31CCC2=O)O
2864:Topilutamide (fluridil)
2225:11α-Hydroxyprogesterone
1235:19-Nor-5-androstenediol
1135:Drostanolone propionate
3089:Human drug metabolites
2749:-Desmethylenzalutamide
2455:SC-5233 (spirolactone)
1873:norethisterone acetate
1512:Methandriol propionate
1383:Trenbolone undecanoate
1255:Bolandiol dipropionate
1103:Dihydrofluoxymesterone
1066:5α-Androst-2-en-17-one
921:Boldenone undecylenate
675:Ayotte C (July 2006).
407:(AAS). Consumption of
381:5α-estran-3α-ol-17-one
2741:-Desmethylapalutamide
2270:Chlormadinone acetate
2215:7α-Thiospironolactone
2086:LGD-2941 (LGD-122941)
2076:LG121071 (LGD-121071)
1950:3-Keto-5α-abiraterone
1930:6α-Methylprogesterone
1869:Norethisterone esters
1842:Levonorgestrel esters
1758:Ethinylandrostenediol
1608:Methyl-1-testosterone
1528:+esterified estrogens
1502:Methandriol diacetate
1167:Mesterolone cipionate
849:4-Hydroxytestosterone
441:19-Noretiocholanolone
2430:Potassium canrenoate
1898:Quingestanol acetate
1708:Tetrahydrogestrinone
1596:Metenolone enanthate
1422:5α-Dihydrotrestolone
1417:5α-Dihydronandrolone
1405:Trestolone enanthate
1373:Trenbolone enanthate
1339:Norclostebol acetate
948:Clostebol propionate
596:Med Sci Sports Exerc
446:5α-Dihydronandrolone
2953:Dihydrotestosterone
2948:Dehydroandrosterone
2799:Ralaniten (EPI-002)
2680:Inocoterone acetate
2405:Nomegestrol acetate
2305:Delmadinone acetate
2295:Cyproterone acetate
2240:Abiraterone acetate
2210:7α-Thioprogesterone
1820:Etynodiol diacetate
1024:Testosterone esters
967:Dehydroandrosterone
864:11-Ketotestosterone
25:
3074:Secondary alcohols
1790:Dihydroethisterone
1653:Dimethyltrienolone
1613:Methylepitiostanol
1591:Metenolone acetate
1524:Methyltestosterone
1427:19-Norandrosterone
1400:Trestolone acetate
1368:Trenbolone acetate
1312:-nitrosocarbamate)
1201:Stenbolone acetate
1091:Bolazine capronate
943:Clostebol caproate
687:(Suppl 1): i25–9.
377:19-Norandrosterone
23:19-Norandrosterone
21:
3056:
3055:
3016:
3015:
2986:
2979:
2972:
2965:
2897:
2896:
2420:Osaterone acetate
2380:Megestrol acetate
2245:Allyltestosterone
2021:Acetothiolutamide
1940:Megestrol acetate
1743:Vinyltestosterone
1648:Dimethyldienolone
1467:Ethyltestosterone
1395:Trestolone (MENT)
1327:Nandrolone esters
1308:-(2-chloroethyl)-
1184:Nisterime acetate
1061:3α-Androstanediol
1046:1-Androstenedione
955:Cloxotestosterone
938:Clostebol acetate
859:5-Androstenedione
805:Androgen receptor
374:
373:
302:Interactive image
214:CompTox Dashboard
16:Chemical compound
3101:
3004:
3000:
2984:
2977:
2970:
2963:
2908:
2907:
2690:Ketodarolutamide
2670:Hydroxyflutamide
2627:(via metabolite
1996:
1992:
1947:Others/unsorted:
1618:Methylstenbolone
1482:Hydroxystenozole
1041:1-Androstenediol
839:4-Androstenediol
826:
825:
822:
818:
798:
791:
784:
775:
774:
751:
750:
721:
715:
714:
704:
672:
666:
665:
628:
622:
621:
611:
587:
581:
580:
557:J. Chromatogr. B
552:
546:
545:
543:
541:
506:
500:
499:
497:
496:
491:on 10 April 2009
490:
484:. Archived from
475:
467:
379:, also known as
370:
369:
362:
304:
284:
269:
263:
257:
237:
236:
222:
220:
205:
185:
165:
145:
135:
134:
120:
33:
26:
24:
20:
3109:
3108:
3104:
3103:
3102:
3100:
3099:
3098:
3059:
3058:
3057:
3052:
3012:
3002:
2893:
2615:Cyanonilutamide
2544:Bavdegalutamide
2355:Epitestosterone
2195:
2026:Acetoxolutamide
1994:
1984:
1693:Norethandrolone
1668:Methyldienolone
1472:Fluoxymesterone
1282:Dimethandrolone
1142:Epiandrosterone
820:
810:
802:
760:
755:
754:
733:(12): 1058–65.
722:
718:
681:Br J Sports Med
673:
669:
629:
625:
588:
584:
563:(1–2): 157–72.
553:
549:
539:
537:
521:(20): 2618–21.
507:
503:
494:
492:
488:
473:
469:
468:
464:
459:
432:
365:
363:
360:(what is this?)
357:
352:
349:
344:
339:
338:
327:
324:
319:
318:
307:
282:
272:
266:
260:
240:
216:
208:
188:
168:
148:
131:
123:
103:
100:
63:
62:
17:
12:
11:
5:
3107:
3097:
3096:
3091:
3086:
3081:
3076:
3071:
3054:
3053:
3051:
3050:
3045:
3040:
3035:
3030:
3025:
3021:
3018:
3017:
3014:
3013:
3011:
3010:
3005:
2995:
2990:
2966:-α-Amino acids
2960:
2955:
2950:
2945:
2914:
2912:
2905:
2899:
2898:
2895:
2894:
2892:
2891:
2886:
2881:
2876:
2871:
2866:
2861:
2856:
2851:
2846:
2841:
2836:
2831:
2826:
2821:
2816:
2811:
2806:
2801:
2796:
2791:
2786:
2781:
2776:
2771:
2766:
2761:
2756:
2751:
2743:
2735:
2727:
2722:
2717:
2712:
2707:
2702:
2697:
2692:
2687:
2682:
2677:
2672:
2667:
2662:
2657:
2652:
2647:
2642:
2637:
2632:
2622:
2617:
2612:
2607:
2602:
2597:
2592:
2587:
2582:
2556:
2551:
2546:
2541:
2536:
2531:
2526:
2521:
2516:
2511:
2506:
2493:
2492:
2487:
2482:
2477:
2472:
2467:
2462:
2460:Spironolactone
2457:
2452:
2447:
2442:
2437:
2432:
2427:
2422:
2417:
2412:
2407:
2402:
2397:
2392:
2387:
2382:
2377:
2372:
2367:
2362:
2357:
2352:
2347:
2342:
2337:
2332:
2327:
2322:
2317:
2312:
2307:
2302:
2297:
2292:
2287:
2285:Cyproheptadine
2282:
2277:
2272:
2267:
2262:
2260:Canrenoic acid
2257:
2252:
2247:
2242:
2237:
2232:
2227:
2222:
2217:
2212:
2203:
2201:
2197:
2196:
2194:
2193:
2188:
2183:
2178:
2169:
2168:
2163:
2158:
2153:
2148:
2143:
2138:
2133:
2128:
2123:
2118:
2113:
2108:
2103:
2098:
2093:
2088:
2083:
2078:
2073:
2068:
2063:
2058:
2053:
2048:
2043:
2038:
2033:
2028:
2023:
2018:
2013:
2008:
1999:
1997:
1986:
1985:
1983:
1982:
1977:
1972:
1967:
1962:
1957:
1952:
1943:
1942:
1937:
1932:
1923:
1922:
1917:
1908:
1907:
1902:
1901:
1900:
1890:
1888:Norgestrienone
1885:
1880:
1866:
1864:Norethisterone
1861:
1860:
1859:
1849:
1839:
1837:Levonorgestrel
1834:
1829:
1824:
1823:
1822:
1812:
1807:
1802:
1793:
1792:
1787:
1782:
1773:
1772:
1767:
1766:
1765:
1755:
1746:
1745:
1736:
1735:
1726:
1725:
1720:
1711:
1710:
1705:
1700:
1695:
1690:
1685:
1680:
1675:
1670:
1665:
1660:
1658:Ethyldienolone
1655:
1650:
1645:
1636:
1635:
1630:
1625:
1620:
1615:
1610:
1605:
1600:
1599:
1598:
1593:
1583:
1578:
1573:
1568:
1563:
1561:Androisoxazole
1554:
1553:
1548:
1543:
1538:
1537:
1536:
1521:
1516:
1515:
1514:
1509:
1504:
1499:
1489:
1484:
1479:
1474:
1469:
1464:
1459:
1454:
1449:
1444:
1439:
1430:
1429:
1424:
1419:
1410:
1409:
1408:
1407:
1402:
1392:
1387:
1386:
1385:
1380:
1375:
1370:
1360:
1359:
1358:
1348:
1343:
1342:
1341:
1331:
1330:
1329:
1319:
1314:
1301:
1300:
1299:
1294:
1289:
1279:
1274:
1269:
1264:
1259:
1258:
1257:
1247:
1242:
1237:
1232:
1231:
1230:
1220:
1211:
1210:
1205:
1204:
1203:
1193:
1188:
1187:
1186:
1176:
1174:Methyldiazinol
1171:
1170:
1169:
1159:
1154:
1149:
1144:
1139:
1138:
1137:
1127:
1126:
1125:
1110:
1105:
1100:
1095:
1094:
1093:
1083:
1078:
1073:
1068:
1063:
1058:
1056:1-Testosterone
1053:
1048:
1043:
1034:
1033:
1032:
1031:
1026:
1011:
1006:
1001:
996:
991:
986:
985:
984:
979:
969:
964:
963:
962:
952:
951:
950:
945:
940:
930:
925:
924:
923:
913:
908:
903:
902:
901:
896:
891:
886:
876:
871:
866:
861:
856:
851:
846:
841:
832:
830:
823:
812:
811:
801:
800:
793:
786:
778:
772:
771:
766:
759:
758:External links
756:
753:
752:
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547:
501:
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443:
438:
431:
428:
409:androstendione
372:
371:
354:
353:
351:
350:
347:
345:
342:
334:
333:
332:
329:
328:
326:
325:
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309:
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230:DTXSID10893662
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66:
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2939:
2935:
2931:
2927:
2923:
2919:
2916:
2915:
2913:
2909:
2906:
2904:
2900:
2890:
2887:
2885:
2882:
2880:
2877:
2875:
2872:
2870:
2869:Valproic acid
2867:
2865:
2862:
2860:
2857:
2855:
2852:
2850:
2847:
2845:
2842:
2840:
2837:
2835:
2832:
2830:
2827:
2825:
2822:
2820:
2817:
2815:
2814:Rezvilutamide
2812:
2810:
2807:
2805:
2802:
2800:
2797:
2795:
2792:
2790:
2789:Proxalutamide
2787:
2785:
2782:
2780:
2777:
2775:
2772:
2770:
2767:
2765:
2762:
2760:
2757:
2755:
2752:
2750:
2748:
2744:
2742:
2740:
2736:
2734:
2732:
2728:
2726:
2723:
2721:
2718:
2716:
2713:
2711:
2708:
2706:
2703:
2701:
2698:
2696:
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2691:
2688:
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2681:
2678:
2676:
2673:
2671:
2668:
2666:
2663:
2661:
2658:
2656:
2653:
2651:
2648:
2646:
2643:
2641:
2638:
2636:
2633:
2630:
2626:
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2621:
2618:
2616:
2613:
2611:
2608:
2606:
2603:
2601:
2598:
2596:
2593:
2591:
2588:
2586:
2583:
2580:
2576:
2572:
2568:
2564:
2560:
2557:
2555:
2552:
2550:
2547:
2545:
2542:
2540:
2537:
2535:
2532:
2530:
2527:
2525:
2522:
2520:
2517:
2515:
2512:
2510:
2507:
2505:
2504:-Bicalutamide
2503:
2498:
2497:Nonsteroidal:
2495:
2494:
2491:
2488:
2486:
2483:
2481:
2478:
2476:
2473:
2471:
2468:
2466:
2463:
2461:
2458:
2456:
2453:
2451:
2448:
2446:
2443:
2441:
2438:
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2433:
2431:
2428:
2426:
2423:
2421:
2418:
2416:
2413:
2411:
2408:
2406:
2403:
2401:
2398:
2396:
2393:
2391:
2388:
2386:
2383:
2381:
2378:
2376:
2373:
2371:
2368:
2366:
2365:Guggulsterone
2363:
2361:
2358:
2356:
2353:
2351:
2348:
2346:
2343:
2341:
2338:
2336:
2333:
2331:
2328:
2326:
2323:
2321:
2318:
2316:
2313:
2311:
2308:
2306:
2303:
2301:
2298:
2296:
2293:
2291:
2288:
2286:
2283:
2281:
2278:
2276:
2273:
2271:
2268:
2266:
2263:
2261:
2258:
2256:
2253:
2251:
2248:
2246:
2243:
2241:
2238:
2236:
2233:
2231:
2228:
2226:
2223:
2221:
2218:
2216:
2213:
2211:
2208:
2205:
2204:
2202:
2198:
2192:
2189:
2187:
2184:
2182:
2179:
2177:
2174:
2171:
2170:
2167:
2164:
2162:
2159:
2157:
2154:
2152:
2149:
2147:
2144:
2142:
2139:
2137:
2134:
2132:
2129:
2127:
2124:
2122:
2119:
2117:
2114:
2112:
2109:
2107:
2104:
2102:
2099:
2097:
2094:
2092:
2089:
2087:
2084:
2082:
2079:
2077:
2074:
2072:
2069:
2067:
2064:
2062:
2059:
2057:
2054:
2052:
2049:
2047:
2044:
2042:
2039:
2037:
2034:
2032:
2029:
2027:
2024:
2022:
2019:
2017:
2014:
2012:
2009:
2007:
2004:
2003:Nonsteroidal:
2001:
2000:
1998:
1993:
1987:
1981:
1978:
1976:
1973:
1971:
1968:
1966:
1963:
1961:
1958:
1956:
1955:5α-Androstane
1953:
1951:
1948:
1945:
1944:
1941:
1938:
1936:
1933:
1931:
1928:
1925:
1924:
1921:
1918:
1916:
1913:
1910:
1909:
1906:
1903:
1899:
1896:
1895:
1894:
1891:
1889:
1886:
1884:
1881:
1878:
1874:
1870:
1867:
1865:
1862:
1858:
1855:
1854:
1853:
1850:
1847:
1843:
1840:
1838:
1835:
1833:
1830:
1828:
1825:
1821:
1818:
1817:
1816:
1813:
1811:
1808:
1806:
1803:
1801:
1798:
1795:
1794:
1791:
1788:
1786:
1783:
1781:
1778:
1775:
1774:
1771:
1768:
1764:
1763:Ethandrostate
1761:
1760:
1759:
1756:
1754:
1751:
1748:
1747:
1744:
1741:
1738:
1737:
1734:
1731:
1728:
1727:
1724:
1721:
1719:
1716:
1713:
1712:
1709:
1706:
1704:
1701:
1699:
1696:
1694:
1691:
1689:
1686:
1684:
1681:
1679:
1676:
1674:
1671:
1669:
1666:
1664:
1663:Ethylestrenol
1661:
1659:
1656:
1654:
1651:
1649:
1646:
1644:
1641:
1638:
1637:
1634:
1631:
1629:
1626:
1624:
1621:
1619:
1616:
1614:
1611:
1609:
1606:
1604:
1601:
1597:
1594:
1592:
1589:
1588:
1587:
1584:
1582:
1579:
1577:
1574:
1572:
1569:
1567:
1564:
1562:
1559:
1556:
1555:
1552:
1549:
1547:
1544:
1542:
1539:
1535:
1532:
1531:
1529:
1525:
1522:
1520:
1517:
1513:
1510:
1508:
1505:
1503:
1500:
1498:
1495:
1494:
1493:
1490:
1488:
1485:
1483:
1480:
1478:
1475:
1473:
1470:
1468:
1465:
1463:
1460:
1458:
1455:
1453:
1450:
1448:
1445:
1443:
1440:
1438:
1435:
1432:
1431:
1428:
1425:
1423:
1420:
1418:
1415:
1412:
1411:
1406:
1403:
1401:
1398:
1397:
1396:
1393:
1391:
1388:
1384:
1381:
1379:
1376:
1374:
1371:
1369:
1366:
1365:
1364:
1361:
1357:
1354:
1353:
1352:
1349:
1347:
1344:
1340:
1337:
1336:
1335:
1332:
1328:
1325:
1324:
1323:
1320:
1318:
1315:
1313:
1311:
1307:
1302:
1298:
1295:
1293:
1290:
1288:
1285:
1284:
1283:
1280:
1278:
1275:
1273:
1270:
1268:
1265:
1263:
1260:
1256:
1253:
1252:
1251:
1248:
1246:
1243:
1241:
1238:
1236:
1233:
1229:
1226:
1225:
1224:
1221:
1219:
1216:
1213:
1212:
1209:
1206:
1202:
1199:
1198:
1197:
1194:
1192:
1189:
1185:
1182:
1181:
1180:
1177:
1175:
1172:
1168:
1165:
1164:
1163:
1160:
1158:
1155:
1153:
1150:
1148:
1145:
1143:
1140:
1136:
1133:
1132:
1131:
1128:
1124:
1121:
1120:
1118:
1114:
1111:
1109:
1106:
1104:
1101:
1099:
1096:
1092:
1089:
1088:
1087:
1084:
1082:
1079:
1077:
1074:
1072:
1069:
1067:
1064:
1062:
1059:
1057:
1054:
1052:
1049:
1047:
1044:
1042:
1039:
1036:
1035:
1030:
1027:
1025:
1022:
1021:
1019:
1015:
1012:
1010:
1007:
1005:
1002:
1000:
997:
995:
992:
990:
987:
983:
980:
978:
975:
974:
973:
970:
968:
965:
961:
958:
957:
956:
953:
949:
946:
944:
941:
939:
936:
935:
934:
931:
929:
926:
922:
919:
918:
917:
914:
912:
909:
907:
904:
900:
897:
895:
892:
890:
887:
885:
882:
881:
880:
877:
875:
872:
870:
867:
865:
862:
860:
857:
855:
852:
850:
847:
845:
842:
840:
837:
834:
833:
831:
827:
824:
819:
813:
809:
806:
799:
794:
792:
787:
785:
780:
779:
776:
770:
767:
765:
762:
761:
748:
744:
740:
736:
732:
728:
720:
712:
708:
703:
698:
694:
690:
686:
682:
678:
671:
663:
659:
655:
651:
647:
643:
639:
635:
627:
619:
615:
610:
605:
602:(9): 1436–9.
601:
597:
593:
586:
578:
574:
570:
566:
562:
558:
551:
536:
532:
528:
524:
520:
516:
512:
505:
487:
483:
479:
472:
466:
462:
452:
449:
447:
444:
442:
439:
437:
434:
433:
427:
425:
421:
417:
412:
410:
406:
402:
398:
394:
390:
386:
382:
378:
368:
361:
355:
346:
341:
340:
337:
330:
321:
320:
317:
310:
303:
299:
298:
296:
293:
288:
281:
279:
275:
254:
252:
248:
243:
235:
231:
227:
226:
224:
215:
211:
204:
200:
199:
197:
195:
191:
184:
180:
179:
177:
175:
171:
164:
160:
159:
157:
155:
151:
144:
140:
139:
137:
130:
126:
119:
115:
114:
112:
110:
106:
98:
94:
90:
86:
82:
78:
74:
70:
65:
64:
61:
54:
49:
45:
41:
38:Clinical data
36:
32:
27:
19:
3008:Testosterone
2794:Pyrilutamide
2746:
2738:
2730:
2695:Lavender oil
2685:Ketoconazole
2650:Enzalutamide
2620:Darolutamide
2554:Bicalutamide
2529:Atraric acid
2501:
2496:
2480:Trimegestone
2435:Promegestone
2400:Mifepristone
2375:Medrogestone
2320:Drospirenone
2275:Clascoterone
2206:
2172:
2116:JNJ-37654032
2111:JNJ-28330835
2106:JNJ-26146900
2002:
1946:
1926:
1911:
1893:Quingestanol
1810:Etonogestrel
1796:
1776:
1749:
1739:
1729:
1714:
1698:Propetandrol
1639:
1628:Oxymetholone
1603:Methasterone
1557:
1551:Tiomesterone
1541:Oxymesterone
1433:
1426:
1413:
1334:Norclostebol
1309:
1305:
1214:
1152:Mepitiostane
1147:Epitiostanol
1130:Drostanolone
1081:Androsterone
1037:
1018:+dutasteride
1014:Testosterone
982:DHEA sulfate
835:
730:
726:
719:
684:
680:
670:
640:(4): 351–7.
637:
633:
626:
599:
595:
585:
560:
556:
550:
538:. Retrieved
518:
514:
504:
493:. Retrieved
486:the original
477:
465:
436:Androsterone
420:menstruation
413:
397:5α-reductase
380:
376:
375:
364:
358:
96:
92:
88:
84:
80:
76:
72:
68:
18:
2993:Osteocalcin
2874:Vinclozolin
2859:Thalidomide
2854:Seviteronel
2784:Procymidone
2720:Masofaniten
2675:Inocoterone
2579:bisphenol S
2575:bisphenol F
2571:bisphenol A
2549:BAY-1024767
2524:Apalutamide
2470:Spiroxasone
2465:Spirorenone
2445:Rosterolone
2385:Mespirenone
2330:Edogestrone
2300:Delanterone
2290:Cyproterone
2280:Clometerone
2250:Benorterone
2235:Abiraterone
2200:Antagonists
2131:PF-06260414
2036:BMS-564,929
1960:Alternariol
1852:Lynestrenol
1805:Desogestrel
1688:Norboletone
1678:Metribolone
1623:Oxandrolone
1581:Mestanolone
1546:Penmesterol
1477:Formebolone
1442:Calusterone
1437:Bolasterone
1191:Prostanozol
1162:Mesterolone
540:29 December
285: g·mol
203:CHEBI:36412
51:Identifiers
43:Other names
3063:Categories
2987:-ornithine
2930:gadolinium
2779:Prochloraz
2774:Phenothrin
2754:Nilutamide
2725:Methiocarb
2645:Endosulfan
2610:Cioteronel
2605:Cimetidine
2595:BMS-641988
2590:BMS-570511
2585:BMS-501949
2559:Bisphenols
2514:Antarlides
2490:Zanoterone
2425:Oxendolone
2370:Ludaterone
2360:Galeterone
2310:Dicirenone
2207:Steroidal:
2173:Steroidal:
2166:Vosilasarm
2061:GSK2881078
2016:AC-262,536
1975:Trilostane
1883:Norgestrel
1832:Gestrinone
1800:Δ-Tibolone
1683:Mibolerone
1633:Stanozolol
1586:Metenolone
1363:Trenbolone
1322:Nandrolone
1272:Dienedione
1196:Stenbolone
1157:Mesabolone
1009:Silandrone
1004:Quinbolone
999:Plomestane
994:Formestane
989:Exemestane
911:Atamestane
808:modulators
495:2009-05-14
457:References
393:bolandione
389:nandrolone
385:metabolite
290:3D model (
278:Molar mass
183:5W4XKU708V
154:ChemSpider
109:CAS Number
60:IUPAC name
2973:-arginine
2958:Estradiol
2938:strontium
2934:magnesium
2922:aluminium
2889:YM-175735
2824:Ro 5-2537
2819:Ro 2-7239
2769:PF-998425
2764:Pentomone
2705:LG-120907
2665:Flutamide
2660:Fenarimol
2600:CH5137291
2539:Bakuchiol
2475:Topterone
2440:Prorenone
2415:Osaterone
2410:Nordinone
2395:Mexrenone
2315:Dienogest
2265:Canrenone
2186:TFM-4AS-1
2126:ORM-11984
2066:GSK-4336A
2056:GLPG-0492
1980:ZM-182345
1827:Gestodene
1815:Etynodiol
1571:Furazabol
1462:Enestebol
1390:Trendione
1351:Oxabolone
1277:Dienolone
1250:Bolandiol
1179:Nisterime
933:Clostebol
916:Boldenone
118:1225-01-0
3084:Estranes
3024:See also
2911:Agonists
2884:YM-92088
2849:RU-58841
2844:RU-58642
2839:RU-57073
2834:RU-56187
2829:RU-22930
2759:ONC1-13B
2710:LGD-1331
2635:Dieldrin
2629:p,p’-DDE
2534:AZD-3514
2519:Arabilin
2450:RU-15328
2390:Metogest
2325:DU-41165
2161:S-101479
2141:RU-59063
2096:LGD-4033
2091:LGD-3303
2081:LGD-2226
2071:GSK-8698
1970:Drupanol
1965:Cl-4AS-1
1905:Tibolone
1086:Bolazine
829:Agonists
747:10861987
711:16799098
662:19065089
654:11717005
618:12218735
577:10080643
535:11086369
430:See also
367:(verify)
3094:Ketones
2980:-lysine
2968:(incl.
2926:calcium
2920:(incl.
2918:Cations
2715:Linuron
2655:EPI-001
2561:(e.g.,
2350:EM-6537
2345:EM-5855
2340:EM-5854
2335:EM-4350
2181:MK-0773
2176:EM-9017
2156:S-40503
2011:ACP-105
2006:198RL26
1871:(e.g.,
1844:(e.g.,
1753:Danazol
1703:RU-2309
1643:Bolenol
702:2657496
383:, is a
283:276.420
251:Formula
163:7827676
143:9548753
129:PubChem
2903:GPRC6A
2879:YM-580
2809:RD-162
2700:LG-105
2051:FTBU-1
745:
709:
699:
660:
652:
616:
575:
533:
316:SMILES
2567:BFDGE
2563:BADGE
2509:AA560
2191:YK-11
2101:LY305
1991:SARMs
658:S2CID
489:(PDF)
474:(PDF)
424:offal
416:urine
336:InChI
292:JSmol
194:ChEBI
2999:SHBG
2942:zinc
2640:DIMP
2255:BOMT
2151:S-23
2041:DTIB
743:PMID
707:PMID
650:PMID
614:PMID
573:PMID
542:2008
531:PMID
515:JAMA
174:UNII
2625:DDT
2146:S-1
2136:R-1
735:doi
697:PMC
689:doi
642:doi
604:doi
565:doi
561:723
523:doi
519:284
387:of
219:EPA
133:CID
91:,14
87:,13
83:,10
3065::
2982:,
2975:,
2940:,
2936:,
2932:,
2928:,
2924:,
2577:,
2573:,
2569:,
2565:,
1875:,
1530:)
1119:)
1020:)
817:AR
741:.
731:14
729:.
705:.
695:.
685:40
683:.
679:.
656:.
648:.
638:78
636:.
612:.
600:34
598:.
594:.
571:.
559:.
529:.
517:.
513:.
480:.
476:.
265:28
259:18
79:,9
75:,8
71:,5
67:(3
2989:)
2985:L
2978:L
2971:L
2964:L
2944:)
2747:N
2739:N
2731:N
2631:)
2581:)
2502:N
2500:5
1879:)
1848:)
1526:(
1310:N
1306:N
1115:(
1016:(
797:e
790:t
783:v
749:.
737::
713:.
691::
664:.
644::
620:.
606::
579:.
567::
544:.
525::
498:.
294:)
271:2
268:O
262:H
256:C
221:)
217:(
97:H
93:S
89:S
85:S
81:R
77:R
73:S
69:R
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