44:
35:
285:
391:
545:
A single 200-mg oral dose of micronized progesterone has been found to result in peak levels of 20α-DHP of around 1 ng/mL after 2 hours. In another study however, peak levels of 20α-DHP were around 10 ng/mL during therapy with 300 mg/day oral micronized progesterone. 20α-DHP is
1009:
In addition to progesterone, 20α- and 20β-hydroxyprogesterone (20α- and 20β-hydroxy-4-pregnene-3-one) also are found. These compounds have about one-fifth the progestational activity of progesterone in humans and other
154:
1125:
Sitruk-Ware R, Bricaire C, De
Lignieres B, Yaneva H, Mauvais-Jarvis P (October 1987). "Oral micronized progesterone. Bioavailability pharmacokinetics, pharmacological and therapeutic implications--a review".
1059:"Delta 4-3-Ketopregnene-20 alpha-ol and delta 4-3-ketopregnene-20 beta-ol, two naturally occurring metabolites of progesterone; isolation, identification, biologic activity and concentration in human tissues"
2398:
1098:
Pasqualini JR, Chetrite G (2008). "The anti-aromatase effect of progesterone and of its natural metabolites 20alpha- and 5alpha-dihydroprogesterone in the MCF-7aro breast cancer cell line".
2801:
404:
3262:
1203:"Reproducibility of an assay to measure serum progesterone metabolites that may be related to breast cancer risk using liquid chromatography-tandem mass spectrometry"
2581:
2391:
948:
Byrns MC (January 2014). "Regulation of progesterone signaling during pregnancy: implications for the use of progestins for the prevention of preterm birth".
324:
308:
InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16-,17+,18-,19-,20-,21+/m0/s1
3955:
3573:
1271:
2384:
1633:
1166:
Padwick ML, Endacott J, Matson C, Whitehead MI (September 1986). "Absorption and metabolism of oral progesterone when administered twice daily".
524:
as a progestogen in comparison to progesterone, with about one-fifth of the relative progestogenic activity. It has also been found to act as an
1949:
3965:
3960:
1002:
932:
715:
688:
658:
2571:
474:
458:
3047:
874:"17 beta-Hydroxysteroid dehydrogenase type 2: chromosomal assignment and progestin regulation of gene expression in human endometrium"
2756:
1497:
848:
299:
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2921:
2511:
1904:
1653:
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2796:
2255:
1889:
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1264:
609:
Beranič N, Gobec S, Rižner TL (2011). "Progestins as inhibitors of the human 20-ketosteroid reductases, AKR1C1 and AKR1C3".
209:
3996:
3853:
2200:
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411:
3950:
3277:
3159:
2926:
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2235:
1563:
242:
1347:
3991:
3385:
3327:
2821:
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2666:
1718:
493:
among other tissues. In animal studies, 20α-DHP has been found to be selectively taken up into and retained in target
263:
3600:
3595:
2125:
1698:
1379:
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4001:
3894:
3042:
2591:
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2046:
2031:
2021:
2016:
1553:
1492:
1429:
1424:
1332:
576:
571:
566:
2951:
1342:
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3317:
3011:
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2446:
2441:
2135:
2130:
2120:
2115:
2036:
1703:
1663:
1257:
1022:
Ogle TF, Beyer BK (February 1982). "Steroid-binding specificity of the progesterone receptor from rat placenta".
581:
185:
3505:
3272:
3192:
3148:
2195:
2066:
1728:
1688:
1502:
1477:
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203:
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2451:
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1959:
1789:
1472:
1454:
1327:
3267:
3067:
2911:
2866:
2741:
1944:
1507:
785:
Nowak FV (April 2002). "Distribution and metabolism of 20 alpha-hydroxylated progestins in the female rat".
513:
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2250:
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3144:
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2851:
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2185:
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280:
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2991:
2971:
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2816:
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2716:
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2611:
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1608:
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1558:
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648:
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120:
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4011:
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3610:
3590:
3440:
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3337:
2931:
2876:
2841:
2731:
2686:
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2410:
1988:
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1824:
1809:
1794:
1723:
973:
854:
810:
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1899:
3829:
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3814:
3809:
3804:
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3754:
3700:
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3625:
3535:
3530:
3525:
3515:
831:
Phung, Jason; Paul, Jonathan; Smith, Roger (2020). "Maintenance of
Pregnancy and Parturition".
34:
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1954:
1874:
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1404:
1232:
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1143:
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998:
965:
928:
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922:
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2140:
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1804:
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1774:
1708:
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1175:
1135:
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957:
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17:
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251:
174:
4006:
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2736:
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2260:
2170:
2165:
1979:
1969:
1713:
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1613:
1583:
506:
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284:
130:
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2701:
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2516:
2506:
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2298:
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2245:
2190:
2180:
2175:
2061:
2011:
1638:
1588:
1439:
1434:
1322:
748:
481:. 20α-DHP can be transformed back into progesterone by 20α-HSDs and by the 17β-HSD
454:
992:
733:"Role of aldo-keto reductase family 1 (AKR1) enzymes in human steroid metabolism"
231:
3749:
3495:
3465:
3357:
3154:
3104:
3082:
3062:
3021:
2996:
2986:
2961:
2946:
2901:
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2721:
2711:
2671:
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2491:
2330:
2220:
2105:
2003:
1894:
1536:
1512:
1299:
1201:
Trabert B, Falk RT, Stanczyk FZ, McGlynn KA, Brinton LA, Xu X (September 2015).
961:
551:
486:
446:
3779:
3744:
3705:
3695:
3675:
3605:
3560:
3540:
3435:
3411:
3372:
3367:
3302:
3292:
3253:
3228:
3213:
3164:
3134:
3109:
3006:
2871:
2761:
2726:
2681:
2621:
2335:
1779:
1280:
622:
450:
443:
370:
165:
3555:
3545:
3475:
3455:
3430:
3307:
3282:
3129:
3119:
3087:
3072:
3026:
2981:
2936:
2881:
2831:
2606:
2556:
2496:
2320:
2268:
1759:
1419:
1218:
1236:
1111:
1084:
969:
806:
766:
630:
1187:
1147:
1075:
1058:
1043:
907:
3690:
3645:
3248:
3243:
3001:
2641:
2541:
2536:
1754:
1743:
1545:
1522:
1414:
538:
529:
95:)-1--9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7
3510:
3485:
3480:
3401:
3077:
1769:
1764:
1283:
482:
478:
218:
186:
1249:
889:
3397:
Normethandrone (methylestrenolone, normethandrolone, normethisterone)
2501:
533:
498:
490:
470:
466:
462:
381:
Except where otherwise noted, data are given for materials in their
3574:
1478:
11-Dehydrocorticosterone (11-oxocorticosterone, 17-deoxycortisone)
547:
502:
153:
143:
108:
20α-DHP; 20α-Hydroxyprogesterone; 20α-OHP; Pregn-4-en-20α-ol-3-one
2380:
1253:
1057:
Zander J, Forbes TR, Von
Munstermann AM, Neher R (April 1958).
2797:
Hydroxyprogesterone heptanoate (hydroxyprogesterone enanthate)
650:
Knobil and Neill's
Physiology of Reproduction: Two-Volume Set
554:. It appears to be more slowly eliminated than progesterone.
2792:
Hydroxyprogesterone caproate (hydroxyprogesterone hexanoate)
268:
647:
Tony M. Plant; Anthony J. Zeleznik (15 November 2014).
399:
3844:
2802:
Hydroxyprogesterone heptanoate benzilic acid hydrazone
3854:
872:
Casey ML, MacDonald PC, Andersson S (November 1994).
3923:
3867:
3842:
3724:
3569:
2431:
2417:
2312:
2084:
2002:
1742:
1544:
1535:
1463:
1365:
1356:
1290:
642:
640:
3579:Tooltip Selective progesterone receptor modulators
1493:11β-Hydroxyprogesterone (21-deoxycorticosterone)
672:
670:
230:
3890:11-Deoxycortisol (17α,21-dihydroxyprogesterone)
826:
824:
129:
3263:11β-Methyl-19-nortestosterone dodecylcarbonate
1790:16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)
1161:
1159:
1157:
780:
778:
776:
604:
602:
2592:17α-Hydroxyprogesterone (hydroxyprogesterone)
2419:
2392:
1265:
8:
2582:16-Methylene-17α-hydroxyprogesterone acetate
994:Basic and Clinical Pharmacology 14th Edition
924:Molecular Genetics of Endometrial Carcinoma
3885:11-Deoxycortisone (21-hydroxyprogesterone)
3864:
2977:Gestonorone caproate (gestronol hexanoate)
2428:
2399:
2385:
2377:
1785:17α-Epiestriol (16α-hydroxy-17α-estradiol)
1541:
1362:
1272:
1258:
1250:
283:
173:
26:
2569:17α-Substituted progesterone derivatives:
2477:17α-Methyl-11-deoxycorticosterone acetate
1226:
1074:
921:Lora Hedrick Ellenson (1 December 2016).
897:
833:Maternal-Fetal and Neonatal Endocrinology
756:
250:
3012:Oxogestone phenpropionate (xinogestone)
2972:Gestonorone acetate (gestronol acetate)
991:Bertram G. Katzung (30 November 2017).
677:Cynthia L. Darlington (27 April 2009).
598:
557:Levels of 5α-DHP have been quantified.
329:
304:
279:
208:
3849:Tooltip Membrane progesterone receptor
2602:Acetomepregenol (mepregenol diacetate)
1574:Adrenosterone (11-ketoandrostenedione)
997:. McGraw-Hill Education. p. 728.
731:Rižner TL, Penning TM (January 2014).
707:Principles of Gender-Specific Medicine
704:Marianne J. Legato (29 October 2009).
3859:Tooltip Progestin and adipoQ receptor
1780:16β-Epiestriol (16β-hydroxyestradiol)
311:Key: RWBRUCCWZPSBFC-RXRZZTMXSA-N
7:
485:. HSD17B2 is expressed in the human
1950:Estradiol 3-glucuronide 17β-sulfate
221:
3048:6,6-Difluoronorethisterone acetate
841:10.1016/B978-0-12-814823-5.00013-1
550:and in target tissues such as the
25:
3956:Progestogens and antiprogestogens
3363:Methoxydienone (methoxygonadiene)
2757:Fluoromedroxyprogesterone acetate
1498:18-Hydroxy-11-deoxycorticosterone
1348:11β,17α,21-Trihydroxypregnenolone
710:. Academic Press. pp. 617–.
528:and to inhibit the production of
459:20α-hydroxysteroid dehydrogenases
3323:Dimethandrolone dodecylcarbonate
3256:; Anabolic–androgenic steroids:
2512:Progesterone 3-acetyl enol ether
546:formed from progesterone in the
475:17β-hydroxysteroid dehydrogenase
389:
332:C(1CC21(CC32CCC4=CC(=O)CC34C)C)O
42:
33:
3027:Segesterone acetate (nestorone)
2919:19-Norprogesterone derivatives:
2572:6α-Methyl-17α-bromoprogesterone
1699:Dihydrotestosterone glucuronide
653:. Academic Press. pp. 1–.
385:(at 25 °C , 100 kPa).
3180:Norethisterone (norethindrone)
2957:Fluoro furanyl norprogesterone
2577:15β-Hydroxycyproterone acetate
2524:Retroprogesterone derivatives:
1375:3α,5α-Tetrahydrocorticosterone
749:10.1016/j.steroids.2013.10.012
1:
3951:Receptor/signaling modulators
3258:11β-Methyl-19-nortestosterone
2922:17α-Methyl-19-norprogesterone
2424:Tooltip Progesterone receptor
1654:3α-Androstanediol glucuronide
1180:10.1016/S0015-0282(16)49576-2
950:J. Steroid Biochem. Mol. Biol
799:10.1016/S0960-0760(02)00039-0
787:J. Steroid Biochem. Mol. Biol
3966:Estrogen receptor modulators
3961:Androgen receptor modulators
3348:Ethylestrenol (ethylnandrol)
3278:19-Nordehydroepiandrosterone
3160:Lynestrenol phenylpropionate
3053:17α-Allyl-19-nortestosterone
2952:Fluoro ethyl norprogesterone
2927:18-Methylsegesterone acetate
2827:Medroxyprogesterone caproate
2457:9α-Bromo-11-ketoprogesterone
1343:17α,21-Dihydroxypregnenolone
1140:10.1016/0010-7824(87)90088-6
1036:10.1016/0022-4731(82)90160-1
210:20-alpha-Dihydroprogesterone
99:-cyclopentaphenanthren-7-one
18:20-alpha-dihydroprogesterone
3386:nandrolone phenylpropionate
3328:Dimethandrolone undecanoate
2822:Medroxyprogesterone acetate
2787:Hydroxyprogesterone acetate
2667:Chlormethenmadinone acetate
1719:Etiocholanolone glucuronide
1704:Dihydrotestosterone sulfate
1207:Horm Mol Biol Clin Investig
962:10.1016/j.jsbmb.2013.01.015
375:316.478 g/mol
60:20α-Hydroxypregn-4-en-3-one
4038:
3043:6,6-Difluoronorethisterone
1624:16α-Hydroxyandrostenedione
1569:11β-Hydroxyandrostenedione
1554:11-Ketodihydrotestosterone
1063:J. Clin. Endocrinol. Metab
927:. Springer. pp. 12–.
683:. CRC Press. pp. 4–.
3943:
3448:Spirolactone derivatives:
3318:Dimethandrolone buciclate
3039:Testosterone derivatives:
2807:Mecigestone (pentarane B)
2637:Bromethenmadinone acetate
2527:20α-Dihydrodydrogesterone
2439:Progesterone derivatives:
2241:7β-Hydroxyepiandrosterone
2236:7α-Hydroxyepiandrosterone
1564:7β-Hydroxyepiandrosterone
623:10.1016/j.cbi.2010.12.012
379:
340:
320:
295:
113:
105:
65:
55:
50:
41:
32:
3601:5α-Dihydronorethisterone
3596:5α-Dihydrolevonorgestrel
3506:3,8-Dihydrodiligustilide
3273:19-Nor-5-androstenedione
3193:norethisterone enanthate
3149:levonorgestrel butanoate
2126:5α-Dihydrocorticosterone
2067:Pregnanediol glucuronide
1729:Testosterone glucuronide
1689:Androsterone glucuronide
1634:16α-Hydroxy-DHEA sulfate
1503:18-Hydroxycorticosterone
1455:3α,5α-Tetrahydrocortisol
1380:5α-Dihydrocorticosterone
28:20α-Dihydroprogesterone
3895:17α-Hydroxyprogesterone
3631:Metapristone (RU-42633)
3412:Trenbolone (trienolone)
3268:19-Nor-5-androstenediol
3068:Chloroethynylnorgestrel
2982:Gestronol (gestonorone)
2912:Triamcinolone acetonide
2867:Methenmadinone caproate
2742:Fluorometholone acetate
2487:20β-Dihydroprogesterone
2482:20α-Dihydroprogesterone
2472:16α-Hydroxyprogesterone
2361:11β-Hydroxyprogesterone
2356:11α-Hydroxyprogesterone
2032:20β-Dihydroprogesterone
2027:20α-Dihydroprogesterone
2022:17α-Hydroxyprogesterone
2017:16α-Hydroxyprogesterone
1945:Estradiol 3-glucuronide
1430:17α-Hydroxyprogesterone
1425:17α-Hydroxypregnenolone
1333:17α-Hydroxypregnenolone
1328:11β-Hydroxypregnenolone
1219:10.1515/hmbci-2015-0026
577:16α-Hydroxyprogesterone
572:17α-Hydroxyprogesterone
567:20β-Dihydroprogesterone
432:20α-hydroxyprogesterone
424:20α-Dihydroprogesterone
3880:5β-Dihydroprogesterone
3875:5α-Dihydroprogesterone
3481:SC-5233 (spirolactone)
3288:Bolandiol dipropionate
3189:norethisterone acetate
2862:Methenmadinone acetate
2657:Chlormadinone caproate
2617:Algestone acetophenide
2597:17α-Methylprogesterone
2532:20α-Dihydrotrengestone
2467:11-Deoxycorticosterone
2462:11-Dehydroprogesterone
2447:5α-Dihydroprogesterone
2442:3β-Dihydroprogesterone
2161:11-Deoxycorticosterone
2136:5β-Dihydroprogesterone
2131:5α-Dihydroprogesterone
2121:3β-Dihydroprogesterone
2116:3α-Dihydroprogesterone
2042:11-Deoxycorticosterone
2037:5α-Dihydroprogesterone
1684:Androstenediol sulfate
1664:5β-Dihydrotestosterone
1508:18-Hydroxyprogesterone
1488:11-Deoxycorticosterone
1385:11-Deoxycorticosterone
1338:21-Hydroxypregnenolone
587:11-Deoxycorticosterone
582:5α-Dihydroprogesterone
3636:Mifepristone (RU-486)
3185:Norethisterone esters
3145:Levonorgestrel esters
3093:Ethinylandrostenediol
2897:Pentagestrone acetate
2782:Hydromadinone acetate
2652:Chlormadinone acetate
2587:17α-Bromoprogesterone
2452:6α-Methylprogesterone
2408:Progesterone receptor
2351:7α-Hydroxycholesterol
2331:Calcidiol/Calcifediol
1960:Estradiol 17β-sulfate
1940:Estradiol glucuronide
1860:27-Hydroxycholesterol
1473:5α-Dihydroaldosterone
1318:-Dihydroxycholesterol
1076:10.1210/jcem-18-4-337
518:progesterone receptor
512:20α-DHP has very low
67:Systematic IUPAC name
3997:Aromatase inhibitors
3971:List of progestogens
3471:Potassium canrenoate
3425:trenbolone enanthate
3407:Tetrahydrogestrinone
3382:nandrolone decanoate
3358:Metribolone (R-1881)
3239:Quingestanol acetate
3170:Metynodiol diacetate
2852:Melengestrol acetate
2752:Flumedroxone acetate
2697:Clomegestone acetate
2326:7-Dehydrocholesterol
2186:Pregnenolone sulfate
1734:Testosterone sulfate
1694:Androsterone sulfate
835:. pp. 169–187.
611:Chem. Biol. Interact
3125:Etynodiol diacetate
2992:Nomegestrol acetate
2967:Gestadienol acetate
2817:Medroxyprogesterone
2717:Delmadinone acetate
2707:Cyproterone acetate
2677:Cismadinone acetate
2662:Chlormethenmadinone
2612:Algestone acetonide
2366:Cholesterol sulfate
2101:-Hydroxycholesterol
1993:estradiol palmitate
1975:Estriol glucuronide
1965:Estrone glucuronide
1935:Estradiol disulfate
1609:Dihydrotestosterone
1594:Dehydroandrosterone
1559:11-Ketotestosterone
1395:11-Ketoprogesterone
1309:-Hydroxycholesterol
526:aromatase inhibitor
440:naturally occurring
29:
3992:Secondary alcohols
3671:Ulipristal acetate
3611:Asoprisnil ecamate
3591:Dihydroethisterone
3441:Trestolone acetate
3421:trenbolone acetate
3338:Dimethyltrienolone
2932:19-Norprogesterone
2877:Mometasone furoate
2842:Megestrol caproate
2732:Flugestone acetate
2687:Clogestone acetate
2642:Butagest (buterol)
2627:Anagestone acetate
1989:estradiol stearate
1985:Lipoidal estradiol
1915:2-Methoxyestradiol
1840:16β-Hydroxyestrone
1835:16α-Hydroxyestrone
1825:4-Methoxyestradiol
1810:4-Hydroxyestradiol
1795:2-Hydroxyestradiol
1724:Epietiocholanolone
1674:3β-Etiocholanediol
1669:3α-Etiocholanediol
1465:Mineralocorticoids
1450:5α-Dihydrocortisol
1024:J. Steroid Biochem
412:Infobox references
27:
4002:Human metabolites
3979:
3978:
3939:
3938:
3838:
3837:
3417:Trenbolone esters
3378:Nandrolone esters
3333:Dimethyldienolone
2942:Amadinone acetate
2887:Osaterone acetate
2837:Megestrol acetate
2632:Bromethenmadinone
2552:Retroprogesterone
2374:
2373:
2211:3α-Androstanediol
2080:
2079:
1955:Estradiol sulfate
1875:4-Androstenedione
1870:3β-Androstanediol
1865:3α-Androstanediol
1659:3β-Androstanediol
1649:3α-Androstanediol
1531:
1530:
1405:21-Deoxycortisone
1004:978-1-259-64116-9
934:978-3-319-43139-0
890:10.1172/JCI117569
717:978-0-08-092150-1
690:978-1-4200-7745-2
660:978-0-12-397769-4
520:and is much less
430:), also known as
420:Chemical compound
418:
417:
264:CompTox Dashboard
155:Interactive image
16:(Redirected from
4029:
4022:Steroid hormones
3900:Allopregnanolone
3865:
3860:
3856:
3850:
3846:
3580:
3576:
2772:Haloprogesterone
2429:
2425:
2421:
2401:
2394:
2387:
2378:
2141:Allopregnanolone
2057:Allopregnanediol
1930:4-Methoxyestriol
1925:2-Methoxyestriol
1920:2-Methoxyestrone
1905:16α-Hydroxy-DHEA
1880:5-Androstenediol
1845:16-Ketoestradiol
1830:4-Methoxyestrone
1820:4-Hydroxyestrone
1815:4-Hydroxyestriol
1805:2-Hydroxyestrone
1800:2-Hydroxyestriol
1709:Etiocholanedione
1679:Androstanetriols
1629:16α-Hydroxy-DHEA
1542:
1483:11-Deoxycortisol
1400:21-Deoxycortisol
1390:11-Deoxycortisol
1363:
1274:
1267:
1260:
1251:
1241:
1240:
1230:
1198:
1192:
1191:
1163:
1152:
1151:
1122:
1116:
1115:
1095:
1089:
1088:
1078:
1054:
1048:
1047:
1019:
1013:
1012:
988:
982:
981:
945:
939:
938:
918:
912:
911:
901:
869:
863:
862:
828:
819:
818:
782:
771:
770:
760:
728:
722:
721:
701:
695:
694:
680:The Female Brain
674:
665:
664:
644:
635:
634:
606:
457:, formed by the
402:
396:
393:
392:
348:Chemical formula
288:
287:
272:
270:
254:
234:
223:
212:
188:
177:
157:
133:
46:
37:
30:
21:
4037:
4036:
4032:
4031:
4030:
4028:
4027:
4026:
3982:
3981:
3980:
3975:
3935:
3919:
3858:
3851:
3848:
3834:
3720:
3578:
3571:
3565:
3392:Norethandrolone
3353:Methyldienolone
3313:Dimethandrolone
2737:Fluorometholone
2423:
2413:
2405:
2375:
2370:
2341:Cholecalciferol
2308:
2289:Androstadienone
2261:Etiocholanolone
2231:7β-Hydroxy-DHEA
2226:7α-Hydroxy-DHEA
2171:Isopregnanolone
2166:Epipregnanolone
2076:
1998:
1980:Estriol sulfate
1970:Estrone sulfate
1900:7α-Hydroxy-DHEA
1738:
1714:Etiocholanolone
1619:Epitestosterone
1614:Epiandrosterone
1584:Androstenedione
1527:
1459:
1367:Glucocorticoids
1358:Corticosteroids
1352:
1286:
1278:
1247:
1245:
1244:
1200:
1199:
1195:
1165:
1164:
1155:
1124:
1123:
1119:
1106:(4B): 2129–33.
1097:
1096:
1092:
1056:
1055:
1051:
1021:
1020:
1016:
1005:
990:
989:
985:
947:
946:
942:
935:
920:
919:
915:
878:J. Clin. Invest
871:
870:
866:
851:
830:
829:
822:
793:(4–5): 469–79.
784:
783:
774:
730:
729:
725:
718:
703:
702:
698:
691:
676:
675:
668:
661:
646:
645:
638:
617:(1–3): 227–33.
608:
607:
600:
595:
563:
507:skeletal muscle
421:
414:
409:
408:
407: ?)
398:
394:
390:
386:
364:
360:
356:
350:
336:
333:
328:
327:
316:
313:
312:
309:
303:
302:
291:
273:
266:
257:
237:
224:
198:
180:
160:
147:
136:
123:
109:
101:
100:
61:
23:
22:
15:
12:
11:
5:
4035:
4033:
4025:
4024:
4019:
4014:
4009:
4004:
3999:
3994:
3984:
3983:
3977:
3976:
3974:
3973:
3968:
3963:
3958:
3953:
3948:
3944:
3941:
3940:
3937:
3936:
3934:
3933:
3927:
3925:
3921:
3920:
3918:
3917:
3912:
3907:
3902:
3897:
3892:
3887:
3882:
3877:
3871:
3869:
3862:
3840:
3839:
3836:
3835:
3833:
3832:
3827:
3822:
3817:
3812:
3807:
3802:
3797:
3792:
3783:
3782:
3777:
3772:
3767:
3762:
3757:
3752:
3747:
3742:
3737:
3728:
3726:
3722:
3721:
3719:
3718:
3713:
3708:
3703:
3698:
3693:
3684:
3683:
3678:
3673:
3668:
3663:
3658:
3653:
3648:
3643:
3638:
3633:
3628:
3623:
3618:
3613:
3608:
3603:
3598:
3593:
3584:
3582:
3567:
3566:
3564:
3563:
3558:
3549:
3548:
3543:
3538:
3533:
3528:
3523:
3518:
3513:
3508:
3499:
3498:
3493:
3491:Spironolactone
3488:
3483:
3478:
3473:
3468:
3463:
3458:
3453:
3451:Canrenoic acid
3444:
3443:
3438:
3433:
3428:
3414:
3409:
3404:
3399:
3394:
3389:
3375:
3370:
3365:
3360:
3355:
3350:
3345:
3343:Ethyldienolone
3340:
3335:
3330:
3325:
3320:
3315:
3310:
3305:
3300:
3298:Dimethisterone
3295:
3290:
3285:
3280:
3275:
3270:
3265:
3260:
3251:
3246:
3241:
3236:
3231:
3226:
3224:Norvinisterone
3221:
3219:Norgestrienone
3216:
3211:
3206:
3201:
3196:
3182:
3177:
3175:Norelgestromin
3172:
3167:
3162:
3157:
3152:
3142:
3140:Levonorgestrel
3137:
3132:
3127:
3122:
3117:
3112:
3107:
3102:
3101:
3100:
3090:
3085:
3080:
3075:
3070:
3065:
3060:
3055:
3050:
3045:
3035:
3034:
3029:
3024:
3019:
3014:
3009:
3004:
2999:
2994:
2989:
2984:
2979:
2974:
2969:
2964:
2959:
2954:
2949:
2944:
2939:
2934:
2929:
2924:
2915:
2914:
2909:
2904:
2899:
2894:
2889:
2884:
2879:
2874:
2869:
2864:
2859:
2857:Methenmadinone
2854:
2849:
2844:
2839:
2834:
2829:
2824:
2819:
2814:
2809:
2804:
2799:
2794:
2789:
2784:
2779:
2774:
2769:
2764:
2759:
2754:
2749:
2744:
2739:
2734:
2729:
2724:
2719:
2714:
2709:
2704:
2699:
2694:
2689:
2684:
2679:
2674:
2669:
2664:
2659:
2654:
2649:
2644:
2639:
2634:
2629:
2624:
2619:
2614:
2609:
2604:
2599:
2594:
2589:
2584:
2579:
2574:
2565:
2564:
2559:
2554:
2549:
2547:Dydrogesterone
2544:
2539:
2534:
2529:
2520:
2519:
2514:
2509:
2504:
2499:
2494:
2489:
2484:
2479:
2474:
2469:
2464:
2459:
2454:
2449:
2444:
2435:
2433:
2426:
2415:
2414:
2406:
2404:
2403:
2396:
2389:
2381:
2372:
2371:
2369:
2368:
2363:
2358:
2353:
2344:
2343:
2338:
2333:
2328:
2316:
2314:
2310:
2309:
2307:
2306:
2304:Estratetraenol
2301:
2296:
2291:
2286:
2284:Androstadienol
2281:
2279:3β-Androstenol
2276:
2274:3α-Androstenol
2264:
2263:
2258:
2253:
2248:
2243:
2238:
2233:
2228:
2223:
2218:
2216:3α-Androstenol
2213:
2204:
2203:
2198:
2193:
2188:
2183:
2178:
2173:
2168:
2163:
2158:
2153:
2148:
2146:Corticosterone
2143:
2138:
2133:
2128:
2123:
2118:
2109:
2108:
2103:
2090:
2088:
2082:
2081:
2078:
2077:
2075:
2074:
2069:
2064:
2059:
2050:
2049:
2044:
2039:
2034:
2029:
2024:
2019:
2014:
2008:
2006:
2000:
1999:
1997:
1996:
1982:
1977:
1972:
1967:
1962:
1957:
1952:
1947:
1942:
1937:
1932:
1927:
1922:
1917:
1908:
1907:
1902:
1897:
1892:
1887:
1882:
1877:
1872:
1867:
1862:
1853:
1852:
1850:16-Ketoestrone
1847:
1842:
1837:
1832:
1827:
1822:
1817:
1812:
1807:
1802:
1797:
1792:
1787:
1782:
1777:
1772:
1767:
1762:
1757:
1748:
1746:
1740:
1739:
1737:
1736:
1731:
1726:
1721:
1716:
1711:
1706:
1701:
1696:
1691:
1686:
1681:
1676:
1671:
1666:
1661:
1656:
1651:
1642:
1641:
1636:
1631:
1626:
1621:
1616:
1611:
1606:
1601:
1596:
1591:
1586:
1581:
1579:Androstenediol
1576:
1571:
1566:
1561:
1556:
1550:
1548:
1539:
1533:
1532:
1529:
1528:
1526:
1525:
1520:
1518:Corticosterone
1515:
1510:
1505:
1500:
1495:
1490:
1485:
1480:
1475:
1469:
1467:
1461:
1460:
1458:
1457:
1452:
1443:
1442:
1437:
1432:
1427:
1422:
1417:
1412:
1410:Corticosterone
1407:
1402:
1397:
1392:
1387:
1382:
1377:
1371:
1369:
1360:
1354:
1353:
1351:
1350:
1345:
1340:
1335:
1330:
1325:
1320:
1311:
1302:
1296:
1294:
1288:
1287:
1279:
1277:
1276:
1269:
1262:
1254:
1243:
1242:
1193:
1168:Fertil. Steril
1153:
1134:(4): 373–402.
1117:
1100:Anticancer Res
1090:
1049:
1014:
1003:
983:
940:
933:
913:
884:(5): 2135–41.
864:
849:
820:
772:
723:
716:
696:
689:
666:
659:
636:
597:
596:
594:
591:
590:
589:
584:
579:
574:
569:
562:
559:
419:
416:
415:
410:
388:
387:
383:standard state
380:
377:
376:
373:
367:
366:
362:
358:
354:
351:
346:
343:
342:
338:
337:
335:
334:
331:
323:
322:
321:
318:
317:
315:
314:
310:
307:
306:
298:
297:
296:
293:
292:
290:
289:
281:DTXSID10904767
276:
274:
262:
259:
258:
256:
255:
247:
245:
239:
238:
236:
235:
227:
225:
217:
214:
213:
206:
200:
199:
197:
196:
192:
190:
182:
181:
179:
178:
170:
168:
162:
161:
159:
158:
150:
148:
141:
138:
137:
135:
134:
126:
124:
119:
116:
115:
111:
110:
107:
103:
102:
70:
69:
63:
62:
59:
53:
52:
48:
47:
39:
38:
24:
14:
13:
10:
9:
6:
4:
3:
2:
4034:
4023:
4020:
4018:
4015:
4013:
4010:
4008:
4005:
4003:
4000:
3998:
3995:
3993:
3990:
3989:
3987:
3972:
3969:
3967:
3964:
3962:
3959:
3957:
3954:
3952:
3949:
3946:
3945:
3942:
3932:
3929:
3928:
3926:
3922:
3916:
3913:
3911:
3908:
3906:
3903:
3901:
3898:
3896:
3893:
3891:
3888:
3886:
3883:
3881:
3878:
3876:
3873:
3872:
3870:
3866:
3863:
3857:
3847:
3841:
3831:
3828:
3826:
3823:
3821:
3820:Valproic acid
3818:
3816:
3813:
3811:
3808:
3806:
3803:
3801:
3798:
3796:
3793:
3791:
3788:
3787:Nonsteroidal:
3785:
3784:
3781:
3778:
3776:
3773:
3771:
3768:
3766:
3763:
3761:
3758:
3756:
3753:
3751:
3748:
3746:
3743:
3741:
3738:
3736:
3733:
3730:
3729:
3727:
3723:
3717:
3716:Syringic acid
3714:
3712:
3709:
3707:
3704:
3702:
3699:
3697:
3694:
3692:
3689:
3688:Nonsteroidal:
3686:
3685:
3682:
3679:
3677:
3674:
3672:
3669:
3667:
3664:
3662:
3659:
3657:
3654:
3652:
3649:
3647:
3644:
3642:
3639:
3637:
3634:
3632:
3629:
3627:
3624:
3622:
3619:
3617:
3616:Guggulsterone
3614:
3612:
3609:
3607:
3604:
3602:
3599:
3597:
3594:
3592:
3589:
3586:
3585:
3583:
3577:
3568:
3562:
3559:
3557:
3554:
3551:
3550:
3547:
3544:
3542:
3539:
3537:
3534:
3532:
3529:
3527:
3524:
3522:
3521:Riligustilide
3519:
3517:
3514:
3512:
3509:
3507:
3504:
3503:Nonsteroidal:
3501:
3500:
3497:
3494:
3492:
3489:
3487:
3484:
3482:
3479:
3477:
3474:
3472:
3469:
3467:
3464:
3462:
3459:
3457:
3454:
3452:
3449:
3446:
3445:
3442:
3439:
3437:
3434:
3432:
3429:
3426:
3422:
3418:
3415:
3413:
3410:
3408:
3405:
3403:
3400:
3398:
3395:
3393:
3390:
3387:
3383:
3379:
3376:
3374:
3371:
3369:
3366:
3364:
3361:
3359:
3356:
3354:
3351:
3349:
3346:
3344:
3341:
3339:
3336:
3334:
3331:
3329:
3326:
3324:
3321:
3319:
3316:
3314:
3311:
3309:
3306:
3304:
3301:
3299:
3296:
3294:
3291:
3289:
3286:
3284:
3281:
3279:
3276:
3274:
3271:
3269:
3266:
3264:
3261:
3259:
3255:
3252:
3250:
3247:
3245:
3242:
3240:
3237:
3235:
3232:
3230:
3227:
3225:
3222:
3220:
3217:
3215:
3212:
3210:
3207:
3205:
3202:
3200:
3197:
3194:
3190:
3186:
3183:
3181:
3178:
3176:
3173:
3171:
3168:
3166:
3163:
3161:
3158:
3156:
3153:
3150:
3146:
3143:
3141:
3138:
3136:
3133:
3131:
3128:
3126:
3123:
3121:
3118:
3116:
3113:
3111:
3108:
3106:
3103:
3099:
3098:Ethandrostate
3096:
3095:
3094:
3091:
3089:
3086:
3084:
3081:
3079:
3076:
3074:
3071:
3069:
3066:
3064:
3061:
3059:
3058:Allylestrenol
3056:
3054:
3051:
3049:
3046:
3044:
3040:
3037:
3036:
3033:
3030:
3028:
3025:
3023:
3020:
3018:
3015:
3013:
3010:
3008:
3005:
3003:
3000:
2998:
2995:
2993:
2990:
2988:
2985:
2983:
2980:
2978:
2975:
2973:
2970:
2968:
2965:
2963:
2960:
2958:
2955:
2953:
2950:
2948:
2945:
2943:
2940:
2938:
2935:
2933:
2930:
2928:
2925:
2923:
2920:
2917:
2916:
2913:
2910:
2908:
2905:
2903:
2900:
2898:
2895:
2893:
2892:Pentagestrone
2890:
2888:
2885:
2883:
2880:
2878:
2875:
2873:
2870:
2868:
2865:
2863:
2860:
2858:
2855:
2853:
2850:
2848:
2845:
2843:
2840:
2838:
2835:
2833:
2830:
2828:
2825:
2823:
2820:
2818:
2815:
2813:
2810:
2808:
2805:
2803:
2800:
2798:
2795:
2793:
2790:
2788:
2785:
2783:
2780:
2778:
2777:Hydromadinone
2775:
2773:
2770:
2768:
2767:Gestobutanoyl
2765:
2763:
2760:
2758:
2755:
2753:
2750:
2748:
2745:
2743:
2740:
2738:
2735:
2733:
2730:
2728:
2725:
2723:
2720:
2718:
2715:
2713:
2710:
2708:
2705:
2703:
2700:
2698:
2695:
2693:
2690:
2688:
2685:
2683:
2680:
2678:
2675:
2673:
2670:
2668:
2665:
2663:
2660:
2658:
2655:
2653:
2650:
2648:
2647:Chlormadinone
2645:
2643:
2640:
2638:
2635:
2633:
2630:
2628:
2625:
2623:
2620:
2618:
2615:
2613:
2610:
2608:
2605:
2603:
2600:
2598:
2595:
2593:
2590:
2588:
2585:
2583:
2580:
2578:
2575:
2573:
2570:
2567:
2566:
2563:
2560:
2558:
2555:
2553:
2550:
2548:
2545:
2543:
2540:
2538:
2535:
2533:
2530:
2528:
2525:
2522:
2521:
2518:
2515:
2513:
2510:
2508:
2505:
2503:
2500:
2498:
2495:
2493:
2490:
2488:
2485:
2483:
2480:
2478:
2475:
2473:
2470:
2468:
2465:
2463:
2460:
2458:
2455:
2453:
2450:
2448:
2445:
2443:
2440:
2437:
2436:
2434:
2430:
2427:
2422:
2416:
2412:
2409:
2402:
2397:
2395:
2390:
2388:
2383:
2382:
2379:
2367:
2364:
2362:
2359:
2357:
2354:
2352:
2349:
2346:
2345:
2342:
2339:
2337:
2334:
2332:
2329:
2327:
2324:
2322:
2318:
2317:
2315:
2311:
2305:
2302:
2300:
2297:
2295:
2292:
2290:
2287:
2285:
2282:
2280:
2277:
2275:
2272:
2270:
2266:
2265:
2262:
2259:
2257:
2254:
2252:
2249:
2247:
2244:
2242:
2239:
2237:
2234:
2232:
2229:
2227:
2224:
2222:
2219:
2217:
2214:
2212:
2209:
2206:
2205:
2202:
2199:
2197:
2194:
2192:
2189:
2187:
2184:
2182:
2179:
2177:
2174:
2172:
2169:
2167:
2164:
2162:
2159:
2157:
2154:
2152:
2149:
2147:
2144:
2142:
2139:
2137:
2134:
2132:
2129:
2127:
2124:
2122:
2119:
2117:
2114:
2111:
2110:
2107:
2104:
2102:
2100:
2095:
2092:
2091:
2089:
2087:
2086:Neurosteroids
2083:
2073:
2072:Pregnanetriol
2070:
2068:
2065:
2063:
2060:
2058:
2055:
2052:
2051:
2048:
2045:
2043:
2040:
2038:
2035:
2033:
2030:
2028:
2025:
2023:
2020:
2018:
2015:
2013:
2010:
2009:
2007:
2005:
2001:
1994:
1990:
1986:
1983:
1981:
1978:
1976:
1973:
1971:
1968:
1966:
1963:
1961:
1958:
1956:
1953:
1951:
1948:
1946:
1943:
1941:
1938:
1936:
1933:
1931:
1928:
1926:
1923:
1921:
1918:
1916:
1913:
1910:
1909:
1906:
1903:
1901:
1898:
1896:
1893:
1891:
1888:
1886:
1883:
1881:
1878:
1876:
1873:
1871:
1868:
1866:
1863:
1861:
1858:
1855:
1854:
1851:
1848:
1846:
1843:
1841:
1838:
1836:
1833:
1831:
1828:
1826:
1823:
1821:
1818:
1816:
1813:
1811:
1808:
1806:
1803:
1801:
1798:
1796:
1793:
1791:
1788:
1786:
1783:
1781:
1778:
1776:
1775:17α-Estradiol
1773:
1771:
1768:
1766:
1763:
1761:
1758:
1756:
1753:
1750:
1749:
1747:
1745:
1741:
1735:
1732:
1730:
1727:
1725:
1722:
1720:
1717:
1715:
1712:
1710:
1707:
1705:
1702:
1700:
1697:
1695:
1692:
1690:
1687:
1685:
1682:
1680:
1677:
1675:
1672:
1670:
1667:
1665:
1662:
1660:
1657:
1655:
1652:
1650:
1647:
1644:
1643:
1640:
1637:
1635:
1632:
1630:
1627:
1625:
1622:
1620:
1617:
1615:
1612:
1610:
1607:
1605:
1602:
1600:
1597:
1595:
1592:
1590:
1587:
1585:
1582:
1580:
1577:
1575:
1572:
1570:
1567:
1565:
1562:
1560:
1557:
1555:
1552:
1551:
1549:
1547:
1543:
1540:
1538:
1534:
1524:
1521:
1519:
1516:
1514:
1511:
1509:
1506:
1504:
1501:
1499:
1496:
1494:
1491:
1489:
1486:
1484:
1481:
1479:
1476:
1474:
1471:
1470:
1468:
1466:
1462:
1456:
1453:
1451:
1448:
1445:
1444:
1441:
1438:
1436:
1433:
1431:
1428:
1426:
1423:
1421:
1418:
1416:
1413:
1411:
1408:
1406:
1403:
1401:
1398:
1396:
1393:
1391:
1388:
1386:
1383:
1381:
1378:
1376:
1373:
1372:
1370:
1368:
1364:
1361:
1359:
1355:
1349:
1346:
1344:
1341:
1339:
1336:
1334:
1331:
1329:
1326:
1324:
1321:
1319:
1317:
1312:
1310:
1308:
1303:
1301:
1298:
1297:
1295:
1293:
1289:
1285:
1282:
1275:
1270:
1268:
1263:
1261:
1256:
1255:
1252:
1248:
1238:
1234:
1229:
1224:
1220:
1216:
1212:
1208:
1204:
1197:
1194:
1189:
1185:
1181:
1177:
1173:
1169:
1162:
1160:
1158:
1154:
1149:
1145:
1141:
1137:
1133:
1129:
1128:Contraception
1121:
1118:
1113:
1109:
1105:
1101:
1094:
1091:
1086:
1082:
1077:
1072:
1069:(4): 337–53.
1068:
1064:
1060:
1053:
1050:
1045:
1041:
1037:
1033:
1030:(2): 147–50.
1029:
1025:
1018:
1015:
1011:
1006:
1000:
996:
995:
987:
984:
979:
975:
971:
967:
963:
959:
955:
951:
944:
941:
936:
930:
926:
925:
917:
914:
909:
905:
900:
895:
891:
887:
883:
879:
875:
868:
865:
860:
856:
852:
850:9780128148235
846:
842:
838:
834:
827:
825:
821:
816:
812:
808:
804:
800:
796:
792:
788:
781:
779:
777:
773:
768:
764:
759:
754:
750:
746:
742:
738:
734:
727:
724:
719:
713:
709:
708:
700:
697:
692:
686:
682:
681:
673:
671:
667:
662:
656:
652:
651:
643:
641:
637:
632:
628:
624:
620:
616:
612:
605:
603:
599:
592:
588:
585:
583:
580:
578:
575:
573:
570:
568:
565:
564:
560:
558:
555:
553:
549:
543:
541:
540:
535:
531:
527:
523:
519:
515:
510:
508:
504:
500:
496:
492:
488:
484:
480:
476:
472:
468:
464:
460:
456:
452:
448:
445:
441:
437:
433:
429:
425:
413:
406:
401:
384:
378:
374:
372:
369:
368:
352:
349:
345:
344:
339:
330:
326:
319:
305:
301:
294:
286:
282:
278:
277:
275:
265:
261:
260:
253:
249:
248:
246:
244:
241:
240:
233:
229:
228:
226:
220:
216:
215:
211:
207:
205:
202:
201:
194:
193:
191:
189:
184:
183:
176:
172:
171:
169:
167:
164:
163:
156:
152:
151:
149:
145:
140:
139:
132:
128:
127:
125:
122:
118:
117:
112:
104:
98:
94:
90:
86:
82:
78:
74:
68:
64:
58:
54:
49:
45:
40:
36:
31:
19:
4017:Progestogens
3931:Mifepristone
3915:Progesterone
3910:Pregnenolone
3905:Mifepristone
3790:Darolutamide
3786:
3775:Toripristone
3770:RTI 3021–022
3740:Lilopristone
3735:Aglepristone
3731:
3687:
3666:Telapristone
3587:
3552:
3502:
3461:Drospirenone
3447:
3234:Quingestanol
3209:Norgestimate
3204:Norgesterone
3199:Noretynodrel
3115:Etonogestrel
3041:Progestins:
3038:
3032:Trimegestone
3017:Promegestone
2918:
2907:Proligestone
2847:Melengestrol
2812:Medrogestone
2747:Flumedroxone
2702:Cymegesolate
2692:Clomegestone
2568:
2523:
2517:Quingestrone
2507:Progesterone
2481:
2438:
2347:
2319:
2299:Androsterone
2294:Androstenone
2267:
2256:DHEA sulfate
2246:Androsterone
2208:Androstanes:
2207:
2191:Progesterone
2181:Pregnenolone
2176:Pregnanolone
2112:
2098:
2094:Cholestanes:
2093:
2062:Pregnanediol
2054:Metabolites:
2053:
2026:
2012:Progesterone
2004:Progestogens
1912:Metabolites:
1911:
1890:DHEA sulfate
1856:
1751:
1646:Metabolites:
1645:
1639:Testosterone
1604:DHEA sulfate
1589:Androsterone
1537:Sex steroids
1447:Metabolites:
1446:
1440:Progesterone
1435:Pregnenolone
1323:Pregnenolone
1315:
1306:
1246:
1213:(3): 79–84.
1210:
1206:
1196:
1174:(3): 402–7.
1171:
1167:
1131:
1127:
1120:
1103:
1099:
1093:
1066:
1062:
1052:
1027:
1023:
1017:
1008:
993:
986:
953:
949:
943:
923:
916:
881:
877:
867:
832:
790:
786:
740:
736:
726:
706:
699:
679:
649:
614:
610:
556:
544:
537:
511:
497:such as the
455:progesterone
435:
431:
427:
423:
422:
114:Identifiers
106:Other names
96:
92:
88:
84:
80:
76:
72:
3924:Antagonists
3750:Onapristone
3725:Antagonists
3496:Spirorenone
3466:Mespirenone
3155:Lynestrenol
3105:Ethisterone
3083:Desogestrel
3063:Altrenogest
3022:Segesterone
2997:Norgestomet
2987:Nomegestrol
2962:Gestadienol
2947:Demegestone
2902:Pentarane A
2722:Edogestrone
2712:Delmadinone
2672:Cismadinone
2562:Trengestone
2492:Dimepregnen
2221:7-Keto-DHEA
2106:Cholesterol
1895:7-Keto-DHEA
1513:Aldosterone
1300:Cholesterol
552:endometrium
487:endometrium
461:(20α-HSDs)
447:progestogen
341:Properties
3986:Categories
3780:Zanoterone
3745:Lonaprisan
3732:Steroidal:
3706:Naringenin
3696:Kaempferol
3676:Vilaprisan
3606:Asoprisnil
3588:Steroidal:
3561:ORG-201745
3541:Tanaproget
3436:Trestolone
3373:Nandrolone
3368:Mibolerone
3303:Dienedione
3293:Bolandione
3254:Tosagestin
3229:Oxendolone
3214:Norgestrel
3165:Metynodiol
3135:Gestrinone
3110:Ethynerone
3007:Oxogestone
2872:Mometasone
2762:Gestaclone
2727:Flugestone
2682:Clogestone
2622:Anagestone
2411:modulators
2336:Calcitriol
2269:Pheromones
2113:Pregnanes:
1292:Precursors
1281:Endogenous
956:: 173–81.
593:References
477:(17β-HSD)
451:metabolite
449:. It is a
444:endogenous
371:Molar mass
252:45630A64AC
166:ChemSpider
142:3D model (
121:CAS Number
57:IUPAC name
4012:Pregnanes
3830:ZM-172406
3825:ZM-150271
3815:LG-121046
3810:LG-120830
3805:LG-100128
3800:LG-100127
3795:LG-001447
3765:ORG-33628
3760:ORG-31806
3755:ORG-31710
3701:LG-120920
3681:ZK-137316
3661:RMI-12936
3656:ORG-33628
3651:ORG-31710
3626:LG-120838
3556:ORG-47241
3546:ZM-182345
3536:RWJ-60130
3531:RWJ-49853
3526:RWJ-26819
3516:LG-100128
3476:Prorenone
3456:Canrenone
3431:Trendione
3308:Dienolone
3283:Bolandiol
3130:Gestodene
3120:Etynodiol
3088:Dienogest
3073:Cingestol
2937:Amadinone
2882:Osaterone
2832:Megestrol
2607:Algestone
2557:Ro 6-3129
2497:Diosgenin
2321:Vitamin D
1760:Estradiol
1752:Estranes:
1744:Estrogens
1546:Androgens
1420:Cortisone
859:208410112
743:: 49–63.
195:205-649-5
187:EC Number
3947:See also
3868:Agonists
3691:Apigenin
3646:ORF-9326
3641:ORF-9371
3553:Unknown:
3249:Tigestol
3244:Tibolone
3002:ORG-2058
2542:DU-41165
2537:DU-41164
2432:Agonists
2047:5α-DHDOC
1755:Estetrol
1523:Cortisol
1415:Cortisol
1284:steroids
1237:26353176
1112:18751385
1085:13513735
1010:species.
978:23414730
970:23410596
815:54366844
807:11983494
767:24189185
737:Steroids
631:21182831
561:See also
539:in vitro
530:estrogen
516:for the
514:affinity
473:and the
438:), is a
131:145-14-2
3711:PRA-910
3511:LG-2527
3486:SC-8109
3419:(e.g.,
3402:RU-2309
3380:(e.g.,
3187:(e.g.,
3147:(e.g.,
3078:Danazol
2348:Others:
1987:(e.g.,
1857:Others:
1770:Estriol
1765:Estrone
1228:4966666
1188:3743792
1148:3327648
1044:7078152
908:7962560
758:3870468
536:tissue
495:tissues
483:HSD17B2
479:HSD17B1
436:20α-OHP
428:20α-DHP
405:what is
403: (
365:
219:PubChem
4007:Enones
2502:P1-185
2313:Others
1314:20α,22
1235:
1225:
1186:
1146:
1110:
1083:
1042:
1001:
976:
968:
931:
906:
899:294662
896:
857:
847:
813:
805:
765:
755:
714:
687:
657:
629:
534:breast
522:potent
505:, and
499:uterus
491:cervix
471:AKR1C3
469:, and
467:AKR1C2
463:AKR1C1
400:verify
397:
325:SMILES
51:Names
3621:J1042
3575:SPRMs
3570:Mixed
2201:THDOC
2156:DHDOC
974:S2CID
855:S2CID
811:S2CID
548:liver
503:brain
300:InChI
175:83725
144:JSmol
3855:PAQR
2251:DHEA
1885:DHEA
1599:DHEA
1233:PMID
1184:PMID
1144:PMID
1108:PMID
1081:PMID
1040:PMID
999:ISBN
966:PMID
929:ISBN
904:PMID
845:ISBN
803:PMID
763:PMID
712:ISBN
685:ISBN
655:ISBN
627:PMID
489:and
243:UNII
232:8956
204:MeSH
91:,11a
3845:mPR
2196:THB
2151:DHC
1223:PMC
1215:doi
1176:doi
1136:doi
1071:doi
1032:doi
958:doi
954:139
894:PMC
886:doi
837:doi
795:doi
753:PMC
745:doi
619:doi
615:191
532:in
453:of
269:EPA
222:CID
87:,9b
83:,9a
79:,3b
75:,3a
3988::
3423:,
3384:,
3191:,
2420:PR
2097:24
1991:,
1305:22
1231:.
1221:.
1211:23
1209:.
1205:.
1182:.
1172:46
1170:.
1156:^
1142:.
1132:36
1130:.
1104:28
1102:.
1079:.
1067:18
1065:.
1061:.
1038:.
1028:16
1026:.
1007:.
972:.
964:.
952:.
902:.
892:.
882:94
880:.
876:.
853:.
843:.
823:^
809:.
801:.
791:80
789:.
775:^
761:.
751:.
741:79
739:.
735:.
669:^
639:^
625:.
613:.
601:^
542:.
509:.
501:,
465:,
442:,
359:32
355:21
71:(1
3861:)
3852:(
3581:)
3572:(
3427:)
3388:)
3195:)
3151:)
2400:e
2393:t
2386:v
2323::
2271::
2099:S
1995:)
1316:R
1307:R
1273:e
1266:t
1259:v
1239:.
1217::
1190:.
1178::
1150:.
1138::
1114:.
1087:.
1073::
1046:.
1034::
980:.
960::
937:.
910:.
888::
861:.
839::
817:.
797::
769:.
747::
720:.
693:.
663:.
633:.
621::
434:(
426:(
395:Y
363:2
361:O
357:H
353:C
271:)
267:(
146:)
97:H
93:S
89:S
85:R
81:S
77:S
73:S
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
