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Chemical compound
20α-Dihydrodydrogesterone Other names 20α-DHD; 20α-Hydroxydydrogesterone; 20(S )-Hydroxy-9β,10α-pregna-4,6-dien-3-one Drug class Progestin ; Progestogen Elimination half-life 14–17 hours[ 1] Excretion Urine (mainly as glucuronide conjugates )
(8S ,9R ,10S ,13S ,14S ,17S )-17-(1-Hydroxyethyl)-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a ]phenanthren-3-one
CAS Number PubChem CID ChemSpider UNII Formula C 21 H 30 O 2 Molar mass −1 3D model (JSmol )
[H][C@@]1(CC[C@@]2([H])[C@]3([H])C=CC4=CC(=O)CC[C@]4(C)[C@]3([H])CC[C@]12C)[C@H](C)O
InChI=1/C21H30O2/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/h4-5,12-13,16-19,22H,6-11H2,1-3H3/t13-,16-,17+,18-,19+,20-,21+/s2
Key:IQPNZLYVKOVQGH-AIANXXHJNA-N
20α-Dihydrodydrogesterone (20α-DHD ), also known as 20α-hydroxydydrogesterone , as well as 20(S )-hydroxy-9β,10α-pregna-4,6-dien-3-one , is a progestin and the major active metabolite of dydrogesterone .[ 2] [ 1] [ 3] prodrug of 20α-DHD, as it is largely transformed into this metabolite when given orally in humans.[ 3] progestogenic activity similarly to dydrogesterone, but is far less potent in comparison.[ 3]
See also
References
^ a b Bińkowska, Małgorzata; Woroń, Jarosław (2015). "Progestogens in menopausal hormone therapy" . Menopausal Review . 14 (2): 134–143. doi :10.5114/pm.2015.52154 . ISSN 1643-8876 . PMC 4498031 PMID 26327902 . ^ Olbrich, Matthias; Weigl, Kevin; Kahler, Elke; Mihara, Katsuhiro (2016). "Dydrogesterone metabolism in human liver by aldo-keto reductases and cytochrome P450 enzymes". Xenobiotica . 46 (10): 868–874. doi :10.3109/00498254.2015.1134852 . ISSN 0049-8254 . PMID 26796435 . S2CID 22311056 . ^ a b c Rižner TL, Brožič P, Doucette C, Turek-Etienne T, Müller-Vieira U, Sonneveld E, van der Burg B, Böcker C, Husen B (May 2011). "Selectivity and potency of the retroprogesterone dydrogesterone in vitro". Steroids . 76 (6): 607–15. doi :10.1016/j.steroids.2011.02.043 . PMID 21376746 . S2CID 31609405 .
PR Tooltip Progesterone receptor
Agonists
Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone 6,6-Difluoronorethisterone acetate 17α-Allyl-19-nortestosterone Allylestrenol Altrenogest Chloroethynylnorgestrel Cingestol Danazol Desogestrel Dienogest Ethinylandrostenediol
Ethisterone Ethynerone Etonogestrel Etynodiol Etynodiol diacetate Gestodene Gestrinone Levonorgestrel Levonorgestrel esters (e.g., levonorgestrel butanoate )Lynestrenol Lynestrenol phenylpropionate Metynodiol Metynodiol diacetate Norelgestromin Norethisterone (norethindrone) Norethisterone esters (e.g., norethisterone acetate , norethisterone enanthate )Noretynodrel Norgesterone Norgestimate Norgestrel Norgestrienone Norvinisterone Oxendolone Quingestanol Quingestanol acetate Tibolone Tigestol Tosagestin ; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone 11β-Methyl-19-nortestosterone dodecylcarbonate 19-Nor-5-androstenediol 19-Nor-5-androstenedione 19-Nordehydroepiandrosterone Bolandiol Bolandiol dipropionate Bolandione Dimethisterone Dienedione Dienolone Dimethandrolone Dimethandrolone buciclate Dimethandrolone dodecylcarbonate Dimethandrolone undecanoate Dimethyldienolone Dimethyltrienolone Ethyldienolone Ethylestrenol (ethylnandrol) Methyldienolone Metribolone (R-1881) Methoxydienone (methoxygonadiene) Mibolerone Nandrolone Nandrolone esters (e.g., nandrolone decanoate , nandrolone phenylpropionate )Norethandrolone Normethandrone (methylestrenolone, normethandrolone, normethisterone) RU-2309 Tetrahydrogestrinone Trenbolone (trienolone) Trenbolone esters (e.g., trenbolone acetate , trenbolone enanthate )Trendione Trestolone Trestolone acetate MixedSPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor PAQR Tooltip Progestin and adipoQ receptor )
