Misplaced Pages

20α-Dihydrodydrogesterone

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Chemical compound Pharmaceutical compound
20α-Dihydrodydrogesterone
Clinical data
Other names20α-DHD; 20α-Hydroxydydrogesterone; 20(S)-Hydroxy-9β,10α-pregna-4,6-dien-3-one
Drug classProgestin; Progestogen
Pharmacokinetic data
Elimination half-life14–17 hours
ExcretionUrine (mainly as glucuronide conjugates)
Identifiers
IUPAC name
  • (8S,9R,10S,13S,14S,17S)-17-(1-Hydroxyethyl)-10,13-dimethyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopentaphenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC21H30O2
Molar mass314.469 g·mol
3D model (JSmol)
SMILES
  • 1(CC2()3()C=CC4=CC(=O)CC4(C)3()CC12C)(C)O
InChI
  • 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. It appears that dydrogesterone is a prodrug of 20α-DHD, as it is largely transformed into this metabolite when given orally in humans. 20α-DHD has progestogenic activity similarly to dydrogesterone, but is far less potent in comparison.

See also

References

  1. ^ Bińkowska M, Woroń J (June 2015). "Progestogens in menopausal hormone therapy". Przeglad Menopauzalny = Menopause Review. 14 (2): 134–143. doi:10.5114/pm.2015.52154. PMC 4498031. PMID 26327902.
  2. Olbrich M, Weigl K, Kahler E, Mihara K (October 2016). "Dydrogesterone metabolism in human liver by aldo-keto reductases and cytochrome P450 enzymes". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 46 (10): 868–874. doi:10.3109/00498254.2015.1134852. PMID 26796435. S2CID 22311056.
  3. ^ Rižner TL, Brožič P, Doucette C, Turek-Etienne T, Müller-Vieira U, Sonneveld E, et al. (May 2011). "Selectivity and potency of the retroprogesterone dydrogesterone in vitro". Steroids. 76 (6): 607–615. doi:10.1016/j.steroids.2011.02.043. PMID 21376746. S2CID 31609405.
Progesterone receptor modulators
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens
Stub icon

This article about a steroid is a stub. You can help Misplaced Pages by expanding it.

Stub icon

This drug article relating to the genito-urinary system is a stub. You can help Misplaced Pages by expanding it.

Categories: