Jump to content
Wikipedia The Free Encyclopedia

20α-Dihydrodydrogesterone

From Wikipedia, the free encyclopedia
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 class Progestin; Progestogen
Pharmacokinetic data
Elimination half-life 14–17 hours[1]
Excretion Urine (mainly as glucuronide conjugates)
Identifiers
  • (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
Chemical and physical data
Formula C21H30O2
Molar mass 314.469 g·mol−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] It appears that dydrogesterone is a prodrug of 20α-DHD, as it is largely transformed into this metabolite when given orally in humans.[3] 20α-DHD has progestogenic activity similarly to dydrogesterone, but is far less potent in comparison.[3]

See also

[edit ]

References

[edit ]
  1. ^ a b 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. ^ a b c 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年02月04日3. PMID 21376746. S2CID 31609405.
PR Tooltip Progesterone receptor
Agonists
Mixed
(SPRMs Tooltip Selective progesterone receptor modulators)
Antagonists
mPR Tooltip Membrane progesterone receptor
(PAQR Tooltip Progestin and adipoQ receptor)
Agonists
Antagonists
Stub icon

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

Stub icon

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

AltStyle によって変換されたページ (->オリジナル) /