Fri . 19 Jan 2019

3β-Dihydroprogesterone


3β-Dihydroprogesterone 3β-DHP, also known as 3β-hydroxyprogesterone, or pregn-4-en-3β-ol-20-one 4-pregnenolone, δ4-pregnenolone, is an endogenous steroid It is biosynthesized by 3β-hydroxysteroid dehydrogenase from progesterone Unlike 3α-dihydroprogesterone 3α-DHP, 3β-DHP does not act as a positive allosteric modulator of the GABAA receptor, which is in accordance with the fact that other 3β-hydroxylated progesterone metabolites such as isopregnanolone and epipregnanolone similarly do not act as potentiators of this receptor and instead inhibit it as well as reverse the effects of potentiators like allopregnanolone 3β-DHP has been reported to possess about the same potency as progesterone in the Clauberg test, a bioassay of progestogenic activity, whereas 3α-DHP was not assessed

See also

  • 5α-Dihydroprogesterone
  • 5β-Dihydroprogesterone
  • 3β-Androstanediol
  • Pregnenolone
  • Progesterone 3-acetyl enol ether
  • Quingestrone

References

  1. ^ a b Kavaliers, Martin; Wiebe, John P; Galea, Liisa AM 1994 "Reduction of predator odor-induced anxiety in mice by the neurosteroid 3α-hydroxy-4-pregnen-20-one 3αHP" Brain Research 645 1-2: 325–329 doi:101016/0006-89939491667-5 ISSN 0006-8993 
  2. ^ Prince, RJ; Simmonds, MA 1993 "Differential antagonism by epipregnanolone of alphaxalone and pregnanolone potentiation of flunitrazepam binding suggests more than one class of binding site for steroids at GABAA receptors" Neuropharmacology 32 1: 59–63 doi:101016/0028-39089390130-U ISSN 0028-3908 
  3. ^ Junkermann H, Runnebaum B, Lisboa BP July 1977 "New progesterone metabolites in human myometrium" Steroids 30 1: 1–14 doi:101016/0039-128X7790131-3 PMID 919010 In the Clauberg bioassay the 3β-hydroxy-4-pregnen-20-one shows about the same potency as progesterone 34 In regard to the biological activity of the 3α epimer no data are available 
  4. ^ Pincus G, Miyake T, Merrill AP, Longo P November 1957 "The bioassay of progesterone" Endocrinology 61 5: 528–33 doi:101210/endo-61-5-528 PMID 13480263 




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3β-Dihydroprogesterone


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