3α-Dihydroprogesterone

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
3α-Dihydroprogesterone
3α-Dihydroprogesterone.svg
Names
IUPAC name
3α-Hydroxy-4-pregnen-20-one
Other names
3α-Dihydroprogesterone
Identifiers
3D model (JSmol)
ChemSpider
Properties
C21H32O2
Molar mass 316.47758 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

3α-Dihydroprogesterone (3α-DHP), also known as 3α-hydroxyprogesterone, as well as pregn-4-en-3α-ol-20-one, is an endogenous neurosteroid.[1] It is biosynthesized by 3α-hydroxysteroid dehydrogenase from progesterone.[1] 3α-DHP has been found to act as a positive allosteric modulator of the GABAA receptor and is described as being as active as allopregnanolone in regard to this action.[1] In accordance, it has anxiolytic effects in animals.[2] 3α-DHP has also been found to inhibit the secretion of follicle-stimulating hormone (FSH) from the rat pituitary gland, demonstrating possible antigonadotropic properties.[1] Unlike the case of most other inhibitory neurosteroids, 3α-DHP production is not blocked by 5α-reductase inhibitors like finasteride.[1]

Chemistry[edit]

See also[edit]

References[edit]

  1. ^ a b c d e Neurosteroids and Brain Function. Academic Press. 12 December 2001. pp. 484–. ISBN 978-0-08-054423-6. 
  2. ^ Kavaliers, Martin; Wiebe, John P.; Galea, Liisa A.M. (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:10.1016/0006-8993(94)91667-5. ISSN 0006-8993.