3α-Dihydroprogesterone

3α-Dihydroprogesterone

Names
IUPAC name 3α-Hydroxy-4-pregnen-20-one
Other names 3α-Dihydroprogesterone
Identifiers
CAS Number	25680-68-6
Jmol 3D model	Interactive image
PubChem	121951
InChI InChI=1S/C21H32O2/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/h12,15-19,23H,4-11H2,1-3H3/t15-,16+,17-,18+,19+,20+,21-/m1/s1 Key: QWVWXRKHAXWWSV-QYYVTAPASA-N
SMILES CC(=O)C1CCC2C1(CCC3C2CCC4=CC(CCC34C)O)C
Properties
Chemical formula	C21H32O2
Molar mass	316.47758 g/mol
Vapor pressure	{{{value}}}
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-hydroxy-4-pregnen-20-one, is an endogenous neurosteroid. It is biosynthesized by 3α-hydroxysteroid dehydrogenase from progesterone. 3α-DHP has been found to act as a positive allosteric modulator of the GABA_A receptor and is described as being as active as allopregnanolone in regard to this action. In accordance, it has anxiolytic effects in animals. 3α-DHP has also been found to inhibit the secretion of follicle-stimulating hormone (FSH) from the rat pituitary gland, demonstrating possible antigonadotropic properties. Unlike the case of most other inhibitory neurosteroids, 3α-DHP production is not blocked by 5α-reductase inhibitors like finasteride.

See also

• 3β-Dihydroprogesterone
• 5α-Dihydroprogesterone
• 5β-Dihydroprogesterone
• Pregnanolone