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| Names | |
|---|---|
| IUPAC name 3α-Hydroxypregn-4-en-20-one | |
| Systematic IUPAC name 1-[(1S,3aS,3bS,7R,9aR,9bS,11aS)-7-Hydroxy-9a,11a-dimethyl-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]ethan-1-one | |
| Other names 3α-Dihydroprogesterone | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
| UNII | |
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| Properties | |
| C21H32O2 | |
| Molar mass | 316.485 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
3α-Dihydroprogesterone (3α-DHP), also known as3α-hydroxyprogesterone, as well aspregn-4-en-3α-ol-20-one, is anendogenousneurosteroid.[1] It isbiosynthesized by3α-hydroxysteroid dehydrogenase fromprogesterone.[1] 3α-DHP has been found to act as apositive allosteric modulator of theGABAA receptor and is described as being as active asallopregnanolone in regard to this action.[1] In accordance, it hasanxiolytic effects in animals.[2] 3α-DHP has also been found to inhibit the secretion offollicle-stimulating hormone (FSH) from the ratpituitary gland, demonstrating possibleantigonadotropic properties.[1] Unlike the case of most other inhibitory neurosteroids, 3α-DHP production is not blocked by5α-reductase inhibitors likefinasteride.[1] No data were available on the progestogenic activity of 3α-DHP as of 1977.[3] Levels of 5α-DHP have been quantified.[4]
