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| Names | |
|---|---|
| IUPAC name 5α-Pregnane-3α,20α-diol | |
| Systematic IUPAC name (1S,3aS,3bR,5aS,7R,9aS,9bS,11aS)-1-[(1S)-1-Hydroxyethyl]-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-7-ol | |
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3D model (JSmol) | |
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| Properties | |
| C21H36O2 | |
| Molar mass | 320.517 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Allopregnanediol, or5α-pregnane-3α,20α-diol, is anendogenousmetabolite ofprogesterone andallopregnanolone and anisomer ofpregnanediol (5β-pregnan-3α,20α-diol).[1] It has been found to act like apartial agonist of anallosteric site of theGABA receptor and hence might play a biological role as aneurosteroid.[2] It has also been found to act as anagonist of thehumanpregnane X receptor, albeit with anEC50 that is more than an order of magnitude lower than that of other endogenouspregnanes likepregnenolone, pregnanediol,allopregnanedione, and allopregnanolone.[3]
