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| Names | |
|---|---|
| IUPAC name (22R)-Cholest-5-ene-3β,20,22-triol | |
| Systematic IUPAC name (2R,3R)-2-[(1S,3aS,3bS,7S,9aR,9bS,11aS)-7-Hydroxy-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-6-methylheptane-2,3-diol | |
| Identifiers | |
| |
3D model (JSmol) | |
| 2339391 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| KEGG | |
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| |
| Properties | |
| C27H46O3 | |
| Molar mass | 418.652 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
20α,22R-Dihydroxycholesterol, or(3β)-cholest-5-ene-3,20,22-triol is anendogenous,metabolic intermediate in thebiosynthesis of thesteroid hormones fromcholesterol.[1][2] Cholesterol ((3β)-cholest-5-en-3-ol) ishydroxylated bycholesterol side-chain cleavage enzyme (P450scc) to form22R-hydroxycholesterol, which is subsequently hydroxylated again by P450scc to form 20α,22R-dihydroxycholesterol, and finally the bond between carbons 20 and 22 iscleaved by P450scc to formpregnenolone ((3β)-3-hydroxypregn-5-en-20-one),[1][2] theprecursor to the steroid hormones.
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