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| Names | |
|---|---|
| IUPAC name 11β,18,21-Trihydroxypregn-4-ene-3,20-dione | |
| Systematic IUPAC name (1S,3aS,3bS,9aR,9bS,10S,11aR)-10-Hydroxy-1-(hydroxyacetyl)-11a-(hydroxymethyl)-9a-methyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[a]phenanthren-7-one | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChemSpider |
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| ECHA InfoCard | 100.008.384 |
| MeSH | 18-hydroxycorticosterone |
| UNII | |
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| Properties | |
| C21H30O5 | |
| Molar mass | 362.46 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
18-Hydroxycorticosterone is anendogenoussteroid.[1][2] It is a derivative ofcorticosterone.[3][4][5]
18-Hydroxycorticosterone serves as an intermediate in the synthesis ofaldosterone by the enzymealdosterone synthase in thezona glomerulosa.[6] It is also an intermediate in the biosynthesis of corticosterone. It spontaneously and reversibly converts to various less polar forms and derivatives, some of which serve as precursors to aldosterone or corticosterone. Specifically, 21-hydroxy-11,18-oxido-4-pregnene-3,20-dione (18-DAL) is hydroxylated to aldosterone in the presence of malate and NADP+ at pH 4.8, indicating that 18-DAL acts as a metabolic intermediate between 18-hydroxycorticosterone and aldosterone.[7] Corticosterone is a mediate precursor in this biosynthesis pathway, with 18-hydroxycorticosterone serving as an intermediate between corticosterone and aldosterone.[8]
