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| Names | |
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| IUPAC name (5S,8R,9S,10S,13S,14S)-10,13-dimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-dione | |
| Other names Dihydroandrostenedione; 5α-Androstanedione; 5α-Androstane-3,17-dione | |
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3D model (JSmol) | |
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| Properties | |
| C19H28O2 | |
| Molar mass | 288.431 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Androstanedione, also known as5α-androstanedione or as5α-androstane-3,17-dione, is anaturally occurringandrostane (5α-androstane)steroid and anendogenousmetabolite ofandrogens liketestosterone,dihydrotestosterone (DHT),dehydroepiandrosterone (DHEA), andandrostenedione.[1] It is the C5epimer ofetiocholanedione (5β-androstanedione).[1] Androstanedione is formed from androstenedione by5α-reductase and from DHT by17β-hydroxysteroid dehydrogenase.[2][3] It has someandrogenic activity.[4]
In female genital skin, the conversion of androstenedione into DHT through 5α-androstanedione appears to be more important than the direct conversion of testosterone into DHT.[5]
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