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| ECHA InfoCard | 100.006.877 |
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| Formula | C19H30O2 |
| Molar mass | 290.447 g·mol−1 |
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Epiandrosterone, orisoandrosterone,[1][2] also known as3β-androsterone,3β-hydroxy-5α-androstan-17-one, or5α-androstan-3β-ol-17-one, is asteroid hormone with weakandrogenic activity. It is ametabolite oftestosterone anddihydrotestosterone (DHT). It was first isolated in 1931, byAdolf Friedrich Johann Butenandt andKurt Tscherning. They distilled over 17,000 litres of male urine, from which they got 50 milligrams of crystallineandrosterone (most likely mixed isomers), which was sufficient to find that the chemical formula was very similar toestrone.
Epiandrosterone has been shown to naturally occur in most mammals including pigs.[3]
Epiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormoneDHEA.[4][5][6][7][verification needed] Epiandrosterone can also be produced from the natural steroidsandrostanediol via17β-hydroxysteroid dehydrogenase or fromandrostanedione via3β-hydroxysteroid dehydrogenase.[8]