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Epiandrosterone, or 3β-androsterone, also known as 3β-hydroxy-5α-androstan-17-one or 5α-androstan-3β-ol-17-one, is a steroid hormone with weak androgenic activity. It is a natural metabolite of dehydroepiandrosterone (DHEA) via the 5α-reductase enzyme. It was first isolated in 1931, by Adolf Friedrich Johann Butenandt and Kurt Tscherning. They distilled over 17,000 litres of male urine, from which they got 50 milligrams of crystalline androsterone (most likely mixed isomers), which was sufficient to find that the chemical formula was very similar to estrone. Epiandrosterone has been shown to naturally occur in most mammals including pigs.〔Raeside JI, Renaud RL, Marshall DE. Identification of 5 alpha-androstane-3 beta,17 beta-diol and 3 beta-hydroxy-5 alpha-androstan-17-one sulfates as quantitatively significant secretory products of porcine Leydig cells and their presence in testicular venous blood. J Steroid Biochem Mol Biol. 42(1):113-20, 1992〕 Epiandrosterone is naturally produced by the enzyme 5α-reductase from the adrenal hormone DHEA.〔Callies F, Arlt W, Siekmann L, Hübler D, Bidlingmaier F, Allolio B. Influence of oral dehydroepiandrosterone (DHEA) on urinary steroid metabolites in males and females. Steroids. 65(2):98-102, 2000〕〔Labrie F, Cusan L, Gomez JL, Martel C, Bérubé R, Bélanger P, Chaussade V, Deloche C, Leclaire J. Changes in serum DHEA and eleven of its metabolites during 12-month percutaneous administration of DHEA. J Steroid Biochem Mol Biol. 2008 May;110(1-2):1-9〕〔Daniël Henri van de Kerkhof. Steroid profiling in doping analysis. () : (), 2001 - Tekst. - Proefschrift Universiteit Utrecht〕〔Acacio BD, Stanczyk FZ, Mullin P, Saadat P, Jafarian N, Sokol RZ. Pharmacokinetics of dehydroepiandrosterone and its metabolites after long-term daily oral administration to healthy young men. Fertil Steril. Mar;81(3):595-604, 2004〕 Epiandrosterone can also be converted from the natural steroids androstanediol via 17β-hydroxysteroid dehydrogenase or from androstanedione via 3β-hydroxysteroid dehydrogenase. ==See also== * 3β-Androstanediol * Androstenol * Androstenone * Estratetraenol 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Epiandrosterone」の詳細全文を読む スポンサード リンク
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