表雄酮
表雄酮(英语:Epiandrosterone)或称为异雄酮(英语:isoandrosterone)[1][2]是一种甾体激素,拥有较弱的雄激素活性,是睾酮和双氢睾酮(DHT)的代谢产物,在1931年由阿道夫·布特南特和库尔特·切尔宁首次分离。他们蒸馏了17000升的男性尿液,从中得到50毫克的雄酮结晶(很可能是混合了的α/β异构体),并发现其和雌酮有着相似的化学结构。
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CAS号 | 481-29-8 ![]() |
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CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.006.877 |
化学信息 | |
化学式 | C19H30O2 |
摩尔质量 | 290.440 g/mol |
3D模型(JSmol) | |
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大部分哺乳动物包括猪都能合成表雄酮[3],在体内可由5α还原酶催化肾上腺激素DHEA而来[4][5][6][7],另外也可由3β-雄烷二醇经17β-羟基类固醇脱氢酶催化或雄烷二酮经3β-羟基类固醇脱氢酶催化而来。
参见
编辑参考文献
编辑- ^ Samuel H. Yalkowsky; Yan He; Parijat Jain. Handbook of Aqueous Solubility Data, Second Edition. CRC Press. 19 April 2016: 1209–. ISBN 978-1-4398-0246-5.
- ^ Natural Products. Krishna Prakashan Media. 2006: 298–. ISBN 978-81-87224-85-3.
- ^ 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
- ^ 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. [S.l.] : [s.n.], 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