4-羟基雌酮

化合物

4-羟基雌酮(英语:4-Hydroxyestrone,缩写4-OHE1,或称为“雌甾-1,3,5(10)-三烯-3,4-二醇-17-酮”,estra-1,3,5(10)-trien-3,4-diol-17-one)是一种天然内源性的儿茶酚雌激素雌酮雌二醇的次要代谢产物[2][3][4]。它具有微量的雌激素活性,与2-羟基雌二醇16α-羟基雌酮雌三醇(16α-羟基雌二醇)和4-羟基雌二醇等其它羟基雌二醇类似,但不同于2-羟基雌酮[2][5]

4-羟基雌酮
IUPAC名
(8R,9S,13S,14S)-3,4-Dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
别名 4-OHE1; Estra-1,3,5(10)-triene-3,4-diol-17-one; 3,4-Dihydroxyestra-1,3,5(10)-trien-17-one
识别
CAS号 3131-23-5  checkY
PubChem 9971251
ChemSpider 8146843
SMILES
 
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4O)O
ChEBI 87602
性质
化学式 C18H22O3
摩尔质量 286.37 g·mol−1
熔点 260—265 °C(533—538 K)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考资料

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  1. ^ Jack Fishman, Maria Tomasz, Rosemarie Lehman. Catechol Derivatives of Estrogens 1. The Journal of Organic Chemistry. 1960-04, 25 (4): 585–588 [2021-01-27]. ISSN 0022-3263. doi:10.1021/jo01074a026 (英语). 
  2. ^ 2.0 2.1 Oettel M, Schillinger E. Estrogens and Antiestrogens I: Physiology and Mechanisms of Action of Estrogens and Antiestrogens. Springer Science & Business Media. 6 December 2012: 224, 232, 244–245, 249. ISBN 978-3-642-58616-3. 
  3. ^ Rakel D. Integrative Medicine. Elsevier Health Sciences. 2012: 338–. ISBN 978-1-4377-1793-8. 
  4. ^ Buchsbaum HJ. The Menopause. Springer Science & Business Media. 6 December 2012: 64–65. ISBN 978-1-4612-5525-3. 
  5. ^ Bhavnani BR, Nisker JA, Martin J, Aletebi F, Watson L, Milne JK. Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women. Journal of the Society for Gynecologic Investigation. 2000, 7 (3): 175–83. PMID 10865186. doi:10.1016/s1071-5576(00)00049-6. 

外部链接

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