4-羟基雌二醇

化合物

4-羟基雌二醇(英語:4-Hydroxyestradiol,缩写4-OHE2,或称为雌甾-1,3,5(10)-三烯-3,4,17β-三醇estra-1,3,5(10)-triene-3,4,17β-triol)是一种内源性的天然儿茶酚雌激素雌酮雌二醇的次要代謝產物[2],带有一定的雌激素活性[2][3]

4-羟基雌二醇
IUPAC名
(8R,9S,13S,14S,17S)-13-Methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,4,17-triol
别名 4-OHE2; Estra-1,3,5(10)-triene-3,4,17β-triol; 3,4,17β-Trihydroxyestra-1,3,5(10)-triene
识别
CAS号 5976-61-4  checkY
PubChem 5282360
ChemSpider 4445523
SMILES
 
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4O)O
ChEBI 62845
KEGG C14209
性质
化学式 C18H24O3
摩尔质量 288.38 g·mol−1
熔点 252—253 °C(525—526 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

  1. ^ Hecker, Erich; Walk, Elisabeth. The chemistry of the p-quinols. III. o-Quinone diacetates and amino analogs of natural estrogens. Chemische Berichte, 1960. 93: 2928-2937. ISSN: 0009-2940.
  2. ^ 2.0 2.1 Michael Oettel; Ekkehard Schillinger. 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. ^ 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. J. Soc. Gynecol. Investig. 2000, 7 (3): 175–83. PMID 10865186. doi:10.1016/s1071-5576(00)00049-6. 

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