11-keto-9β-estradiol | 50895-34-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 11-keto-9β-estradiol
• 英文别名: 11-Keto-9beta-estradiol；(8S,9R,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,12,14,15,16,17-octahydro-6H-cyclopenta[a]phenanthren-11-one
• CAS: 50895-34-6
• 化学式: C₁₈H₂₂O₃
• 分子量: 286.371
• InChiKey: NGTDIPICRMVXOC-IAVJCBSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  11-Ketoestrone 17-ethyleneketal 3-acetate 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.5h， 生成 11-keto-9β-estradiol
  参考文献：
  名称：

  Steroid structure and function VII. Remarkable estrogenicity of 3-hydroxy-9β-estra-1,3,5(10)-triene-11,17-dione

  摘要：

  Remarkably high estrogenic activity was observed for 3-hydroxy-9 beta-estra-1,3,5(10)-triene-11,17-dione despite its unusual bent conformation. The 9 alpha epimer of this compound has markedly less activity despite the fact that its overall shape is nearly identical to that of estrone. The potency of these compounds in enhancing uterine weight in Fischer rats and reducing ovarian weight in parabiosed rats was compared with that of estrone, and the structures were unambiguously identified by X-ray crystallographic study. The results underscore the importance of the phenolic ring A to estrogenic activity, and suggest a tolerance of the putative estrogenic receptor to flexibility in overall molecular shape.

  DOI：

  10.1016/0039-128x(80)90046-x