3-Methoxy-14β-hydroxy-17-oxo-8α,9β-oestratrien-1,3,5(10) | 15909-05-4

• 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: 3-Methoxy-14β-hydroxy-17-oxo-8α,9β-oestratrien-1,3,5(10)
• 英文别名: 14β-Hydroxy-8α,9β-isooestron-methylether；(8S,9R,13S,14S)-14-hydroxy-3-methoxy-13-methyl-6,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-one
• CAS: 15909-05-4
• 化学式: C₁₉H₂₄O₃
• 分子量: 300.398
• InChiKey: DBXMWOATVSEFMD-DKKFBQAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Methoxy-14β-hydroxy-17-oxo-8α,9β-oestratrien-1,3,5(10) 在 18-冠醚-6 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到14-hydroxy-3-methoxy-14β-estra-1,3,5(10)-trien-17-one
  参考文献：
  名称：

  Isomerization of 14-hydroxy-17-ketosteroids: New examples of two-centered inversion of the C/D ring fusion and X-ray diffraction structural analysis of d,?-3-methoxy-14?-hydroxy-8?, 9?-estra-1,3,5(10)-trien-17-one

  摘要：

  d,l-3-Methoxy-14beta-hydroxy-8alpha,9beta-estra-1,3,5(10)-trien-17-one (I) undergoes two-centered isomerization in alkaline medium to d,l-3-methoxy-14beta-hydroxy-8beta,9alpha-estra-1,3,5(10)-trien-17-one (II) in 70% yield. Under analogous conditions, natural isomer (II) is converted into synthetic isomer (I) in 20% yield. The crystalline and molecular structure of isomer (II) was established.

  DOI：

  10.1007/bf00959735