17aβ-acetoxy-3-methoxy-2-methyl-D-homoestra-1,3,5,7,9-pentaene | 780773-66-2

• 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: 17aβ-acetoxy-3-methoxy-2-methyl-D-homoestra-1,3,5,7,9-pentaene
• 英文别名: [(1S,4aS,12aS)-8-methoxy-9,12a-dimethyl-2,3,4,4a,11,12-hexahydro-1H-chrysen-1-yl] acetate
• CAS: 780773-66-2
• 化学式: C₂₃H₂₈O₃
• 分子量: 352.474
• InChiKey: WPORPAJCGPTASQ-PMVMPFDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  17aβ-acetoxy-3-methoxy-2-methyl-D-homoestra-1,3,5,7,9-pentaene 在 sodium hydroxide 、 吡啶 、 chromium(VI) oxide 作用下， 以 甲醇 、 苯 为溶剂， 反应 14.5h， 以82%的产率得到3-methoxy-2-methyl-D-homoestra-1,3,5,7,9-pentaen-17a-one
  参考文献：
  名称：

  Synthesis and Study of Equilenin Derivatives and Modified Analogs

  摘要：

  Modified equilenin analogs were synthesized with a view to examine the relation between the structure and biological properties of steroid estrogens. The H-1 and C-13 NMR signals of six estra-1,3,5,7,9-pentaenes were completely assigned using homo- and heteronuclear correlation NMR spectroscopy. The structure of equilenin methyl ester was determined by X-ray analysis. Among the synthesized steroids, compounds were found which exhibit hypocholesterinemic activity with no uterotropic and hypertriglyceridemic effects.

  DOI：

  10.1023/b:rujo.0000036071.26335.eb
• 作为产物：
  描述：

  (S)-8-Methoxy-9,12a-dimethyl-3,11,12,12a-tetrahydro-2H-chrysen-1-one 在 sodium tetrahydroborate 、 镍 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 8.0h， 生成 17aβ-acetoxy-3-methoxy-2-methyl-D-homoestra-1,3,5,7,9-pentaene
  参考文献：
  名称：

  Synthesis and Study of Equilenin Derivatives and Modified Analogs

  摘要：

  Modified equilenin analogs were synthesized with a view to examine the relation between the structure and biological properties of steroid estrogens. The H-1 and C-13 NMR signals of six estra-1,3,5,7,9-pentaenes were completely assigned using homo- and heteronuclear correlation NMR spectroscopy. The structure of equilenin methyl ester was determined by X-ray analysis. Among the synthesized steroids, compounds were found which exhibit hypocholesterinemic activity with no uterotropic and hypertriglyceridemic effects.

  DOI：

  10.1023/b:rujo.0000036071.26335.eb