(2R,3aS,7aS,8'R,9'S,13'S,14'S)-13'-methylspiro[3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-3'-ol | 1326708-01-3

• 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: (2R,3aS,7aS,8'R,9'S,13'S,14'S)-13'-methylspiro[3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-3'-ol
• CAS: 1326708-01-3
• 化学式: C₂₄H₃₃NO₂
• 分子量: 367.532
• InChiKey: XTGMVBTZHCQKMD-DCQIOEQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氨 、 氢气 、 碘 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 18.17h， 生成 (2R,3aS,7aS,8'R,9'S,13'S,14'S)-13'-methylspiro[3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-3'-ol
  参考文献：
  名称：

  Stereoselective Synthesis of F-Ring Saturated Estrone-Derived Inhibitors of Hedgehog Signaling Based on Cyclopamine

  摘要：

  Previous work in this laboratory established that the readily available F-ring aromatic analog of cyclopamine is a highly potent inhibitor of Hedgehog signaling. The synthesis and biological evaluation of two F-ring saturated analogs that are more potent than the F-ring aromatic structure are reported.

  DOI：

  10.1021/ol2017966

文献信息

• Steroid-Derived Cyclopamine Analogs and Methods for Using the Same in the Prevention or Treatment of Cancer
  申请人：Dahmane Nadia

  公开号：US20110306662A1

  公开（公告）日：2011-12-15

  The present invention relates to steroid-derived cyclopamine analogs and methods for using the same for inhibiting sonic hedgehog signaling and preventing or treating cancer. A method for synthesizing the analogs of the present invention from a steroid is also provided.
• US8669243B2
  申请人：——

  公开号：US8669243B2

  公开（公告）日：2014-03-11