N-[(5S,8R,9S,10S,13S,14S,17S)-17-(1-Amino-ethyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-N-methyl-acetamide | 132249-27-5

• 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: N-[(5S,8R,9S,10S,13S,14S,17S)-17-(1-Amino-ethyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-N-methyl-acetamide
• CAS: 132249-27-5
• 化学式: C₂₄H₄₂N₂O
• 分子量: 374.61
• InChiKey: MSSVXWHLPIMQIP-IBIIKYKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  46.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  20(α,β)-Amino-5α-pregnan-3β-ol 在 chromium(VI) oxide 、 sodium tetrahydroborate 、 硫酸 作用下， 生成 N-[(5S,8R,9S,10S,13S,14S,17S)-17-(1-Amino-ethyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-N-methyl-acetamide
  参考文献：
  名称：

  Interaction of remote functional groups (amide and amine) in steroidal compounds after electron ionization

  摘要：

  AbstractElectron impact ionization of steroidal compounds with two diferently substituted functional groups (amide and amine) at remote positions leads to the interaction of these groups in ion‐neutral complexes after the detachment of one of them. Two situations may be encountered, depending on which group is more easily detached from low‐energy parent ions: (i) when the formation of the immonium ion is preferred, a very efficient proton transfer to the amide is observed leading to abundant [M− imine]+· and subsequent daughter ions; (ii) when the detachment of the amide is preferred, hydrogen exchanges occur with the amine group, and fragment ions may be observed resulting from the addition of both groups in a proton‐bound structure.

  DOI：

  10.1002/oms.1210251008