3β-mercapto-14β-hydroxy-5β-20(R)-cardanolide | 156400-57-6

• 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: 3β-mercapto-14β-hydroxy-5β-20(R)-cardanolide
• 英文别名: (4R)-4-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-sulfanyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-one
• CAS: 156400-57-6
• 化学式: C₂₃H₃₆O₃S
• 分子量: 392.603
• InChiKey: FMEDJRUISAFYKF-ROIXOECXSA-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：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  47.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氯丙胺 、 3β-mercapto-14β-hydroxy-5β-20(R)-cardanolide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到(4R)-4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(3-aminopropylsulfanyl)-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]oxolan-2-one
  参考文献：
  名称：

  Digitalis-like compounds: Synthesis and biological evaluation of 3β-(aminoalkylthio) derivatives

  摘要：

  The synthesis and the binding affinities to the digitalis receptor on the Na+,K+-ATPase of a series of 3 beta-(aminoalkylthio) digitalis derivatives are described. In most cases these derivatives showed a higher binding affinity than that of the corresponding 3 beta-hydroxy and 3 beta-mercapto parent compounds. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00039-5
• 作为产物：
  描述：

  3β-acetylthio-14β-hydroxy-5β-20(R)-cardanolide 在 氨 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以71%的产率得到3β-mercapto-14β-hydroxy-5β-20(R)-cardanolide
  参考文献：
  名称：

  Digitalis-like compounds: Synthesis and biological evaluation of 3β-(aminoalkylthio) derivatives

  摘要：

  The synthesis and the binding affinities to the digitalis receptor on the Na+,K+-ATPase of a series of 3 beta-(aminoalkylthio) digitalis derivatives are described. In most cases these derivatives showed a higher binding affinity than that of the corresponding 3 beta-hydroxy and 3 beta-mercapto parent compounds. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00039-5

文献信息

• Digitalis-like compounds: Synthesis and biological evaluation of 3β-(aminoalkylthio) derivatives
  作者：Mauro Gobbini、Alessandra Benicchio、Gloria Padoani、Marco Torri、Piero Melloni

  DOI：10.1016/s0960-894x(97)00039-5

  日期：1997.2

  The synthesis and the binding affinities to the digitalis receptor on the Na+,K+-ATPase of a series of 3 beta-(aminoalkylthio) digitalis derivatives are described. In most cases these derivatives showed a higher binding affinity than that of the corresponding 3 beta-hydroxy and 3 beta-mercapto parent compounds. (C) 1997, Elsevier Science Ltd.