3β-mercapto-14β,15β-epoxy-5β-card-20(22)-enolide | 188802-45-1

• 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,15β-epoxy-5β-card-20(22)-enolide
• 英文别名: 3-[(1R,2S,4R,6R,7R,10S,11S,14S,16R)-7,11-dimethyl-14-sulfanyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]-2H-furan-5-one
• CAS: 188802-45-1
• 化学式: C₂₃H₃₂O₃S
• 分子量: 388.571
• InChiKey: VWIJQDMTXOQTNS-PXMGSVGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  39.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氯丙胺 、 3β-mercapto-14β,15β-epoxy-5β-card-20(22)-enolide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以74%的产率得到3-[(1R,2S,4R,6R,7R,10S,11S,14S,16R)-14-(3-aminopropylsulfanyl)-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]-2H-furan-5-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：

  4-((3R,5R,8R,9S,10S,13R,14S,15R,17R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[14,15]cyclopenta[a]phenanthren-17-yl)-5H-furan-2-one 在 偶氮二甲酸二异丙酯 、 氨 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 3β-mercapto-14β,15β-epoxy-5β-card-20(22)-enolide
  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.