5α-3-(3-ethoxycarbonylpropyl)cholestane | 187162-17-0

• 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: 5α-3-(3-ethoxycarbonylpropyl)cholestane
• CAS: 187162-17-0
• 化学式: C₃₃H₅₈O₂
• 分子量: 486.822
• InChiKey: DKTHAOZQBHMXKC-GKUWVUFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.46
• 重原子数：
  35.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5α-3-(3-ethoxycarbonylpropyl)cholestane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 以94.8%的产率得到5α-3β-(4'-hydroxybutyl)cholestane
  参考文献：
  名称：

  Exploration of the effects of linker chain modifications on anti-HIV activities in a series of cosalane analogues

  摘要：

  The effects of linker chain modifications were investigated in a series of cosalane analogues. The modifications investigated included: (1) shortening the three-carbon linker chain between the dichlorodisalicylmethane and the cholestane moiety by one carbon atom; (2) lengthening the linker chain by one carbon; (3) hydrogenation of the double bond in the linker chain; (4) changing the point of attachment of the linker chain from C-3 to C-6; (5) insertion of a phosphate between the steroid and the linker chain. With the exception of the phosphate modification, which abolished anti-HIV activity and increased cytotoxicity, the linker chain modifications produced relatively minor changes in anti-HIV activity and increased cytotoxicity, the linker chain modifications produced relatively minor changes in anti-HIV potency. The steroid and attached linker chain of cosalane therefore appear only to provide a general lipophilic appendage for the dichlorodisalicylmethane pharmacophore.

  DOI：

  10.1016/0968-0896(96)00159-9
• 作为产物：
  描述：

  ethyl 4-triphenylphosphonium butyrate 在 platinum(IV) oxide 氢气 、 双(三甲基硅烷基)氨基钾 作用下， 以 氯苯 为溶剂， 140.0 ℃ 、344.73 kPa 条件下， 生成 5α-3-(3-ethoxycarbonylpropyl)cholestane
  参考文献：
  名称：

  Lipophilic bis-arylsulfonates as inhibitors of the CD4-gp120 interaction

  摘要：

  A series of lipophilic bis-arylsulfonates was synthesized and evaluated as potential inhibitors of the CD4-gp120 interaction. Structure-activity studies suggested a direct relationship between the nature and extent of lipophilicity and inhibitory potency. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00552-5