24-[bis[5'-chloro-4'-hydroxy-3'-(mehoxycarbonyl)phenyl]methylene]-3α,7α,12α-triacetoxycholane | 397843-12-8

• 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: 24-[bis[5'-chloro-4'-hydroxy-3'-(mehoxycarbonyl)phenyl]methylene]-3α,7α,12α-triacetoxycholane
• CAS: 397843-12-8
• 化学式: C₄₇H₅₈Cl₂O₁₂
• 分子量: 885.876
• InChiKey: QXNDEWAPNGQXER-OJOGJAOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  61.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  171.96
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  24-[bis[5'-chloro-4'-hydroxy-3'-(mehoxycarbonyl)phenyl]methylene]-3α,7α,12α-triacetoxycholane 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以80%的产率得到24-[bis[5'-chloro-4'-hydroxy-3'-(carboxy)phenyl]methylene]-3α,7α,12α-trihydroxycholane
  参考文献：
  名称：

  Synthesis and anti-HIV activity of a bile acid analog of cosalane

  摘要：

  Cosalane is a novel anti-HIV agent that inhibits the attachment of gp120 to CD4. The therapeutic potential of cosalane is limited by poor oral absorption. In an attempt to target the ileal bile acid transporter and thus facilitate oral bioavailability, a cosalane analog was synthesized in which the disalicylmethane pharmacophore is attached to a bile acid through a linker chain appended to C-17 of the steroid nucleus. The resulting bile acid analog of cosalane, retained antiviral activity vs. HIV-1(IIIB) and HIV-2(ROD) in MT-4 cells, but was less potent than cosalane. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00955-3
• 作为产物：
  描述：

  3,3'-dicarbomethoxy-5,5'-dichloro-4,4'-dihydroxydiphenylmethane 在 吡啶 、 chromium(VI) oxide 、 4-二甲氨基吡啶 、 tetrachlorobis(tetrahydrofuran)titanium(IV) 、 锌 作用下， 以 四氢呋喃 、 乙酸酐 为溶剂， 反应 60.0h， 生成 24-[bis[5'-chloro-4'-hydroxy-3'-(mehoxycarbonyl)phenyl]methylene]-3α,7α,12α-triacetoxycholane
  参考文献：
  名称：

  Synthesis and anti-HIV activity of a bile acid analog of cosalane

  摘要：

  Cosalane is a novel anti-HIV agent that inhibits the attachment of gp120 to CD4. The therapeutic potential of cosalane is limited by poor oral absorption. In an attempt to target the ileal bile acid transporter and thus facilitate oral bioavailability, a cosalane analog was synthesized in which the disalicylmethane pharmacophore is attached to a bile acid through a linker chain appended to C-17 of the steroid nucleus. The resulting bile acid analog of cosalane, retained antiviral activity vs. HIV-1(IIIB) and HIV-2(ROD) in MT-4 cells, but was less potent than cosalane. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00955-3