2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionic acid 5-[2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionyloxymethyl]-2-phenyl-[1,3]dioxolan-4-ylmethyl ester | 607734-01-0

• 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: 2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionic acid 5-[2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionyloxymethyl]-2-phenyl-[1,3]dioxolan-4-ylmethyl ester
• CAS: 607734-01-0
• 化学式: C₅₅H₇₈O₈
• 分子量: 867.22
• InChiKey: HYQMPRDXMMDCCH-QPQWQTDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.28
• 重原子数：
  63.0
• 可旋转键数：
  9.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionic acid 5-[2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionyloxymethyl]-2-phenyl-[1,3]dioxolan-4-ylmethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以100%的产率得到2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionic acid 4-[2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionyloxy]-2,3-dihydroxy-butyl ester
  参考文献：
  名称：

  C2-symmetrical sterol–polyether conjugates as highly efficient synthetic ionophores

  摘要：

  A new class of artificial ionophores has been rationally designed and synthesized linking to a tetrafunctionalized L-treitol spacer two rigid hydrophobic 3beta-hydroxy-5alpha-23,24-bisnorcholanic units and two flexible hydrophilic oligo(ethylene glycol) chains. Compounds 1a and 1b were incorporated into phospholipid vesicles and shown to facilitate Na+-transport. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01454-0
• 作为产物：
  描述：

  17-(Z)-ethylidene-3β-hydroxy-5α-androstane 在 platinum on activated charcoal 4-二甲氨基吡啶 、 重铬酸吡啶 、 jones reagent 、 三氟化硼乙醚 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 53.1h， 生成 2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionic acid 5-[2-(10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-propionyloxymethyl]-2-phenyl-[1,3]dioxolan-4-ylmethyl ester
  参考文献：
  名称：

  C2-symmetrical sterol–polyether conjugates as highly efficient synthetic ionophores

  摘要：

  A new class of artificial ionophores has been rationally designed and synthesized linking to a tetrafunctionalized L-treitol spacer two rigid hydrophobic 3beta-hydroxy-5alpha-23,24-bisnorcholanic units and two flexible hydrophilic oligo(ethylene glycol) chains. Compounds 1a and 1b were incorporated into phospholipid vesicles and shown to facilitate Na+-transport. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01454-0