Octanoic acid (R)-2-{benzyloxy-[(1S,2S,3S,4S,5R,6R)-3,4-bis-(bis-benzyloxy-phosphoryloxy)-2,5,6-tris-butyryloxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester | 377752-80-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: Octanoic acid (R)-2-{benzyloxy-[(1S,2S,3S,4S,5R,6R)-3,4-bis-(bis-benzyloxy-phosphoryloxy)-2,5,6-tris-butyryloxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester
• 英文别名: [(2R)-2-octanoyloxy-3-[oxido-phenylmethoxy-[(1S,2R,3R,4S,5S,6S)-2,3,6-tri(butanoyloxy)-4,5-bis[[oxido-bis(phenylmethoxy)phosphaniumyl]oxy]cyclohexyl]oxyphosphaniumyl]oxypropyl] octanoate
• CAS: 377752-80-2
• 化学式: C₇₂H₉₇O₂₂P₃
• 分子量: 1407.47
• InChiKey: ONOQENUFHNDQNJ-ITQPRNBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  97
• 可旋转键数：
  53
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  284
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  Octanoic acid (R)-2-{benzyloxy-[(1S,2S,3S,4S,5R,6R)-3,4-bis-(bis-benzyloxy-phosphoryloxy)-2,5,6-tris-butyryloxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 96.0h， 生成 [(2R)-3-[acetyloxymethoxy-[(1S,2S,3S,4S,5R,6R)-3,4-bis[bis(acetyloxymethoxy)phosphoryloxy]-2,5,6-tri(butanoyloxy)cyclohexyl]oxyphosphoryl]oxy-2-octanoyloxypropyl] octanoate
  参考文献：
  名称：

  Membrane-Permeant 3-OH-Phosphorylated Phosphoinositide Derivatives

  摘要：

  A crucial role in the regulation of epithelial chloride secretion is played by the phosphoinositide PtdIns(3,4,5)P3 . Membrane-permeant derivatives of this and other naturally occurring phosphoinositides have been synthesized. These derivatives, which can be bioactivated, were used in investigations on nasal epithelia of patients suffering from cystic fibrosis.

  DOI：

  10.1002/1521-3773(20010817)40:16<3004::aid-anie3004>3.0.co;2-o
• 作为产物：
  描述：

  [(3aR,4S,5S,6R,7R,7aR)-4-butanoyloxy-6,7-dihydroxyspiro[3a,4,5,6,7,7a-hexahydro-1,3-benzodioxole-2,1'-cyclohexane]-5-yl] butanoate 在 四氮唑 、 对甲苯磺酸 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 167.0h， 生成 Octanoic acid (R)-2-{benzyloxy-[(1S,2S,3S,4S,5R,6R)-3,4-bis-(bis-benzyloxy-phosphoryloxy)-2,5,6-tris-butyryloxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester
  参考文献：
  名称：

  Membrane-Permeant 3-OH-Phosphorylated Phosphoinositide Derivatives

  摘要：

  A crucial role in the regulation of epithelial chloride secretion is played by the phosphoinositide PtdIns(3,4,5)P3 . Membrane-permeant derivatives of this and other naturally occurring phosphoinositides have been synthesized. These derivatives, which can be bioactivated, were used in investigations on nasal epithelia of patients suffering from cystic fibrosis.

  DOI：

  10.1002/1521-3773(20010817)40:16<3004::aid-anie3004>3.0.co;2-o