(R)-1-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-2,14-dioxo-16-((palmitoyloxy)methyl)-6,9,12,15-tetraoxa-3-azaheptadecan-17-yl (2-(trimethylammonio)ethyl) phosphate | 1264195-14-3

• 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: (R)-1-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-2,14-dioxo-16-((palmitoyloxy)methyl)-6,9,12,15-tetraoxa-3-azaheptadecan-17-yl (2-(trimethylammonio)ethyl) phosphate
• CAS: 1264195-14-3
• 化学式: C₅₁H₇₉ClN₃O₁₄P
• 分子量: 1024.63
• InChiKey: QGKWYADSPOMUOM-USYZEHPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.15
• 重原子数：
  70.0
• 可旋转键数：
  39.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  199.21
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (R)-1-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-2,14-dioxo-16-((palmitoyloxy)methyl)-6,9,12,15-tetraoxa-3-azaheptadecan-17-yl (2-(trimethylammonio)ethyl) phosphate 在 calcium chloride 、 bee-venom phospholipase A₂ 作用下， 反应 1.17h， 生成
  参考文献：
  名称：

  Synthesis of oligo(ethylene glycol) substituted phosphatidylcholines: Secretory PLA2-targeted precursors of NSAID prodrugs

  摘要：

  A series of new phosphatidylcholine analogues with structurally modified sn-2-substituents have been prepared. The synthetic compounds include oligo(ethylene glycol) derivatives with chain-terminal pharmacophores that upon catalytic hydrolysis by phospholipase A(2) yielded a series of oligo(ethylene glycol)-conjugates of the respective drugs. The approach here outlined may open a new way to employ OEG derivatives of phospholipids for therapeutic applications as secretory PLA(2)-targeted precursors of prodrugs. (C) 2009 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2009.10.001
• 作为产物：
  描述：

  [1-(4-chlorobenzoyl)-5-methoxy-2methyl-1H-indol-3-yl]acetic acid 4-nitrophenyl ester 、 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以0.2231 g的产率得到(R)-1-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-2,14-dioxo-16-((palmitoyloxy)methyl)-6,9,12,15-tetraoxa-3-azaheptadecan-17-yl (2-(trimethylammonio)ethyl) phosphate
  参考文献：
  名称：

  Synthesis of oligo(ethylene glycol) substituted phosphatidylcholines: Secretory PLA2-targeted precursors of NSAID prodrugs

  摘要：

  A series of new phosphatidylcholine analogues with structurally modified sn-2-substituents have been prepared. The synthetic compounds include oligo(ethylene glycol) derivatives with chain-terminal pharmacophores that upon catalytic hydrolysis by phospholipase A(2) yielded a series of oligo(ethylene glycol)-conjugates of the respective drugs. The approach here outlined may open a new way to employ OEG derivatives of phospholipids for therapeutic applications as secretory PLA(2)-targeted precursors of prodrugs. (C) 2009 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2009.10.001