Dodecanoic acid (R)-1-{2-[(S)-3-({2-[2-carboxy-3-(4-hydroxy-phenyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-2-tetradecanoylamino-propoxy]-ethyl}-octyl ester | 872209-82-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: Dodecanoic acid (R)-1-{2-[(S)-3-({2-[2-carboxy-3-(4-hydroxy-phenyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-2-tetradecanoylamino-propoxy]-ethyl}-octyl ester
• 英文别名: 3-[2-[[(2S)-3-[(3R)-3-dodecanoyloxydecoxy]-2-(tetradecanoylamino)propoxy]-hydroxyphosphoryl]oxyethylamino]-2-[(4-hydroxyphenyl)methyl]-3-oxopropanoic acid
• CAS: 872209-82-0
• 化学式: C₅₁H₉₁N₂O₁₂P
• 分子量: 955.263
• InChiKey: WWCJEETVWHRGBF-NXUYJXEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  66
• 可旋转键数：
  47
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  207
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (3R)-1-((2S)-3-(((allyloxy)(2-(3-(allyloxy)-2-(4-(allyloxy)benzyl)-3-oxopropanamido)ethoxy)phosphoryl)oxy)-2-tetradecanamidopropoxy)decan-3-yl dodecanoate 在 四(三苯基膦)钯 三苯基膦 、 三苯基硅烷 作用下， 以 四氢呋喃 为溶剂， 以40%的产率得到Dodecanoic acid (R)-1-{2-[(S)-3-({2-[2-carboxy-3-(4-hydroxy-phenyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-2-tetradecanoylamino-propoxy]-ethyl}-octyl ester
  参考文献：
  名称：

  Toll-like receptor 2 antagonists. Part 1: Preliminary SAR investigation of novel synthetic phospholipids

  摘要：

  Novel synthetic phospholipid compound I was discovered to be an antagonist of human toll-like receptor 2 (TLR2) signaling. In a preliminary SAR campaign we synthesized several analogues of 1 and found that considerable structural changes could be made without loss of TLR2 antagonistic activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.080

文献信息

• Toll-like receptor 2 antagonists. Part 1: Preliminary SAR investigation of novel synthetic phospholipids
  作者：Mark R. Spyvee、Huiming Zhang、Lynn D. Hawkins、Jesse C. Chow

  DOI：10.1016/j.bmcl.2005.08.080

  日期：2005.12

  Novel synthetic phospholipid compound I was discovered to be an antagonist of human toll-like receptor 2 (TLR2) signaling. In a preliminary SAR campaign we synthesized several analogues of 1 and found that considerable structural changes could be made without loss of TLR2 antagonistic activity. (c) 2005 Elsevier Ltd. All rights reserved.