1-octadecanoyl-2-(9Z-octadecenoyl)-3-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycerol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-octadecanoyl-2-(9Z-octadecenoyl)-3-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycerol
• 英文别名: [(2R)-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-2-[(Z)-octadec-9-enoyl]oxypropyl] octadecanoate
• 化学式: C₅₇H₁₀₂O₆
• 分子量: 883.433
• InChiKey: BRLGHZXETDWABO-NOFIOOQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22
• 重原子数：
  63
• 可旋转键数：
  52
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  油酸酐 在 六甲基磷酰三胺 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 1-octadecanoyl-2-(9Z-octadecenoyl)-3-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycerol
  参考文献：
  名称：

  Stereospecific synthesis of selected triglycerides: comments on acyl migration and analysis of configuration

  摘要：

  Symmetrical and stereospecifically defined triglycerides have been prepared from racemic and (R)- and (S)-glycidol, respectively. The synthetic sequence allows the incorporation of sensitive fatty acids such as linolenic acid. Justification for retention of configuration and absence of acyl migrations during the synthesis is provided by the H-1-NMR spectra of triglycerides that are replaced at the sn-1 and sn-3 positions with enantiomers of alpha-methoxytrifluoromethylphenylacetic acid (bis-MTPA esters). Partial hydrolysis of synthetic symmetrical triglycerides catalyzed by the lipase of Rhizopus oryzae was used to demonstrate the homogeneity of these preparations.

  DOI：

  10.1016/0009-3084(94)90101-5

文献信息

• Stereospecific synthesis of selected triglycerides: comments on acyl migration and analysis of configuration
  作者：Philip E. Sonnet、Robert L. Dudley

  DOI：10.1016/0009-3084(94)90101-5

  日期：1994.8

  Symmetrical and stereospecifically defined triglycerides have been prepared from racemic and (R)- and (S)-glycidol, respectively. The synthetic sequence allows the incorporation of sensitive fatty acids such as linolenic acid. Justification for retention of configuration and absence of acyl migrations during the synthesis is provided by the H-1-NMR spectra of triglycerides that are replaced at the sn-1 and sn-3 positions with enantiomers of alpha-methoxytrifluoromethylphenylacetic acid (bis-MTPA esters). Partial hydrolysis of synthetic symmetrical triglycerides catalyzed by the lipase of Rhizopus oryzae was used to demonstrate the homogeneity of these preparations.