methyl (2Z,5Z,8Z,11Z)-heptadeca-2,5,8,11-tetraenoate | 1079399-58-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (2Z,5Z,8Z,11Z)-heptadeca-2,5,8,11-tetraenoate
• CAS: 1079399-58-8
• 化学式: C₁₈H₂₈O₂
• 分子量: 276.419
• InChiKey: IZEZOFKVHPEAPJ-ZKWNWVNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  20.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  methyl (2Z,5Z,8Z,11Z)-heptadeca-2,5,8,11-tetraenoate 在 二异丁基氢化铝 作用下， 以 正己烷 、 环己烷 为溶剂， 反应 2.0h， 以86%的产率得到(2Z,5Z,8Z,11Z)-heptadeca-2,5,8,11-tetraen-1-ol
  参考文献：
  名称：

  Identification of very-long-chain polyunsaturated fatty acids from Amphidinium carterae by atmospheric pressure chemical ionization liquid chromatography–mass spectroscopy

  摘要：

  A method is described for the enrichment of very-long-chain polyunsaturated fatty acids (VLCPUFAs) from total fatty acids of Amphidinium carterae and their identification as picolinyl esters by means of microbore liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization (LC-MS/APCI). The combination of argentation TLC and LC-MS/APCI was used to identify unusual VLCPUFAs up to hexatriacontaoctaenoic acid. Two acids, 36:7n-6 and 36:8n-3, were also synthesized to unambiguously confirm their structure. The possibilities of VLCPUFAs biosynthesis are proposed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.06.011
• 作为产物：
  描述：

  O,O'-双(2,2,2-三氟乙基)磷乙酸甲酯 、 (3Z,6Z,9Z)-pentadeca-3,6,9-trienal 在 18-冠醚-6 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.17h， 以75%的产率得到methyl (2Z,5Z,8Z,11Z)-heptadeca-2,5,8,11-tetraenoate
  参考文献：
  名称：

  Identification of very-long-chain polyunsaturated fatty acids from Amphidinium carterae by atmospheric pressure chemical ionization liquid chromatography–mass spectroscopy

  摘要：

  A method is described for the enrichment of very-long-chain polyunsaturated fatty acids (VLCPUFAs) from total fatty acids of Amphidinium carterae and their identification as picolinyl esters by means of microbore liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization (LC-MS/APCI). The combination of argentation TLC and LC-MS/APCI was used to identify unusual VLCPUFAs up to hexatriacontaoctaenoic acid. Two acids, 36:7n-6 and 36:8n-3, were also synthesized to unambiguously confirm their structure. The possibilities of VLCPUFAs biosynthesis are proposed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.06.011