12,15-epoxy-13,14-dimethyleicosa-12,14-dienoic acid methyl ester | 71041-49-1

• 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: 12,15-epoxy-13,14-dimethyleicosa-12,14-dienoic acid methyl ester
• 英文别名: 11-(3,4-dimethyl-5-pentylfuran-2-yl)undecanoic acid methyl ester；methyl 12,15-epoxy-13,14-dimethyleicosa-12,14-dienoate；11-(3,4-dimethyl-5-pentyl-2-furyl)-undecanoic acid methyl ester；11-(3,4-Dimethyl-5-pentyl-2-furyl)-dodecanoic acid, methyl ester；methyl 11-(3,4-dimethyl-5-pentylfuran-2-yl)undecanoate
• CAS: 71041-49-1
• 化学式: C₂₃H₄₀O₃
• 分子量: 364.569
• InChiKey: RFRVAUMNCAWBEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  12,15-epoxy-13,14-dimethyleicosa-12,14-dienoic acid methyl ester 在 platinum(IV) oxide 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 生成 11-(3,4-Dimethyl-5-pentyl-tetrahydro-furan-2-yl)-undecanoic acid methyl ester
  参考文献：
  名称：

  Studies on lipids of crayfish, Procambarus clarkii. I. Furanoid fatty acids.

  摘要：

  The fatty acid compositions of crayfish hepatopancreas lipids have been studied. Seven homologous unusual furanoid fatty acids, detected by gas chromatography-mass spectrometry, accounted for 18% of the cholesteryl ester fatty acids. The major component among them was 12, 15-epoxy-13, 14-dimethyleicosa-12, 14-dienoic acid (47%), and the hitherto unknown 8, 11-epoxy-9, 10-dimethylhexadeca-8, 10-dienoic acid was also present. These acids were concentrated in cholesteryl esters, and only trace amounts were found in triglycerides and phospholipids. The distribution of furanoid fatty acids in crayfish did not correspond to that in fish. This is the first report of fatty acids containing a furan ring in crustaceans.

  DOI：

  10.1248/cpb.32.3281

文献信息

• PUCHTA, VOLKER;SPITELLER, GERHARD;WEIDINGER, HANS, LIEBIGS ANN. CHEM.,(1988) N 1, 25-28
  作者：PUCHTA, VOLKER、SPITELLER, GERHARD、WEIDINGER, HANS

  DOI：——

  日期：——
• Studies on lipids of crayfish, Procambarus clarkii. I. Furanoid fatty acids.
  作者：HARUO OKAJIMA、KAZUO ISHII、HIROSHI WATANABE

  DOI：10.1248/cpb.32.3281

  日期：——

  The fatty acid compositions of crayfish hepatopancreas lipids have been studied. Seven homologous unusual furanoid fatty acids, detected by gas chromatography-mass spectrometry, accounted for 18% of the cholesteryl ester fatty acids. The major component among them was 12, 15-epoxy-13, 14-dimethyleicosa-12, 14-dienoic acid (47%), and the hitherto unknown 8, 11-epoxy-9, 10-dimethylhexadeca-8, 10-dienoic acid was also present. These acids were concentrated in cholesteryl esters, and only trace amounts were found in triglycerides and phospholipids. The distribution of furanoid fatty acids in crayfish did not correspond to that in fish. This is the first report of fatty acids containing a furan ring in crustaceans.