5,6-trans-epoxy-8Z,11Z,14Z-eicosatrienoic acid

• 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: 5,6-trans-epoxy-8Z,11Z,14Z-eicosatrienoic acid
• 英文别名: 4-[(2S,3S)-3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trienyl]oxiran-2-yl]butanoic acid
• 化学式: C₂₀H₃₂O₃
• 分子量: 320.472
• InChiKey: VBQNSZQZRAGRIX-ZCASZMAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  23.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  49.83
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5,6-(trans)-arachidonic acid 在 碘 、 potassium hydrogencarbonate 、 potassium iodide 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 51.0h， 以27.8%的产率得到5,6-trans-epoxy-8Z,11Z,14Z-eicosatrienoic acid
  参考文献：
  名称：

  Stereospecific synthesis and mass spectrometry of 5,6-trans-epoxy-8Z,11Z,14Z-eicosatrienoic acid

  摘要：

  A novel, facile synthesis of 5,6-trans-epoxyeicosatrienoic acid (5,6-trans-EET) from 5,6-trans-arachidonic acid by iodolactonization and alkaline de-iodation is described along with characterization by mass spectrometry (LC-MS, negative ions) and NMR and comparison with 5,6-cis-EET. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.030

文献信息

• Stereospecific synthesis and mass spectrometry of 5,6-trans-epoxy-8Z,11Z,14Z-eicosatrienoic acid
  作者：Uzzal Roy、Russell L. Stark、Robert Joshua、Michael Balazy

  DOI：10.1016/j.bmcl.2005.04.030

  日期：2005.6

  A novel, facile synthesis of 5,6-trans-epoxyeicosatrienoic acid (5,6-trans-EET) from 5,6-trans-arachidonic acid by iodolactonization and alkaline de-iodation is described along with characterization by mass spectrometry (LC-MS, negative ions) and NMR and comparison with 5,6-cis-EET. (c) 2005 Elsevier Ltd. All rights reserved.