C20-trifluoro-5-oxo-ETE | 1292808-53-7

• 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: C20-trifluoro-5-oxo-ETE
• 英文别名: 20,20,20-trifluoro-5-oxo-icosa-6,8,11,14-tetraenoic acid；C20-trifluoro-6(E),8(Z),11(Z),14(Z)-5-oxo-ETE；(6E,8Z,11Z,14Z)-20,20,20-trifluoro-5-oxoicosa-6,8,11,14-tetraenoic acid
• CAS: 1292808-53-7
• 化学式: C₂₀H₂₇F₃O₃
• 分子量: 372.428
• InChiKey: SBQJZSWQMQYGNB-MEMKJMHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  triphenyl(6,6,6-trifluorohexyl)phosphonium bromide 在 正丁基锂 、 lithium hydroxide monohydrate 、 四丁基氟化铵 、 戴斯-马丁氧化剂 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 、 异丙醇 为溶剂， 反应 13.5h， 生成 C20-trifluoro-5-oxo-ETE
  参考文献：
  名称：

  C20-trifluoro-5-oxo-ETE: A metabolically stable 5-oxo-ETE derivative

  摘要：

  The total synthesis of C-20-trifluoro-6(E),8(Z),11(Z),14(Z) 5-oxo-ETE is reported. This compound was designed as an x-oxidation-resistant analog of 5-oxo-ETE that would be resistant to metabolism. The trifluoro derivative of 5-oxo-ETE stimulated calcium mobilization in neutrophils and desensitized these cells to subsequent exposure to 5-oxo-ETE. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.021

文献信息

• C20-trifluoro-5-oxo-ETE: A metabolically stable 5-oxo-ETE derivative
  作者：Pranav Patel、Vivek Gore、William S. Powell、Joshua Rokach

  DOI：10.1016/j.bmcl.2011.02.021

  日期：2011.4

  The total synthesis of C-20-trifluoro-6(E),8(Z),11(Z),14(Z) 5-oxo-ETE is reported. This compound was designed as an x-oxidation-resistant analog of 5-oxo-ETE that would be resistant to metabolism. The trifluoro derivative of 5-oxo-ETE stimulated calcium mobilization in neutrophils and desensitized these cells to subsequent exposure to 5-oxo-ETE. (C) 2011 Elsevier Ltd. All rights reserved.