(5Z,8Z,11Z,14Z)-N-(2-(1H-indol-3-yl)-2-oxoethyl)icosa-5,8,11,14-tetraenamide | 1260232-02-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (5Z,8Z,11Z,14Z)-N-(2-(1H-indol-3-yl)-2-oxoethyl)icosa-5,8,11,14-tetraenamide
• 英文别名: (5Z,8Z,11Z,14Z)-N-[2-(1H-indol-3-yl)-2-oxoethyl]icosa-5,8,11,14-tetraenamide
• CAS: 1260232-02-7
• 化学式: C₃₀H₄₀N₂O₂
• 分子量: 460.66
• InChiKey: IDQSKFFUCPHPCO-DOFZRALJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  34
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  62
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  花生四烯酸 、 2-(1H-吲哚-3-基)-2-氧代乙胺盐酸盐 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以20.4%的产率得到(5Z,8Z,11Z,14Z)-N-(2-(1H-indol-3-yl)-2-oxoethyl)icosa-5,8,11,14-tetraenamide
  参考文献：
  名称：

  Termitomycamides A to E, Fatty Acid Amides Isolated from the Mushroom Termitomyces titanicus, Suppress Endoplasmic Reticulum Stress

  摘要：

  Five fatty acid amides, termitomycamides A to E (1 to 5), were isolated from the giant edible mushroom Termitomyces titanicus. The structures of 1-5 were determined by the interpretation of spectral data and/or synthesis. Compounds 2 and 5 showed protective activity against endoplasmic reticulum stress-dependent cell death.

  DOI：

  10.1021/ol102186p
• 作为试剂：
  描述：

  (Z,Z)-9,12-十八烷二烯酸二聚物 、 2-(1H-吲哚-3-基)-2-氧代乙胺盐酸盐 在 (5Z,8Z,11Z,14Z)-N-(2-(1H-indol-3-yl)-2-oxoethyl)icosa-5,8,11,14-tetraenamide 、 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以46.9%的产率得到termitomycamide B
  参考文献：
  名称：

  Termitomycamides A to E, Fatty Acid Amides Isolated from the Mushroom Termitomyces titanicus, Suppress Endoplasmic Reticulum Stress

  摘要：

  Five fatty acid amides, termitomycamides A to E (1 to 5), were isolated from the giant edible mushroom Termitomyces titanicus. The structures of 1-5 were determined by the interpretation of spectral data and/or synthesis. Compounds 2 and 5 showed protective activity against endoplasmic reticulum stress-dependent cell death.

  DOI：

  10.1021/ol102186p

文献信息

• Termitomycamides A to E, Fatty Acid Amides Isolated from the Mushroom <i>Termitomyces titanicus</i>, Suppress Endoplasmic Reticulum Stress
  作者：Jae-Hoon Choi、Kohei Maeda、Kaoru Nagai、Etsuko Harada、Mitsuo Kawade、Hirofumi Hirai、Hirokazu Kawagishi

  DOI：10.1021/ol102186p

  日期：2010.11.5

  Five fatty acid amides, termitomycamides A to E (1 to 5), were isolated from the giant edible mushroom Termitomyces titanicus. The structures of 1-5 were determined by the interpretation of spectral data and/or synthesis. Compounds 2 and 5 showed protective activity against endoplasmic reticulum stress-dependent cell death.