(2E,4E,8E)-(S)-13-Hydroxy-tetradeca-2,4,8-trienoic acid methyl ester | 162110-38-5

• 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: (2E,4E,8E)-(S)-13-Hydroxy-tetradeca-2,4,8-trienoic acid methyl ester
• CAS: 162110-38-5
• 化学式: C₁₅H₂₄O₃
• 分子量: 252.354
• InChiKey: YLEVAAGSCOKWOP-BAXBNREJSA-N

物化性质

• 沸点：
  375.1±37.0 °C(predicted)
• 密度：
  0.976±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  18.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 (2E,4E,8E)-(S)-13-Hydroxy-tetradeca-2,4,8-trienoic acid methyl ester 在 4-二甲氨基吡啶 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (2E,4E,8E)-(S)-13-((S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-tetradeca-2,4,8-trienoic acid methyl ester
  参考文献：
  名称：

  A new hydroxytetradecatrienoic acid and its glyceryl esters from Valsa ambiens

  摘要：

  A new hydroxytetradecatrienoic acid and its two glyceryl esters were isolated from a culture filtrate of Valsa ambiens. 1-Hydroxytetradecatrienoyl-sn-glycerol and 3-hydroxytetradecatrienoyl-sn-glycerol, only differing in the configuration of carbon 2', were separated as their corresponding MTPA esters. The absolute stereochemistry of the asymmetric centre of the acid and the two asymmetric centres of the esters were determined by using advanced Mosher methodology. The glyceryl esters exhibited an inhibitory effect on the growth of lettuce roots and hypocotyls.

  DOI：

  10.1016/0031-9422(94)00654-c
• 作为产物：
  描述：

  重氮甲烷 、 (S)-(+)-13-hydroxy-(2E,4E,8E)-tetradecatrienoic acid 以 乙醚 为溶剂， 反应 2.0h， 以3.5 mg的产率得到(2E,4E,8E)-(S)-13-Hydroxy-tetradeca-2,4,8-trienoic acid methyl ester
  参考文献：
  名称：

  A new hydroxytetradecatrienoic acid and its glyceryl esters from Valsa ambiens

  摘要：

  A new hydroxytetradecatrienoic acid and its two glyceryl esters were isolated from a culture filtrate of Valsa ambiens. 1-Hydroxytetradecatrienoyl-sn-glycerol and 3-hydroxytetradecatrienoyl-sn-glycerol, only differing in the configuration of carbon 2', were separated as their corresponding MTPA esters. The absolute stereochemistry of the asymmetric centre of the acid and the two asymmetric centres of the esters were determined by using advanced Mosher methodology. The glyceryl esters exhibited an inhibitory effect on the growth of lettuce roots and hypocotyls.

  DOI：

  10.1016/0031-9422(94)00654-c