4-(4'-hydroxyphenyl)-2-butyl docosanoate

• 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: 4-(4'-hydroxyphenyl)-2-butyl docosanoate
• 化学式: C₃₂H₅₆O₃
• 分子量: 488.795
• InChiKey: XSDVEMSBQLIMKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.08
• 重原子数：
  35.0
• 可旋转键数：
  24.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  覆盆子酮 在 sodium hydrogen sulfate 、 lithium aluminium tetrahydride 、 silica gel 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 49.0h， 生成 4-(4'-hydroxyphenyl)-2-butyl docosanoate
  参考文献：
  名称：

  Very long-chain phenylpropyl and phenylbutyl esters from Taxus baccata needle cuticular waxes

  摘要：

  The cuticular wax of Taxus baccata L. needles was found to contain four different classes of long-chain esters that were identified by various chemical transformations with product assignment employing GC-MS. Homologous series of (1) 3-(4'-hydroxyphenyl)propyl esters Of C-20-C-36 fatty acids, (2) 4-(4-hydroxyphenyl)-2-butyl esters Of C-18-C-28 fatty acids, (3) 3-(3',4'-dihydroxyphenyl)propyl esters Of C-20-C-32 fatty acids, and (4) 4-(3',4-dihydroxyphenyl)-2-butyI esters Of C-18-C-28 fatty acids were identified. The four compound classes amounted to 0.1-3.6 mug/cm(2) of needle surface area, corresponding to 0.2-7.6% of the wax mixture, respectively. While both phenylpropyl ester series had a maximum for the homolog containing tetracosanoic acid, in the phenylbutyl esters homologs containing eicosanoic and docosanoic acids predominated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(02)00286-8

文献信息

• Very long-chain phenylpropyl and phenylbutyl esters from Taxus baccata needle cuticular waxes
  作者：Reinhard Jetter、Adelheid Klinger、Stefanie Schäffer

  DOI：10.1016/s0031-9422(02)00286-8

  日期：2002.11

  The cuticular wax of Taxus baccata L. needles was found to contain four different classes of long-chain esters that were identified by various chemical transformations with product assignment employing GC-MS. Homologous series of (1) 3-(4'-hydroxyphenyl)propyl esters Of C-20-C-36 fatty acids, (2) 4-(4-hydroxyphenyl)-2-butyl esters Of C-18-C-28 fatty acids, (3) 3-(3',4'-dihydroxyphenyl)propyl esters Of C-20-C-32 fatty acids, and (4) 4-(3',4-dihydroxyphenyl)-2-butyI esters Of C-18-C-28 fatty acids were identified. The four compound classes amounted to 0.1-3.6 mug/cm(2) of needle surface area, corresponding to 0.2-7.6% of the wax mixture, respectively. While both phenylpropyl ester series had a maximum for the homolog containing tetracosanoic acid, in the phenylbutyl esters homologs containing eicosanoic and docosanoic acids predominated. (C) 2002 Elsevier Science Ltd. All rights reserved.