18-hydroxyoctadec-9-enoic acid | 3329-38-2

• 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: 18-hydroxyoctadec-9-enoic acid
• 英文别名: 18-Hydroxy-9-octadecenoic acid
• CAS: 3329-38-2
• 化学式: C₁₈H₃₄O₃
• 分子量: 298.466
• InChiKey: LQUHZVLTTWMBTO-UHFFFAOYSA-N

物化性质

• LogP：
  5.514 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  18-hydroxyoctadec-9-enoic acid 、 甘油 在 molecular sieve 、 硫酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1-mono(18-hydroxyoctadec-9-enoyl)glycerol
  参考文献：
  名称：

  Glycerol-derived ester oligomers from cork suberin

  摘要：

  The cork suberin polyester was partially depolymerized by a methanolysis reaction catalyzed by calcium hydroxide. The methano-lisate was analysed by ESI-MS/MS in the form of [M + Li](+) adduct-ions. This reaction solubilized a mixture of monomers and oligomers, including a set of glycerol-derived dimeric and trimeric esters. Four types of glycerol esters were identified: monoacyl-glycerols of alpha,omega-diacids, of omega-hydroxyacids and of monoacids; diglycerol diesters of alpha,omega-diacids; diacylglycerols of alpha,omega-diacids; monoacylglycerols of linear dimeric esters of alpha,omega-diacids and omega-hydroxyacids. The alpha,omega-diacids and omega-hydroxyacids found as monomer residues in the glycerol esters are the main ones found as cork suberin monomers. It is concluded that suberin is a glycerol-derived lipid of polymeric dimensions. Due to the protective and insulating role that it plays in plants, suberin should be considered together with the other known glycerolipids that build up biological membranes. (c) 2006 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2006.08.001
• 作为产物：
  描述：

  18-hydroxyoctadec-9-enoic acid, sodium salt 、 9,10-epoxy-18-hydroxyoctadecanoic acid, sodium salt 、 threo-9,10,18-trihydroxyoctadecanoic acid, sodium salt 、 22-hydroxydocosanoic acid, sodium salt 、 sodium betulinate 在 盐酸 作用下， 以 水 为溶剂， 生成 白桦脂酸 、 9,10-epoxy-18-hydroxy-octadecanoic acid 、 18-hydroxyoctadec-9-enoic acid 、 Phloionol-saeure 、 22-羟基二十二烷酸
  参考文献：
  名称：

  WO2007/121482

  摘要：

  公开号：

文献信息

• Isolation of natural products from birch bark
  申请人：——

  公开号：US20030109727A1

  公开（公告）日：2003-06-12

  The invention provides methods for isolating 9,10-epoxy-18-hydroxyoctadecanoic acid; 9,10,18-trihydroxyoctadecanoic acid; polyphenolic polymers, fatty acids; and mixtures thereof from birch bark.

  本发明提供了从白桦树皮中分离9,10-环氧-18-羟基十八烷酸、9,10,18-三羟基十八烷酸、多酚聚合物、脂肪酸及其混合物的方法。
• WO2007/121482
  申请人：——

  公开号：——

  公开（公告）日：——
• Glycerol-derived ester oligomers from cork suberin
  作者：José Graça、Sara Santos

  DOI：10.1016/j.chemphyslip.2006.08.001

  日期：2006.10

  The cork suberin polyester was partially depolymerized by a methanolysis reaction catalyzed by calcium hydroxide. The methano-lisate was analysed by ESI-MS/MS in the form of [M + Li](+) adduct-ions. This reaction solubilized a mixture of monomers and oligomers, including a set of glycerol-derived dimeric and trimeric esters. Four types of glycerol esters were identified: monoacyl-glycerols of alpha,omega-diacids, of omega-hydroxyacids and of monoacids; diglycerol diesters of alpha,omega-diacids; diacylglycerols of alpha,omega-diacids; monoacylglycerols of linear dimeric esters of alpha,omega-diacids and omega-hydroxyacids. The alpha,omega-diacids and omega-hydroxyacids found as monomer residues in the glycerol esters are the main ones found as cork suberin monomers. It is concluded that suberin is a glycerol-derived lipid of polymeric dimensions. Due to the protective and insulating role that it plays in plants, suberin should be considered together with the other known glycerolipids that build up biological membranes. (c) 2006 Elsevier Ireland Ltd. All rights reserved.