1,6-di-O-octanoyl-β-D-glucopyranose | 1310358-26-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 1,6-di-O-octanoyl-β-D-glucopyranose
• 英文别名: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-octanoyloxyoxan-2-yl]methyl octanoate
• CAS: 1310358-26-9
• 化学式: C₂₂H₄₀O₈
• 分子量: 432.555
• InChiKey: BFYRWTXDFKEXDD-OSKXVONFSA-N

物化性质

• 沸点：
  536.2±50.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,6-di-O-octanoyl-β-D-glucopyranose 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 生成 辛酸
  参考文献：
  名称：

  Identification of novel fatty acid glucosides from the tropical fruit Morinda citrifolia L.

  摘要：

  Two new fatty acid glucosides, 1,6-di-O-octanoyl-beta-D-glucopyranose (1) and 6-O-(beta-D-glucopyranosyl)-1-O-decanoyl-beta-D-glucopyranose (2), were isolated from a methanol extract of the fruit of Morinda citrifolia L. along with five known saccharide fatty acid esters. The structures of these compounds were determined by combination of spectral and chemical analyses. These fatty acid glucosides exhibited inhibitory effect against copper-induced low-density lipoprotein oxidation. Compound 2 had the strongest effect, which was almost comparable to that of butylated hydroxytoluene. (C) 2010 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2010.09.002

文献信息

• Identification of novel fatty acid glucosides from the tropical fruit Morinda citrifolia L.
  作者：Hye-Kyeong Kim、Min-Kyong Kwon、Jin-Nam Kim、Chang-Kwon Kim、Yeon-Ju Lee、Hee Jae Shin、Joongku Lee、Hyi-Seung Lee

  DOI：10.1016/j.phytol.2010.09.002

  日期：2010.12

  Two new fatty acid glucosides, 1,6-di-O-octanoyl-beta-D-glucopyranose (1) and 6-O-(beta-D-glucopyranosyl)-1-O-decanoyl-beta-D-glucopyranose (2), were isolated from a methanol extract of the fruit of Morinda citrifolia L. along with five known saccharide fatty acid esters. The structures of these compounds were determined by combination of spectral and chemical analyses. These fatty acid glucosides exhibited inhibitory effect against copper-induced low-density lipoprotein oxidation. Compound 2 had the strongest effect, which was almost comparable to that of butylated hydroxytoluene. (C) 2010 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.