cairicoside F

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cairicoside F
• 化学式: C₆₃H₁₁₀O₂₅
• 分子量: 1267.55
• InChiKey: UWZQGQXOOMHLPO-SYTZUGDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  88.0
• 可旋转键数：
  25.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  353.27
• 氢给体数：
  9.0
• 氢受体数：
  25.0

反应信息

• 作为反应物：
  描述：

  cairicoside F 在 硫酸 、 potassium hydroxide 作用下， 反应 2.0h， 生成 (S)-methyl 11-hydroxyhexadecanoate
  参考文献：
  名称：

  Pentasaccharide resin glycosides from Ipomoea cairica and their cytotoxic activities

  摘要：

  Six partially acylated pentasaccharide resin glycosides, cairicosides A-F, were isolated from the aerial parts of Ipomoea cairica. These compounds were characterized as a group of macrolactones of simonic acid A, partially acylated with different organic acids. The lactonization site of 11S-hydroxyhexadecanoic acid (jalapinolic acid) was bound to the second saccharide moiety at C-3 in cairicosides A-E, while at C-2 in cairicoside F. Structures were established by spectroscopic and chemical methods. Compounds cairicosides A-E exhibited moderate cytotoxicity against a small panel of human tumor cell lines with IC50 values in the range of 4.28-14.31 mu M. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2013.07.006

文献信息

• Pentasaccharide resin glycosides from Ipomoea cairica and their cytotoxic activities
  作者：Bangwei Yu、Jianguang Luo、Junsong Wang、Dongming Zhang、Shishan Yu、Lingyi Kong

  DOI：10.1016/j.phytochem.2013.07.006

  日期：2013.11

  Six partially acylated pentasaccharide resin glycosides, cairicosides A-F, were isolated from the aerial parts of Ipomoea cairica. These compounds were characterized as a group of macrolactones of simonic acid A, partially acylated with different organic acids. The lactonization site of 11S-hydroxyhexadecanoic acid (jalapinolic acid) was bound to the second saccharide moiety at C-3 in cairicosides A-E, while at C-2 in cairicoside F. Structures were established by spectroscopic and chemical methods. Compounds cairicosides A-E exhibited moderate cytotoxicity against a small panel of human tumor cell lines with IC50 values in the range of 4.28-14.31 mu M. (C) 2013 Elsevier Ltd. All rights reserved.