5-O-caffeoyl-4-O-vanilloylquinic acid methyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-O-caffeoyl-4-O-vanilloylquinic acid methyl ester
• 英文别名: [(1S,2S,4R,6S)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,6-dihydroxy-4-methoxycarbonylcyclohexyl] 4-hydroxy-3-methoxybenzoate
• 化学式: C₂₅H₂₆O₁₂
• 分子量: 518.474
• InChiKey: LNRHKFLASXKYMT-XZFMWLAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  189
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  5-O-caffeoyl-4-O-vanilloylquinic acid methyl ester 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 chlorogenic acid
  参考文献：
  名称：

  Hepatoprotective Constituents from the Roots and Stems of Erycibe hainanesis

  摘要：

  Eleven new diglycosides, erycibosides A-K (1-11), foul new chlorogenic acid derivatives (14-17), and a new bis-coumarin (18), together with 21 known compounds, have been isolated from an EtOH extract of the roots and stems of Erycibe hainanesis. Their structures were elucidated by means of spectroscopic methods and chemical evidence. Inhibitory activities of some of file compounds D-galactosamine-induced cytotoxicity in WB-F344 rat hepatic epithelial stem-like cells were screened, and compounds 2, 6, 10, 18, and 32 showed potent hepatoprotective activities in concentrations of 1 x 10(-5) to 1 x 10(-4) M.

  DOI：

  10.1021/np900593q

文献信息

• Hepatoprotective Constituents from the Roots and Stems of <i>Erycibe hainanesis</i>
  作者：Shuang Song、Yixiu Li、Ziming Feng、Jianshuang Jiang、Peicheng Zhang

  DOI：10.1021/np900593q

  日期：2010.2.26

  Eleven new diglycosides, erycibosides A-K (1-11), foul new chlorogenic acid derivatives (14-17), and a new bis-coumarin (18), together with 21 known compounds, have been isolated from an EtOH extract of the roots and stems of Erycibe hainanesis. Their structures were elucidated by means of spectroscopic methods and chemical evidence. Inhibitory activities of some of file compounds D-galactosamine-induced cytotoxicity in WB-F344 rat hepatic epithelial stem-like cells were screened, and compounds 2, 6, 10, 18, and 32 showed potent hepatoprotective activities in concentrations of 1 x 10(-5) to 1 x 10(-4) M.