3'-O-methylellagic acid 4-O-β-D-xylopyranoside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 3'-O-methylellagic acid 4-O-β-D-xylopyranoside
• 英文别名: 3-O-methylellagic acid 4'-O-β-D-arabinopyranoside；Ducheside A；6,14-dihydroxy-7-methoxy-13-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
• 化学式: C₂₀H₁₆O₁₂
• 分子量: 448.34
• InChiKey: VAXNJGHUQUHOGC-ZDLAQBPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  181
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 3'-O-methylellagic acid 4-O-β-D-xylopyranoside 以 吡啶 为溶剂， 生成 Acetic acid 7-acetoxy-8-methoxy-5,10-dioxo-2-((2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-pyran-2-yloxy)-5,10-dihydro-chromeno[5,4,3-cde]chromen-3-yl ester
  参考文献：
  名称：

  Distribution of ellagic acid derivatives and a diarylheptanoid in wood of Platycarya strobilacea

  摘要：

  4-O-Xylosides of ellagic acid, 3'-O-methylellagic acid and 3,3'-di-O-methylellagic acid have been isolated from the sapwood of Platycarya strobilacea; these compounds were absent in the heartwood. A new diphenylether-type diarylheptanoid, named platycarynol, was also isolated from the heartwood, together with ellagic acid, 3'-O-methylellagic acid and two known terpenoids. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(97)00670-5
• 作为产物：
  描述：

  3'-O-methyl-4-O-(4''-O-galloyl-β-D-xylopyranosyl)ellagic acid 在 tannase 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 生成 3'-O-methylellagic acid 4-O-β-D-xylopyranoside
  参考文献：
  名称：

  ent-Eudesmane sesquiterpenoids, galloyl esters of the oak lactone precursor, and a 3-O-methylellagic acid glycoside from the wood of Platycarya strobilacea

  摘要：

  ent-Eudesmane sesquiterpenoids, 8,11-dihydroxy-2,4-cycloeudesmane, 11-hydroxy-2,4-cycloeudesman-8-one and 2,4-cyclo-7(11)-eudesmen-8-one, were isolated from the wood of Platyallya strobilacea, which has been used as an aromatic tree since at least the 18th century. On charring the wood, 2,4-cyclo-7(11)-eudesmen-8-one was detected in the smoke. In the charred wood, the concentrations of ellagitannins, such as galloyl pedunculagin, dramatically decreased, whereas concentrations of pentagalloyl glucose, and other gallotannins were relatively stable. In addition, two other compounds, the 6'-O-m- and p-digalloyl oak lactone precursor and the 3-O-methylellagic acid 4'-O-(4 ''-O-galloyl)-xylopyranoside, were isolated from the charred wood along with m- and p-digallic acid. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.02.020