bergenin-8-O-α-L-rhamnoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: bergenin-8-O-α-L-rhamnoside
• 英文别名: (2R,3S,4S,4aR,10bS)-3,4,10-trihydroxy-2-(hydroxymethyl)-9-methoxy-8-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
• 化学式: C₂₀H₂₆O₁₄
• 分子量: 490.418
• InChiKey: WUDFAAGJSSTEHO-PTZMADNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  214
• 氢给体数：
  7
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  bergenin-8-O-α-L-rhamnoside 在 盐酸 、 水 作用下， 反应 3.0h， 生成 L-鼠李糖 、 岩白菜素
  参考文献：
  名称：

  New Gallic Acid Glycosides from Mallotus plicatus

  摘要：

  From the stem bark of Mallotus plicatus (Mull.Arg.) Airy Shaw, two new gallic acid glycosides, namely bergenin-8-O-alpha-L-rhamnoside (1) and seco-bergenin-8-O-alpha-L-rhamnoside (2) were isolated along with seven known compounds (3-9). The structures of the new isolates (1 and 2) were elucidated through analysis of their 1D- and 2D-NMR, and MS spectral properties, as well as chemical evidence. seco-Bergenin-8-O-alpha-L-rhamnoside (2) and protocatechuic acid (7) showed weak inhibitory activity against Herpes simplex virus, whereas the other compounds were devoid of such activity.

  DOI：

  10.3987/com-14-12969