trans-Resveratrol 3-O-(6-O-β-L-arabinopyranosyl)-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-Resveratrol 3-O-(6-O-β-L-arabinopyranosyl)-β-D-glucopyranoside
• 英文别名: (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• 化学式: C₂₅H₃₀O₁₂
• 分子量: 522.506
• InChiKey: LMKSVQINZMFLEW-RVSXLXPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  199
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  白藜芦醇 在 catharanthus roseus 作用下， 以 甲醇 为溶剂， 反应 120.0h， 以37%的产率得到虎杖甙
  参考文献：
  名称：

  Glycosylation oftrans-Resveratrol by Plant-Cultured Cells

  摘要：

  Plant-cultured cells of Catharanthus roseus converted trans-resveratrol into its 3-O-beta-D-glucopyranoside, 4'-O-beta-D-glucopyranoside, 3-O-(6-O-beta-D-xylopyranosyl)-beta-D-glucopyranoside, and 3-O-(6-O-alpha-L-arabinopyranosyl)-beta-D-glucopyranoside. The 3-O-(6-O-beta-D-xylopyranosyl)-beta-D-glucopyranoside and 3-O-(6-O-alpha-L-arabinopyranosyl)-beta-D-glucopyranoside compounds of trans-resveratrol are both new. Incubation of plant-cultured cells of Ipomoea batatas and Strophanthus gratus with trans-resveratrol gave trans-resveratrol 3-O-beta-D-glucopyranoside and trans-resveratrol 4'-O-beta-D-glucopyranoside.

  DOI：

  10.1271/bbb.120126

文献信息

• Glycosylation of<i>trans</i>-Resveratrol by Plant-Cultured Cells
  作者：Hiroya IMAI、Megumi KITAGAWA、Kohji ISHIHARA、Noriyoshi MASUOKA、Kei SHIMODA、Nobuyoshi NAKAJIMA、Hiroki HAMADA

  DOI：10.1271/bbb.120126

  日期：2012.8.23

  Plant-cultured cells of Catharanthus roseus converted trans-resveratrol into its 3-O-beta-D-glucopyranoside, 4'-O-beta-D-glucopyranoside, 3-O-(6-O-beta-D-xylopyranosyl)-beta-D-glucopyranoside, and 3-O-(6-O-alpha-L-arabinopyranosyl)-beta-D-glucopyranoside. The 3-O-(6-O-beta-D-xylopyranosyl)-beta-D-glucopyranoside and 3-O-(6-O-alpha-L-arabinopyranosyl)-beta-D-glucopyranoside compounds of trans-resveratrol are both new. Incubation of plant-cultured cells of Ipomoea batatas and Strophanthus gratus with trans-resveratrol gave trans-resveratrol 3-O-beta-D-glucopyranoside and trans-resveratrol 4'-O-beta-D-glucopyranoside.