quercetin 3-O-[2-O''-(E)-p-coumaroyl][β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->6)]-β-D-glucoside | 1365758-45-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: quercetin 3-O-[2-O''-(E)-p-coumaroyl][β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->6)]-β-D-glucoside
• 英文别名: camelliquercetiside B；[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• CAS: 1365758-45-7
• 化学式: C₄₂H₄₆O₂₃
• 分子量: 918.813
• InChiKey: FMFFYFPHHRLGQM-SLBAZVKTSA-N

物化性质

• 沸点：
  1229.1±65.0 °C(Predicted)
• 密度：
  1.77±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  65
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  371
• 氢给体数：
  13
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  quercetin 3-O-[2-O''-(E)-p-coumaroyl][β-D-glucopyranosyl(1->3)-α-L-rhamnopyranosyl(1->6)]-β-D-glucoside 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 L-鼠李糖 、 葡萄糖
  参考文献：
  名称：

  Tea catechins and flavonoids from the leaves of Camellia sinensis inhibit yeast alcohol dehydrogenase

  摘要：

  Four new quercetin acylglycosides, designated camelliquercetisides A-D, quercetin 3-O-[alpha-L-arabinopyranosyl(1 -> 3)][2-O ''-(E)-p-coumaroyl][beta-D-glucopyranosyl(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 6)]-beta-D-glucoside (17), quercetin 3-O-[2-O ''-(E)-p-coumaroyl][beta-D-glucopyranosyl(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 6)]-beta-D-glucoside (18), quercetin 3-O-[alpha-L-arabinopyranosyl(1 -> 3)][2-O ''-(E)-p-coumaroyl][alpha-L-rhamnopyranosyl(1 -> 6)]-beta-D-glucoside (19), and quercetin 3-O-[2-O ''-(E)-p-coumaroyl][alpha-L-rhamnopyranosyl(1 -> 6)]-beta-D-glucoside (20), together with caffeine and known catechins, and flavonoids (1-16) were isolated from the leaves of Camellia sinensis. Their structures were determined by spectroscopic (1D and 2D NMR, IR, and HR-TOF-MS) and chemical methods. The catechins and flavonoidal glycosides exhibited yeast alcohol dehydrogenase (ADH) inhibitory activities in the range of IC50 8.0-70.3 mu M, and radical scavenging activities in the range of IC50 1.5-43.8 mu M, measured by using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.002