quercetin 3-O-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside | 1247924-97-5

• 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-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside
• 英文别名: 3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• CAS: 1247924-97-5
• 化学式: C₄₅H₆₀O₂₈
• 分子量: 1048.95
• InChiKey: UNJAYFTWKRDYAR-MORONOBJSA-N

物化性质

• 沸点：
  1304.4±65.0 °C(Predicted)
• 密度：
  1.77±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.8
• 重原子数：
  73
• 可旋转键数：
  12
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  442
• 氢给体数：
  16
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  quercetin 3-O-α-L-rhamnopyranosyl(1->3)-α-L-rhamnopyranosyl(1->2)[α-L-rhamnopyranosyl(1->6)]-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside 在 盐酸 、 水 作用下， 反应 1.5h， 生成 L-鼠李糖 、 葡萄糖
  参考文献：
  名称：

  Highly glycosylated flavonoids from the pods of Bobgunnia madagascariensis

  摘要：

  Methanolic extracts of the pods of Bobgunnia madagascariensis ( Leguminosae) yielded four pentaglycosylated flavonoids, including the 3-O-alpha-L-rhamnopyranosyl(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 2)[alpha-L-rhamnopyranosyl(1 -> 6)] beta-D-glucopyranoside-7-O-alpha-L-rhamnopyranosides of 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one (kaempferol) and 3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl)-4H-benzopyran-4-one (quercetin), which were characterized by a novel O-linked branched tetrasaccharide. Spectroscopic and chemical methods were used to determine the structures of the latter, which co-occurred with the corresponding beta-D-galactopyranosyl isomers, and two saponins. Conformational isomerism of quercetin 3-O-alpha-L-rhamnopyranosyl(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 2)[alpha-L-rhamnopyranosyl(1 -> 6)]beta-D-glucopyranoside-7-O-alpha-L-rhamnopyranoside was detected in solution by NMR, a phenomenon previously associated only with C-glycosylflavonoids. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.013

文献信息

• Highly glycosylated flavonoids from the pods of Bobgunnia madagascariensis
  作者：Philip C. Stevenson、Stephen P. Nyirenda、Nigel C. Veitch

  DOI：10.1016/j.tetlet.2010.07.013

  日期：2010.9

  Methanolic extracts of the pods of Bobgunnia madagascariensis ( Leguminosae) yielded four pentaglycosylated flavonoids, including the 3-O-alpha-L-rhamnopyranosyl(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 2)[alpha-L-rhamnopyranosyl(1 -> 6)] beta-D-glucopyranoside-7-O-alpha-L-rhamnopyranosides of 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one (kaempferol) and 3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl)-4H-benzopyran-4-one (quercetin), which were characterized by a novel O-linked branched tetrasaccharide. Spectroscopic and chemical methods were used to determine the structures of the latter, which co-occurred with the corresponding beta-D-galactopyranosyl isomers, and two saponins. Conformational isomerism of quercetin 3-O-alpha-L-rhamnopyranosyl(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 2)[alpha-L-rhamnopyranosyl(1 -> 6)]beta-D-glucopyranoside-7-O-alpha-L-rhamnopyranoside was detected in solution by NMR, a phenomenon previously associated only with C-glycosylflavonoids. (C) 2010 Elsevier Ltd. All rights reserved.