isorhamnetin 3-O-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside

• 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: isorhamnetin 3-O-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside
• 英文别名: elwesoside A
• 化学式: C₃₄H₄₂O₂₁
• 分子量: 786.695
• InChiKey: ITRCSLKUQWKVOW-OWXGGBLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.56
• 重原子数：
  55.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  337.58
• 氢给体数：
  12.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  isorhamnetin 3-O-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside 在 盐酸 作用下， 以 水 为溶剂， 生成 5-氯-2-氟三氟甲苯 、 葡萄糖 、 异鼠李素
  参考文献：
  名称：

  A new flavonol triglycoside derived fromAnoectochilus elwesiion stimulating glucose uptake in insulin-induced human HepG2 cells

  摘要：

  A novel flavonol triglycoside (4), isorhamnetin-3-O-beta-d-glucopyranosyl (1 -> 2)-alpha-l-rhamnopyranosyl (1 -> 6)-beta-d-glucopyranoside, named elwesoside A, together with six known flavonols (1-3, 5-7) was isolated from Anoectochilus elwesii (Clarke ex Hook. f.) King et Pantl. and its structure was elucidated by extensive spectroscopic methods and comparison with the literature data. All compounds were first reported in this plant and two of them (4 and 5) were the first examples of flavonol triglycosides isolated from Anoectochilus genus. The effects of 1-7 were evaluated on insulin-treated human HepG2 cells under high glucose conditions for stimulating glucose uptake activities. The novel compound (4) displayed highly potent dose-dependent effect on the stimulation of glucose uptake in insulin-resistant human HepG2 cells.

  DOI：

  10.1080/14786419.2014.1003135

文献信息

• A new flavonol triglycoside derived from<i>Anoectochilus elwesii</i>on stimulating glucose uptake in insulin-induced human HepG2 cells
  作者：Jinyan Cai、Lin Zhao、En Zhu

  DOI：10.1080/14786419.2014.1003135

  日期：2015.8.3

  A novel flavonol triglycoside (4), isorhamnetin-3-O-beta-d-glucopyranosyl (1 -> 2)-alpha-l-rhamnopyranosyl (1 -> 6)-beta-d-glucopyranoside, named elwesoside A, together with six known flavonols (1-3, 5-7) was isolated from Anoectochilus elwesii (Clarke ex Hook. f.) King et Pantl. and its structure was elucidated by extensive spectroscopic methods and comparison with the literature data. All compounds were first reported in this plant and two of them (4 and 5) were the first examples of flavonol triglycosides isolated from Anoectochilus genus. The effects of 1-7 were evaluated on insulin-treated human HepG2 cells under high glucose conditions for stimulating glucose uptake activities. The novel compound (4) displayed highly potent dose-dependent effect on the stimulation of glucose uptake in insulin-resistant human HepG2 cells.