1-O-[2,6-O-bis(5-O-vanilloyl-β-D-apiofuranosyl)-β-D-glucopyranosyl]-3,4,5-trimethoxyphenol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 1-O-[2,6-O-bis(5-O-vanilloyl-β-D-apiofuranosyl)-β-D-glucopyranosyl]-3,4,5-trimethoxyphenol
• 英文别名: [(3S,4R,5R)-5-[[(2R,3S,4S,5R,6S)-5-[(2S,3R,4S)-3,4-dihydroxy-4-[(4-hydroxy-3-methoxybenzoyl)oxymethyl]oxolan-2-yl]oxy-3,4-dihydroxy-6-(3,4,5-trimethoxyphenoxy)oxan-2-yl]methoxy]-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate
• 化学式: C₄₁H₅₀O₂₃
• 分子量: 910.834
• InChiKey: LZOYVTXEQZIZSK-PPCWJIFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  64
• 可旋转键数：
  20
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  316
• 氢给体数：
  8
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  1-O-[2,6-O-bis(5-O-vanilloyl-β-D-apiofuranosyl)-β-D-glucopyranosyl]-3,4,5-trimethoxyphenol 在 盐酸 作用下， 反应 2.0h， 生成 D-古洛糖 、 D-apiose
  参考文献：
  名称：

  Acyl glycosides with rare β-d-apiofuranosyl-β-d-glucopyranosyl-β-d-apiofuranosyl from Erycibe hainanesis

  摘要：

  Three new acyl glycosides with rare beta-D-apiofuranosyl-(1 -> 2)-[beta-D-apiofuranosyl-(1 -> 6)]-beta-D-glucopyranosyl moieties, 2-O-[2,6-O-bis(5-O-syringoyl-beta-D-apiofuranosyl)-beta-D-glucopyranosyl]-isopropyl alcohol (1), 1-O-[2,6-O-bis(5-O-syringoyl-beta-D-apiofuranosyl)-beta-D-glucopyranosyl]-isoamyl alcohol (2), and 1-O-[2,6-O-bis(5-O-vanilloyl-beta-D-apiofuranosyl)-beta-D-glucopyranosyl]-3,4,5-trimethoxyphenol (3) were obtained from Erycibe hainanesis. Their structures were determined by UV, IR, HRESIMS, D-1 and D-2 NMR data, and by chemical methods. Compounds 1-3 were evaluated against D-galactosamine induced toxicity in WB-F344 rat hepatic epithelial stem-like cells, and compounds 1 and 3 showed moderate hepatoprotective activities. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2013.07.011