catechin-(4,8)-malvidin-3-O-glucoside | 725223-71-2

• 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: catechin-(4,8)-malvidin-3-O-glucoside
• 英文别名: (2R,3S)-4-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-8-yl]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• CAS: 725223-71-2
• 化学式: C₃₈H₃₇O₁₈
• 分子量: 781.701
• InChiKey: UWLZMYNJKDRBLI-IYAFGFBISA-O

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  56
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  290
• 氢给体数：
  12
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  锦葵素-3-O-葡萄糖苷 、 原花青素B4 在 甲酸 作用下， 以 乙醚 、 水 为溶剂， 反应 3.0h， 生成 catechin-(4,8)-malvidin-3-O-glucoside
  参考文献：
  名称：

  The fate of flavanol–anthocyanin adducts in wines: Study of their putative reaction patterns in the presence of acetaldehyde

  摘要：

  Methylmethine bridged flavanol-anthocyanin dimeric adducts (F-A) were synthesised by hemisynthesis using catechin, acetaldehyde and F-A adducts as precursors in order to simulate putative reactions undergoing in red wine. The products obtained, catechin-methylmethine-catechin-malvidin-3-O-glucose and methylmethine-(catechin-malvidin-3-O-glucose), were analysed by HPLC-ESI-MS. The fragmentation patterns allowed the confirmation of the structures. These compounds were investigated and found in wine samples (2-year-old table wine and 10-year-old Port wine), thus confirming their formation in vino as a result of flavanol-anthocyanin adducts transformations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2010.01.060

文献信息

• The fate of flavanol–anthocyanin adducts in wines: Study of their putative reaction patterns in the presence of acetaldehyde
  作者：Frederico Nave、Natércia Teixeira、Nuno Mateus、Victor de Freitas

  DOI：10.1016/j.foodchem.2010.01.060

  日期：2010.8

  Methylmethine bridged flavanol-anthocyanin dimeric adducts (F-A) were synthesised by hemisynthesis using catechin, acetaldehyde and F-A adducts as precursors in order to simulate putative reactions undergoing in red wine. The products obtained, catechin-methylmethine-catechin-malvidin-3-O-glucose and methylmethine-(catechin-malvidin-3-O-glucose), were analysed by HPLC-ESI-MS. The fragmentation patterns allowed the confirmation of the structures. These compounds were investigated and found in wine samples (2-year-old table wine and 10-year-old Port wine), thus confirming their formation in vino as a result of flavanol-anthocyanin adducts transformations. (C) 2010 Elsevier Ltd. All rights reserved.