(2R,2'R,3S,3'S)-6,6'-(ethane-1,1-diyl)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol) | 205645-51-8

• 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: (2R,2'R,3S,3'S)-6,6'-(ethane-1,1-diyl)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol)
• CAS: 205645-51-8
• 化学式: C₃₂H₃₀O₁₂
• 分子量: 606.583
• InChiKey: DCRMEMNHSCBXJB-NJKYLCJSSA-N

物化性质

• 沸点：
  1019.5±65.0 °C(Predicted)
• 密度：
  1.632±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  44.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  220.76
• 氢给体数：
  10.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2-巯基乙醇 、 (2R,2'R,3S,3'S)-6,6'-(ethane-1,1-diyl)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol) 在 盐酸 作用下， 生成 、 儿茶提取物
  参考文献：
  名称：

  Competition between (+)-Catechin and (−)-Epicatechin in Acetaldehyde-Induced Polymerization of Flavanols

  摘要：

  The reactions of (+)-catechin and (-)-epicatechin in the presence of acetaldehyde were studied in model solution systems. When incubated separately with acetaldehyde and at pH values varying from 2.2 to 4.0, reactions were faster with (-)-epicatechin than with (+)-catechin. In mixtures containing both (+)-catechin and (-)-epicatechin with acetaldehyde, new compounds besides the homogeneous bridged derivatives were detected. These compounds were concluded to be he heteroligomers consisting of (+)-catechin and (-)-epicatechin linked with an ethyl bridge. In this case, the reaction of (-)-epicatechin was faster than that of (+)-catechin. This was also observed in solutions containing the two flavanols and the (+)-catechin-ethanol intermediate. Under these conditions, the homogeneous (+)-catechin bridged dimers and heterogeneous dimers were obtained by action of the intermediate on (+)-catechin and (-)-epicatechin, respectively. In addition, the homogeneous (-)-epicatechin ethyl-bridged dimers were also detected, showing that ethyl linkages underwent depolymerization and recombination reactions.

  DOI：

  10.1021/jf980628h
• 作为产物：
  描述：

  6-8 (ethane-1,1-diyl) di(+)-catechin 在 盐酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 (2R,2'R,3S,3'S)-6,6'-(ethane-1,1-diyl)bis(2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol)
  参考文献：
  名称：

  Competition between (+)-Catechin and (−)-Epicatechin in Acetaldehyde-Induced Polymerization of Flavanols

  摘要：

  The reactions of (+)-catechin and (-)-epicatechin in the presence of acetaldehyde were studied in model solution systems. When incubated separately with acetaldehyde and at pH values varying from 2.2 to 4.0, reactions were faster with (-)-epicatechin than with (+)-catechin. In mixtures containing both (+)-catechin and (-)-epicatechin with acetaldehyde, new compounds besides the homogeneous bridged derivatives were detected. These compounds were concluded to be he heteroligomers consisting of (+)-catechin and (-)-epicatechin linked with an ethyl bridge. In this case, the reaction of (-)-epicatechin was faster than that of (+)-catechin. This was also observed in solutions containing the two flavanols and the (+)-catechin-ethanol intermediate. Under these conditions, the homogeneous (+)-catechin bridged dimers and heterogeneous dimers were obtained by action of the intermediate on (+)-catechin and (-)-epicatechin, respectively. In addition, the homogeneous (-)-epicatechin ethyl-bridged dimers were also detected, showing that ethyl linkages underwent depolymerization and recombination reactions.

  DOI：

  10.1021/jf980628h