proanthocyanidin B4 | 51196-38-4

• 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: proanthocyanidin B4
• 英文别名: (2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
• CAS: 51196-38-4
• 化学式: C₃₀H₂₆O₁₂
• 分子量: 578.529
• InChiKey: XFZJEEAOWLFHDH-PWWSGAPCSA-N

物化性质

• 沸点：
  955.3±65.0 °C(Predicted)
• 密度：
  1.705±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  42
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  221
• 氢给体数：
  10
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 proanthocyanidin B4 以 甲醇 、 乙醚 为溶剂， 反应 48.0h， 生成 (2R,3S,4R,2'R,3'R)-2,2'-Bis-(3,4-dimethoxy-phenyl)-5,7,5',7'-tetramethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol
  参考文献：
  名称：

  Delcour, Jan A.; Serneels, Edward J.; Ferreira, Daneel, Journal of the Chemical Society. Perkin transactions I, 1985, p. 669 - 676

  摘要：

  DOI：
• 作为产物：
  描述：

  5,7,3',4'-tetra-O-benzylepicatechin 在 palladium on activated charcoal 氢气 、 四氯化钛 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 proanthocyanidin B4
  参考文献：
  名称：

  Deuterium labeled procyanidin syntheses

  摘要：

  Deuterium-labeled procyanidins have been prepared by hemisynthesis from taxifolin in order to investigate their metabolism in human. The structures of the desired deuterated natural compounds B3 10D (R-1=D, R-2=H) and B4 13D (R-1=D, R-2=H) were proven by spectroscopic and physical properties means, including H-2 NMR spectrum. By-products with unatural absolute configuration at some centers were also formed along the process and were characterised. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01269-0

文献信息

• Deuterium labeled procyanidin syntheses
  作者：Marie-Clotilde Pierre、Catherine Chèze、Joseph Vercauteren

  DOI：10.1016/s0040-4039(97)01269-0

  日期：1997.8

  Deuterium-labeled procyanidins have been prepared by hemisynthesis from taxifolin in order to investigate their metabolism in human. The structures of the desired deuterated natural compounds B3 10D (R-1=D, R-2=H) and B4 13D (R-1=D, R-2=H) were proven by spectroscopic and physical properties means, including H-2 NMR spectrum. By-products with unatural absolute configuration at some centers were also formed along the process and were characterised. (C) 1997 Elsevier Science Ltd.
• Delcour, Jan A.; Serneels, Edward J.; Ferreira, Daneel, Journal of the Chemical Society. Perkin transactions I, 1985, p. 669 - 676
  作者：Delcour, Jan A.、Serneels, Edward J.、Ferreira, Daneel、Roux, David G.

  DOI：——

  日期：——