3,6-di-O-caffeoylglucose

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3,6-di-O-caffeoylglucose
• 英文别名: coumaroyl(3-OH)(-3)[coumaroyl(3-OH)(-6)]Glc；[(2R,3R,4S,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3,5,6-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• 化学式: C₂₄H₂₄O₁₂
• 分子量: 504.447
• InChiKey: SSZQABIHGRXQCH-QCMCFWCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  203
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3,6-di-O-caffeoylglucose 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 生成 TRANS-咖啡酸
  参考文献：
  名称：

  Caffeoyl sugar esters and an ellagitannin from Rubus sanctus

  摘要：

  The new natural caffeoyl esters, 3,6-di-O-caffeoyl-(alpha/beta)-glucose and 1-O-caffeoyl-beta-xylose, together with the hitherto unknown natural tannin, 2,3-O-hexahydroxydiphenoyl-4,6-O-sanguisorboyl-(alpha/beta)-glucose, have been isolated from the aqueous alcohol aerial part extract of Rubus sanctus. Establishment of all structures was based on the chemical and spectral evidence, including ESI-MS and 2D NMR. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(03)00331-5

文献信息

• Caffeoyl sugar esters and an ellagitannin from Rubus sanctus
  作者：Sahar A.M Hussein、Nahla A Ayoub、Mahmoud A.M Nawwar

  DOI：10.1016/s0031-9422(03)00331-5

  日期：2003.8

  The new natural caffeoyl esters, 3,6-di-O-caffeoyl-(alpha/beta)-glucose and 1-O-caffeoyl-beta-xylose, together with the hitherto unknown natural tannin, 2,3-O-hexahydroxydiphenoyl-4,6-O-sanguisorboyl-(alpha/beta)-glucose, have been isolated from the aqueous alcohol aerial part extract of Rubus sanctus. Establishment of all structures was based on the chemical and spectral evidence, including ESI-MS and 2D NMR. (C) 2003 Elsevier Ltd. All rights reserved.