3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-(β-D-glucopyranosyloxy)phenyl}-5-hydroxy-4H-1-benzopyran-4-one | 40554-95-8

• 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: 3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-(β-D-glucopyranosyloxy)phenyl}-5-hydroxy-4H-1-benzopyran-4-one
• CAS: 40554-95-8
• 化学式: C₄₂H₃₈O₁₂
• 分子量: 734.757
• InChiKey: QAQKJOPWMJBJCA-BVJYCCLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  54.0
• 可旋转键数：
  13.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  177.51
• 氢给体数：
  5.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-(β-D-glucopyranosyloxy)phenyl}-5-hydroxy-4H-1-benzopyran-4-one 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 16.0h， 生成 3,5,7-trihydroxy-2-{4-hydroxy-3-{[2,3,4,6-tetra-O-(3-carboxy-1-oxopropyl)-β-D-glucopyranosy]oxy}phenyl}-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Quercetin (=2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1- benzopyran-4-one) Glycosides and Sulfates: Chemical Synthesis, Complexation, and Antioxidant Properties

  摘要：

  Glycosides, acylated glycosides, and sulfates of quercetin (= 3,3 ' ,4 ' ,5,7-pentahydroxyflavone; 1), which is, together with its derivatives, among the most common polyphenols found in plants and in the human diet, were prepared and quantitatively investigated for their ability to bind metal ions (Al-III, Fe-II, Fe-III), enhance and vary natural colours (anthocyanin copigmentation), and trap potentially damaging radicals (antioxidant activity).

  DOI：

  10.1002/1522-2675(20010516)84:5<1133::aid-hlca1133>3.0.co;2-z
• 作为产物：
  描述：

  3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-[(tetra-O-acetyl-β-D-glucopyranosyl)oxy]phenyl}-5-hydroxy-4H-1-benzopyran-4-one 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以99%的产率得到3,7-bis(benzyloxy)-2-{4-(benzyloxy)-3-(β-D-glucopyranosyloxy)phenyl}-5-hydroxy-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Quercetin (=2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1- benzopyran-4-one) Glycosides and Sulfates: Chemical Synthesis, Complexation, and Antioxidant Properties

  摘要：

  Glycosides, acylated glycosides, and sulfates of quercetin (= 3,3 ' ,4 ' ,5,7-pentahydroxyflavone; 1), which is, together with its derivatives, among the most common polyphenols found in plants and in the human diet, were prepared and quantitatively investigated for their ability to bind metal ions (Al-III, Fe-II, Fe-III), enhance and vary natural colours (anthocyanin copigmentation), and trap potentially damaging radicals (antioxidant activity).

  DOI：

  10.1002/1522-2675(20010516)84:5<1133::aid-hlca1133>3.0.co;2-z