tectorigenin-7-O-β-D-glucuronide | 680571-74-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: tectorigenin-7-O-β-D-glucuronide
• 英文别名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
• CAS: 680571-74-8
• 化学式: C₂₂H₂₀O₁₂
• 分子量: 476.394
• InChiKey: PRZYPEMVWLTDRE-QSUZLTIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  192
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tectorigenin-7-O-β-D-glucuronide 在 β-glucuronidase 作用下， 反应 2.0h， 生成 鸢尾黄素
  参考文献：
  名称：

  Isolation and identification of urinary metabolites of tectoridin in rats

  摘要：

  Tectoridin is an active isoflavone from the rhizome of Belamcanda chinensis and flower of Pueraria thomsonii Benth, possessing an anti-inflammation action and the protective effect against ethanol-induced intoxication and hepatic injury. The metabolism of tectoridin was investigated in rats. Nine metabolites were isolated by using repeated chromatographic methods and identified by spectroscopic methods including UV, IR, mass spectrometry, and NMR experiments. A new compound was determined as tectorigenin-7-O-beta-D-glucuronide (M-1), together with eight known compounds identified as irisolidone-7-O-beta-D-glucuronide (M-2), tectorigenin-7-O-sulfate (M-3), tectorigenin-4'-O-sulfate (M-4), tectorigenin (M-5), irisolidone (M-6), isotectorigenin (M-7), genistein (M-8), and daidzein (M-9), respectively. The metabolic pathway of tectoridin was proposed, which is important to understand its metabolic fate and disposition in humans.

  DOI：

  10.1080/10286020.2011.578069

文献信息

• Isolation and identification of urinary metabolites of tectoridin in rats
  作者：Xue Bai、Jia-Lin Qu、Jia Liu、Jia-Hong Sun、Dan Yuan

  DOI：10.1080/10286020.2011.578069

  日期：2011.7

  Tectoridin is an active isoflavone from the rhizome of Belamcanda chinensis and flower of Pueraria thomsonii Benth, possessing an anti-inflammation action and the protective effect against ethanol-induced intoxication and hepatic injury. The metabolism of tectoridin was investigated in rats. Nine metabolites were isolated by using repeated chromatographic methods and identified by spectroscopic methods including UV, IR, mass spectrometry, and NMR experiments. A new compound was determined as tectorigenin-7-O-beta-D-glucuronide (M-1), together with eight known compounds identified as irisolidone-7-O-beta-D-glucuronide (M-2), tectorigenin-7-O-sulfate (M-3), tectorigenin-4'-O-sulfate (M-4), tectorigenin (M-5), irisolidone (M-6), isotectorigenin (M-7), genistein (M-8), and daidzein (M-9), respectively. The metabolic pathway of tectoridin was proposed, which is important to understand its metabolic fate and disposition in humans.