fraxetin-7-O-sulfate | 895127-79-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: fraxetin-7-O-sulfate
• 英文别名: (8-Hydroxy-6-methoxy-2-oxochromen-7-yl) hydrogen sulfate
• CAS: 895127-79-4
• 化学式: C₁₀H₈O₈S
• 分子量: 288.235
• InChiKey: DVULNUTWUHSXQX-UHFFFAOYSA-N

物化性质

• 密度：
  1.740±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  fraxetin-7-O-sulfate 在 arylsulfatase 作用下， 生成 秦皮素
  参考文献：
  名称：

  Metabolic Fate of Fraxin Administered Orally to Rats

  摘要：

  Naturally occurring fraxin ( 1) was administered orally to rats to investigate its metabolism. Urinary metabolites were analyzed by three-dimensional HPLC, and fraxetin-7-O-sulfate ( 2), fraxetin-7-O-beta-glucuronide ( 3), fraxetin ( 4), 6,7,8-trihydroxycoumarin ( 5), and fraxidin ( 6) were isolated. Fraxin ( 1) was extensively metabolized to 4, which was partly metabolized to 5 in a rat fecal suspension after incubation for 24 h. Urinary excretion of 4 and 5 in rats administered orally with 1 was substantially reduced when the rats were treated with antibiotics to suppress their intestinal flora. Incubation of 1 with a rat liver S-9 mixture yielded 6. These results suggest that hydrolysis and demethylation of 1 are performed by intestinal microflora, while methylation occurs in the liver.

  DOI：

  10.1021/np0580412

文献信息

• Metabolic Fate of Fraxin Administered Orally to Rats
  作者：Takaaki Yasuda、Mai Fukui、Takahiro Nakazawa、Ayumi Hoshikawa、Keisuke Ohsawa

  DOI：10.1021/np0580412

  日期：2006.5.1

  Naturally occurring fraxin ( 1) was administered orally to rats to investigate its metabolism. Urinary metabolites were analyzed by three-dimensional HPLC, and fraxetin-7-O-sulfate ( 2), fraxetin-7-O-beta-glucuronide ( 3), fraxetin ( 4), 6,7,8-trihydroxycoumarin ( 5), and fraxidin ( 6) were isolated. Fraxin ( 1) was extensively metabolized to 4, which was partly metabolized to 5 in a rat fecal suspension after incubation for 24 h. Urinary excretion of 4 and 5 in rats administered orally with 1 was substantially reduced when the rats were treated with antibiotics to suppress their intestinal flora. Incubation of 1 with a rat liver S-9 mixture yielded 6. These results suggest that hydrolysis and demethylation of 1 are performed by intestinal microflora, while methylation occurs in the liver.

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