5,7,3',4'-tetrahydroxy-8-methylisoflavanone

• 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: 5,7,3',4'-tetrahydroxy-8-methylisoflavanone
• 英文别名: 5,7,3',4'-Tetrahydroxy-8-methylisoflavan；3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methyl-2,3-dihydrochromen-4-one
• 化学式: C₁₆H₁₄O₆
• 分子量: 302.284
• InChiKey: BCFFUXZOSSJEAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  染料木素 、 alkaline earth salt of/the/ methylsulfuric acid 反应 144.0h， 以7 mg的产率得到5,7,3',4'-tetrahydroxy-8-methylisoflavone
  参考文献：
  名称：

  Microbial Hydroxylation and Methylation of Genistein by Streptomycetes

  摘要：

  Streptomyces griseus (ATCC 10137) and Streptomyces catenulae (ATCC 23893) were used to convert genistein-5,7,4'-trihydroxyisoflavone (1)-a major isoflavone found in soybeans, into five metabolites, four of which were previously unknown. These were 5,7,3',4'-tetrahydroxy-8-methylisoflavone (5), 5,7,3',4'-tetrahydroxy-8-methylisoflavanone (4), 5,7,4'-trihydroxy-3'-methoxyisoflavone (5), 5,7,8,3',4'-pentahydroxyisoflavone (7), and the known compound, 5,7-dihydroxy-3',4'-dimethoxyisoflavone (6). Identities of these metabolites were established by HRFABMS and 1D and 2D NMR correlation spectroscopy.

  DOI：

  10.1021/np9901783

文献信息

• Microbial Hydroxylation and Methylation of Genistein by <i>Streptomycetes</i>
  作者：Mohammed Hosny、John P. N. Rosazza

  DOI：10.1021/np9901783

  日期：1999.12.1

  Streptomyces griseus (ATCC 10137) and Streptomyces catenulae (ATCC 23893) were used to convert genistein-5,7,4'-trihydroxyisoflavone (1)-a major isoflavone found in soybeans, into five metabolites, four of which were previously unknown. These were 5,7,3',4'-tetrahydroxy-8-methylisoflavone (5), 5,7,3',4'-tetrahydroxy-8-methylisoflavanone (4), 5,7,4'-trihydroxy-3'-methoxyisoflavone (5), 5,7,8,3',4'-pentahydroxyisoflavone (7), and the known compound, 5,7-dihydroxy-3',4'-dimethoxyisoflavone (6). Identities of these metabolites were established by HRFABMS and 1D and 2D NMR correlation spectroscopy.