7,3'-dihydroxy-8-methoxyflavone | 1245554-09-9

• 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: 7,3'-dihydroxy-8-methoxyflavone
• 英文别名: 7-Hydroxy-2-(3-hydroxyphenyl)-8-methoxychromen-4-one；7-hydroxy-2-(3-hydroxyphenyl)-8-methoxychromen-4-one
• CAS: 1245554-09-9
• 化学式: C₁₆H₁₂O₅
• 分子量: 284.268
• InChiKey: XWNGZFCAANGSRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7,8-二甲氧基黄酮 在 Mucor ramannianus ATCC 9628 作用下， 以 medium-α 为溶剂， 以2.5%的产率得到7,8-dimethoxy-4'-hydroxyflavone
  参考文献：
  名称：

  Microbial metabolism. Part 10: Metabolites of 7,8-dimethoxyflavone and 5-methoxyflavone

  摘要：

  Microbial transformation of 7,8-dimethoxyflavone (1) by Mucor ramannianus produced five metabolites: 7,8-dimethoxy-4'-hydroxyflavone (2), 3',4'-dihydroxy-7,8-dimethoxyflavone (3), 7,3'-dihydroxy-8-methoxyflavone (4), 7,4'-dihydroxy-8-methoxyflavone (5) and 8-methoxy-7,3',4'-trihydroxyflavone (6). It was, however, completely converted to a single metabolite, 7-hydroxy-8-methoxyflavone (7) by Aspergillus flavus. 5-Methoxyflavone (8), when fermented with Beauveria bassiana, gave a single product, 5-methoxyflavanone (9). Conversion of 8 with Aspergillus alliaceus yielded the metabolite 4'-hydroxy-5-methoxyflavone (10). The structures of the compounds 2-7, 9 and 10 were established by spectroscopic methods.

  DOI：

  10.1080/14786410902829797

文献信息

• Microbial metabolism. Part 10: Metabolites of 7,8-dimethoxyflavone and 5-methoxyflavone
  作者：Wimal Herath、Julie Rakel Mikell、Ikhlas Ahmad Khan

  DOI：10.1080/14786410902829797

  日期：2009.9.10

  Microbial transformation of 7,8-dimethoxyflavone (1) by Mucor ramannianus produced five metabolites: 7,8-dimethoxy-4'-hydroxyflavone (2), 3',4'-dihydroxy-7,8-dimethoxyflavone (3), 7,3'-dihydroxy-8-methoxyflavone (4), 7,4'-dihydroxy-8-methoxyflavone (5) and 8-methoxy-7,3',4'-trihydroxyflavone (6). It was, however, completely converted to a single metabolite, 7-hydroxy-8-methoxyflavone (7) by Aspergillus flavus. 5-Methoxyflavone (8), when fermented with Beauveria bassiana, gave a single product, 5-methoxyflavanone (9). Conversion of 8 with Aspergillus alliaceus yielded the metabolite 4'-hydroxy-5-methoxyflavone (10). The structures of the compounds 2-7, 9 and 10 were established by spectroscopic methods.