5,7-dimethoxy-3-(2-methoxyphenyl)-6-methyl-4H-chromen-4-one | 100211-00-5

• 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-dimethoxy-3-(2-methoxyphenyl)-6-methyl-4H-chromen-4-one
• 英文别名: 2',5,7-Trimethoxy-6-methyl-isoflavon；5,7-dimethoxy-3-(2-methoxy-phenyl)-6-methyl-chromen-4-one；5,7-Dimethoxy-3-(2-methoxy-phenyl)-6-methyl-chromen-4-on；5,7-dimethoxy-3-(2-methoxyphenyl)-6-methylchromen-4-one
• CAS: 100211-00-5
• 化学式: C₁₉H₁₈O₅
• 分子量: 326.349
• InChiKey: UNXNQEOBJAOVAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  57.9
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5,7-dimethoxy-3-(2-methoxyphenyl)-6-methyl-4H-chromen-4-one 在 sodium hydroxide 、 potassium carbonate 、 丙酮 作用下， 生成 6-ethoxy-2,4,2'-trimethoxy-3-methyl-deoxybenzoin
  参考文献：
  名称：

  675.异构化异黄酮

  摘要：

  DOI：

  10.1039/jr9530003366
• 作为产物：
  描述：

  4,6-bis-benzyloxy-2-hydroxy-2'-methoxy-3-methyl-deoxybenzoin 在 palladium on activated charcoal 、 sodium 、 potassium carbonate 、 溶剂黄146 、 丙酮 作用下， 生成 5,7-dimethoxy-3-(2-methoxyphenyl)-6-methyl-4H-chromen-4-one
  参考文献：
  名称：

  C-甲基邻苯二甲酮的苯甲酰化和苄基化

  摘要：

  DOI：

  10.1039/jr9550000105

文献信息

• Isolation, Synthesis, and Antisepsis Effects of a <i>C</i>-Methylcoumarinochromone Isolated from <i>Abronia nana</i> Cell Culture
  作者：Wonhwa Lee、Doohyun Lee、Yuri Lee、Taeho Lee、Kyung-Sik Song、Eun-Ju Yang、Jong-Sup Bae

  DOI：10.1021/acs.jnatprod.7b00826

  日期：2018.5.25

  Only a few isoflavones have been isolated from plants of the genus Abronia. The biological properties of compounds isolated from Abronia species have not been well established, and their antisepsis effects have not been reported yet. In the present study, a new C-methylcoumarinochromone, was isolated from Abronia nana suspension cultures. Its structure was deduced as 9,11-dihydroxy-10-methylcoumarinochromone (boeravinone Y, 1) by spectroscopic data analysis and verified by chemical synthesis. The potential inhibitory effects of 1 against high mobility group box 1 (HMGB1)-mediated septic responses were investigated. Results showed that 1 effectively inhibited lipopolysaccharide-induced release of HMGB1 and suppressed HMGB1-mediated septic responses, in terms of reduction of hyperpermeability, leukocyte adhesion and migration, and cell adhesion molecule expression. In addition, 1 increased the phagocytic activity of macrophages and exhibited bacterial clearance effects in the peritoneal fluid and blood of mice with cecal ligation and puncture-induced sepsis. Collectively, these results suggested that 1 might have potential therapeutic activity against various severe vascular inflammatory diseases via inhibition of the HMGB1 signaling pathway.
• 675. The isomerisation of isoflavones
  作者：W. B. Whalley

  DOI：10.1039/jr9530003366

  日期：——
• The benzoylation and benzylation of C-methylphloracetophenones
  作者：W. B. Whalley

  DOI：10.1039/jr9550000105

  日期：——