(1E,4E)-1-(3-Methoxy-4-methoxymethoxy-phenyl)-5-(4-methoxymethoxy-phenyl)-penta-1,4-dien-3-one | 148625-90-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (1E,4E)-1-(3-Methoxy-4-methoxymethoxy-phenyl)-5-(4-methoxymethoxy-phenyl)-penta-1,4-dien-3-one
• CAS: 148625-90-5
• 化学式: C₂₂H₂₄O₆
• 分子量: 384.429
• InChiKey: XAKIKUUXJORWTC-LUZURFALSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1E,4E)-1-(3-Methoxy-4-methoxymethoxy-phenyl)-5-(4-methoxymethoxy-phenyl)-penta-1,4-dien-3-one 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 3.5h， 以82%的产率得到1-(4-hydroxy-3-methoxyphenyl)-5-(4-hydroxyphenyl)-(1E,4E)-1,4-pentadien-3-one
  参考文献：
  名称：

  Anti-oxidative and anti-inflammatory curcumin-related phenolics from rhizomes of Curcuma domestica

  摘要：

  Two new natural phenolics were isolated from the rhizomes of Curcuma domestica along with four known curcuminoids. The structures of the former were determined to be 1,5-bis(4-hydroxy-3-methoxyphenyl)-penta-(1E,4E)-1,4-dien-3-one and 1-(4-hydroxy-3-methoxyphenyl)-5-(-4-hydroxyphenyl)-penta-(1E,4E)-1,4-dien-3-one, respectively, by spectral data and syntheses. Anti-oxidant activity of the phenolics was determined by the inhibition of autoxidation of linoleic acid in a water-alcohol system. Anti-inflammatory activity of the isolated compounds was determined on mouse cars by using a tumour promoter, TPA (12-O-tetradecanoylphorbol-13-acetate) as an inducer.

  DOI：

  10.1016/0031-9422(93)85179-u
• 作为产物：
  描述：

  3-甲氧基-4-(甲氧基甲氧基)苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 (1E,4E)-1-(3-Methoxy-4-methoxymethoxy-phenyl)-5-(4-methoxymethoxy-phenyl)-penta-1,4-dien-3-one
  参考文献：
  名称：

  Anti-oxidative and anti-inflammatory curcumin-related phenolics from rhizomes of Curcuma domestica

  摘要：

  Two new natural phenolics were isolated from the rhizomes of Curcuma domestica along with four known curcuminoids. The structures of the former were determined to be 1,5-bis(4-hydroxy-3-methoxyphenyl)-penta-(1E,4E)-1,4-dien-3-one and 1-(4-hydroxy-3-methoxyphenyl)-5-(-4-hydroxyphenyl)-penta-(1E,4E)-1,4-dien-3-one, respectively, by spectral data and syntheses. Anti-oxidant activity of the phenolics was determined by the inhibition of autoxidation of linoleic acid in a water-alcohol system. Anti-inflammatory activity of the isolated compounds was determined on mouse cars by using a tumour promoter, TPA (12-O-tetradecanoylphorbol-13-acetate) as an inducer.

  DOI：

  10.1016/0031-9422(93)85179-u