(E)-5-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylene]-2(3H)-furanone | 927819-55-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-5-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylene]-2(3H)-furanone
• 英文别名: (3E)-5-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]furan-2-one
• CAS: 927819-55-4
• 化学式: C₂₁H₂₀O₈
• 分子量: 400.385
• InChiKey: PVGGUVPZHWXSNR-WLRTZDKTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  芥子酸 在 双氧水 、 Momordica charantia peroxidase 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以16 mg的产率得到3-(4-hydroxy-3,5-dimethoxy)-2-[2,5-bis(4-hydroxy-3,5-dimethoxy)-4-[3-(4-hydroxy-3,5-dimethoxy)-[(Z)-2-carboxyethenyl]-2-yl]furan-3-yl]-(Z)-2-propenoic acid methyl ester
  参考文献：
  名称：

  Biotransformation of Sinapic Acid Catalyzed by Momordica charantia Peroxidase

  摘要：

  Biotransformation of sinapic acid (1) with H2O2/Momordica charantia peroxidase, which exists in the widely used food M. charantia, at pH 5.0, 43 degrees C, in the presence of acetone resulted in six compounds, including four new compounds. Compound 2 was the first isolation of a new unique sinapic acid tetrameric derivate, which is formed by peroxidase catalysis in vitro. Besides 2, three other new sinapic acid dimers, 3-5 have also been isolated. Their structures were established on the basis of spectroscopic data. Compound 5 showed a stronger antioxidative activity than the parent sinapic acid (1). Compounds 4 and 5 significantly inhibited the growth of HL-60 cell at the concentration of 10(-5) mol/L.

  DOI：

  10.1021/jf0628072