(E)-3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-propenone | 206192-16-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-propenone
• 英文别名: (E)-3-[3-methoxy-2-(methoxymethoxy)phenyl]-1-(2,4,5-trimethoxyphenyl)prop-2-en-1-one
• CAS: 206192-16-7
• 化学式: C₂₁H₂₄O₇
• 分子量: 388.417
• InChiKey: IVOXNDRRIXNWOY-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-propenone 在 盐酸 、 copper(l) iodide 作用下， 以 甲醇 为溶剂， 生成 3-(2-Hydroxy-3-methoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-butan-1-one
  参考文献：
  名称：

  Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage

  摘要：

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.

  DOI：

  10.1021/np970555g
• 作为产物：
  描述：

  邻香草醛 在 sodium hydroxide 、 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 3.0h， 生成 (E)-3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-propenone
  参考文献：
  名称：

  Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage

  摘要：

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.

  DOI：

  10.1021/np970555g

文献信息

• Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage
  作者：Toshiya Masuda、Hiroyuki Matsumura、Yasuo Oyama、Yoshio Takeda、Akiko Jitoe、Atsuko Kida、Kayo Hidaka

  DOI：10.1021/np970555g

  日期：1998.5.1

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.