4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid ethyl ester | 848653-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid ethyl ester
• CAS: 848653-53-2
• 化学式: C₁₆H₂₄O₆
• 分子量: 312.363
• InChiKey: ISZWMGFKEGRPJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid ethyl ester 在 氢氧化钾 、 copper(II) sulfate 作用下， 以 甲醇 、 苯 为溶剂， 生成 5-(3,4,5-trimethoxybenzyl)dihydrofuran-2(3H)-one
  参考文献：
  名称：

  Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives

  摘要：

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.070
• 作为产物：
  描述：

  1-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol 在 palladium on activated charcoal 氢气 、 sodium carbonate 、 丙酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-pentanoic acid ethyl ester
  参考文献：
  名称：

  Synthesis and biological activity of the tea catechin metabolites, M4 and M6 and their methoxy-derivatives

  摘要：

  Syntheses are reported for metabolites M4 (1) and M6 (2) of the green tea polyphenols epicatechin (EC) and epigallocatechin (EGC) and their gallate derivatives. Several methoxy-derivatives of 1 and 2 were also prepared. Compounds 1 and 2 were evaluated for growth inhibitory activity against a panel of immortalized and malignant human cell lines with 1 being the more active compound. The possible antiinflammatory activity of 1 and its trimethoxy derivative was also evaluated. Neither compound inhibited the release of arachidonic acid, although 1 inhibited NO production by 50% at 20 muM. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.070