Methyl 4-hydroxy-3-(3-methyl-2-butenyl)benzenepropanoate | 219851-37-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methyl 4-hydroxy-3-(3-methyl-2-butenyl)benzenepropanoate
• 英文别名: methyl 3-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]propanoate
• CAS: 219851-37-3
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: VFIMEMJFCJMRSC-UHFFFAOYSA-N

物化性质

• 沸点：
  362.4±32.0 °C(Predicted)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-香豆酸 在 palladium on activated charcoal 硫酸 、 氢气 、 sodium hydride 作用下， 以 乙醇 为溶剂， 25.0~65.0 ℃ 、101.33 kPa 条件下， 反应 27.5h， 生成 Methyl 4-hydroxy-3-(3-methyl-2-butenyl)benzenepropanoate
  参考文献：
  名称：

  Structure−Antimutagenic Activity Relationship Study of Plicatin B

  摘要：

  A systematic structure-activity relationship study of plicatin B (1), an antimutagenic constituent of Psoralea juncea, was undertaken with a view toward elucidating its chemical mode of action and possibly optimizing its antimutagenic activity during the process. Compound 1 and its related analogues were examined for their antimutagenic activity against mutations induced by ethyl methanesulfonate, a direct acting mutagen and alkylating agent, in Salmonella typhimurium strain TA100, utilizing the modified Ames test protocol. The dihydro analogue 3 resulting from saturation of the conjugated alkene double bond of 1 was found to exhibit reduced cytotoxicity and enhanced efficacy relative to the parent compound. This result serves preliminarily to exclude a Michael acceptor role of the alpha,beta-unsaturated carbonyl moiety in connection with its antimutagenic activity.

  DOI：

  10.1021/np980304n

文献信息

• Structure−Antimutagenic Activity Relationship Study of Plicatin B
  作者：Sanjay R. Menon、Vishal K. Patel、Lester A. Mitscher、Peter Shih、Segaran P. Pillai、Delbert M. Shankel

  DOI：10.1021/np980304n

  日期：1999.1.1

  A systematic structure-activity relationship study of plicatin B (1), an antimutagenic constituent of Psoralea juncea, was undertaken with a view toward elucidating its chemical mode of action and possibly optimizing its antimutagenic activity during the process. Compound 1 and its related analogues were examined for their antimutagenic activity against mutations induced by ethyl methanesulfonate, a direct acting mutagen and alkylating agent, in Salmonella typhimurium strain TA100, utilizing the modified Ames test protocol. The dihydro analogue 3 resulting from saturation of the conjugated alkene double bond of 1 was found to exhibit reduced cytotoxicity and enhanced efficacy relative to the parent compound. This result serves preliminarily to exclude a Michael acceptor role of the alpha,beta-unsaturated carbonyl moiety in connection with its antimutagenic activity.