methyl 3-(4-hydroxy-3-isopentylphenyl)propanoate | 104358-49-8

• 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 3-(4-hydroxy-3-isopentylphenyl)propanoate
• 英文别名: methyl 3-[4-hydroxy-3-(3-methylbutyl)phenyl]propanoate
• CAS: 104358-49-8
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: TWHMGXJKCRIFEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  methyl 4-hydroxycinnamate 在 palladium 10% on activated carbon 、 氢气 、 sodium hydride 作用下， 以 乙酸乙酯 、 甲苯 为溶剂， 20.0 ℃ 、2.76 MPa 条件下， 反应 24.0h， 生成 methyl 3-(4-hydroxy-3-isopentylphenyl)propanoate
  参考文献：
  名称：

  In vitro Evaluation of the Antileishmanial and Antischistosomal Activities of p‐Coumaric Acid Prenylated Derivatives

  摘要：

  We have evaluated eight p‐coumaric acid prenylated derivatives in vitro for their antileishmanial activity against Leishmania amazonensis promastigotes and their antischistosomal activity against Schistosoma mansoni adult worms. Compound 7 ((E)‐3,4‐diprenyl‐4‐isoprenyloxycinnamic alcohol) was the most active against L. amazonensis (IC50=45.92 μM) and S. mansoni (IC50=64.25 μM). Data indicated that the number of prenyl groups, the presence of hydroxyl at C9, and a single bond between C7 and C8 are important structural features for the antileishmanial activity of p‐coumaric acid prenylated derivatives.

  DOI：

  10.1002/cbdv.202400491

文献信息

• Structure−Antifungal Activity Relationship of Cinnamic Acid Derivatives
  作者：Fabricio Bisogno、Laura Mascoti、Cecilia Sanchez、Francisco Garibotto、Fernando Giannini、Marcela Kurina-Sanz、Ricardo Enriz

  DOI：10.1021/jf0729098

  日期：2007.12.1

  A structure-antifungal activity relationship (SAR) study of 22 related cinnamic acid derivatives was carried out. Attention was focused on the antifungal activities exhibited against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger. (E)-3-(4-Methoxy-3-(3-methylbut-2-enyl)phenyl)acrylic acid (16) exhibited antifungal activity against A. niger, comparable to that of miconazole and a significant antifungal effect against A. flavus and A. terreus as well. A structure-activity relationship (SAR) study of related cinnamic acid derivatives has allowed a model to be proposed for the recognition of the minimal structural requirements for the antifungal effect in this series.