p-menth-4(8)-en-9-oic acid | 417702-90-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: p-menth-4(8)-en-9-oic acid
• 英文别名: p-menth-4(8)-en-9-oic acid；p-Menth-4(8)-en-9-saeure；α-(4-Methyl-cyclohexyliden)-propionsaeure
• CAS: 417702-90-0
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: MXWJPXCKNKCCCC-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  p-menth-4(8)-en-9-oic acid 生成 1-ethylidene-4-methyl-cyclohexane
  参考文献：
  名称：

  Wallach; Rentschler, Justus Liebigs Annalen der Chemie, 1909, vol. 365, p. 271

  摘要：

  DOI：
• 作为产物：
  描述：

  4-hydroxy-p-menthan-9-oic acid 在 乙酸酐 作用下， 生成 p-menth-4(8)-en-9-oic acid
  参考文献：
  名称：

  Wallach; Rentschler, Justus Liebigs Annalen der Chemie, 1909, vol. 365, p. 271

  摘要：

  DOI：

文献信息

• Wallach; Evans, Justus Liebigs Annalen der Chemie, 1908, vol. 360, p. 52
  作者：Wallach、Evans

  DOI：——

  日期：——
• Synthesis and Biological Evaluation of Cycloalkylidene Carboxylic Acids as Novel Effectors of Ras/Raf Interaction
  作者：Anke Friese、Katja Hell-Momeni、Ilse Zündorf、Thomas Winckler、Theodor Dingermann、Gerd Dannhardt

  DOI：10.1021/jm011101q

  日期：2002.3.1

  The protooncogenes Ras and Raf play important roles in signal transduction pathways regulated by mitogen-activated protein kinases. Mutations of Ras that arrest the protein in its active state are frequently implicated in tumor formation. We used Ras and Raf proteins in the yeast two-hybrid system to search for natural or synthesized substances capable of modulating Ras/ Raf interaction by specifically binding to one of the interacting partners. We found that cycloalkylidene carboxylic acids enhanced Ras/Raf interaction by acting on the cysteine-rich domain of Raf. Several analogues of the active substance 2-cyclohexylidene propanoic acid were synthesized and the importance of the semicyclic double bond in the stabilization of Ras/Raf interaction was demonstrated. Variation of the size and the substituents of the cyclic system as well as the length of the carboxylic acid resulted in enhanced Ras/Raf interaction.