芥酸 | 3515-84-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 芥酸
• 英文名称: 12(Z)-heneicosenoic acid
• 英文别名: erucic acid；cis-Heneicosa-12-en-saeure；12Z-heneicosenoic acid；(Z)-henicos-12-enoic acid
• CAS: 3515-84-2
• 化学式: C₂₁H₄₀O₂
• 分子量: 324.547
• InChiKey: VXCUECWODRDENC-KTKRTIGZSA-N

物化性质

• 沸点：
  439.9±14.0 °C(Predicted)
• 密度：
  0.893±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  23
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916190090

反应信息

• 作为反应物：
  描述：

  芥酸 在 对甲苯磺酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 heneicos-12-enoic acid
  参考文献：
  名称：

  1H-Nuclear magnetic resonance spectroscopic studies of saturated, acetylenic and ethylenic triacylglycerols

  摘要：

  DOI：

  10.1016/0009-3084(95)02463-s
• 作为产物：
  描述：

  Heneicosa-12,20-diinsaeure 在 Lindlar's catalyst 氢气 作用下， 生成 芥酸
  参考文献：
  名称：

  806.长链酸的合成。第七部分 某些链二炔酸的制备和还原

  摘要：

  DOI：

  10.1039/jr9650004373

文献信息

• <i>N</i>-Acylvanillamides:  Development of an Expeditious Synthesis and Discovery of New Acyl Templates for Powerful Activation of the Vanilloid Receptor
  作者：Giovanni Appendino、Alberto Minassi、Aniello Schiano Morello、Luciano De Petrocellis、Vincenzo Di Marzo

  DOI：10.1021/jm020844o

  日期：2002.8.1

  A simple and general synthesis of vanillamides was developed and employed to screen acids from the fatty and isoprenoid pools for new acyl templates of biological relevance as capsaicin analogues. Potent activation of the human vanilloid receptor 1 (VR1) was observed for the vanillamides of certain polyfunctional acids from both pools, showing that the vanilloid activity of capsaicinoids can be. substantially improved by introducing polar groups and/or unsaturations on the acyl moiety. The activity of the unsaturated analogues was maintained or even increased by cyclopropAnation, while omega dimerization led to a substantial increase of activity. Because of the Wide structural diversity of the library of compounds screened, these observations could not be translated into a single framework of structure-activity relationships. Nevertheless, a series of new highly active leads was identified, validating the pharmacological potential of the unnatural combination of natural building blocks to provide new bioactive compounds.
• TVRZICKA, EVA;REZANKA, TOMAS;KRIJT, JAN;JANOUSEK, VACLAV, J. CHROMATOGR. BIOMED. APPL., 431,(1988) N 2, C. 231-238
  作者：TVRZICKA, EVA、REZANKA, TOMAS、KRIJT, JAN、JANOUSEK, VACLAV

  DOI：——

  日期：——
• Discovery of novel NSAID hybrids as cPLA2/COX-2 dual inhibitors alleviating rheumatoid arthritis via inhibiting p38 MAPK pathway
  作者：Nan Cai、Xiang Gao、Li Yang、Wenjing Li、Wuding Sun、Shuaibo Zhang、Jinfeng Zhao、Jingping Qu、Yuhan Zhou

  DOI：10.1016/j.ejmech.2024.116176

  日期：2024.3