(Z)-13-methyl-tetradec-2-enoic acid

• 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: (Z)-13-methyl-tetradec-2-enoic acid
• 英文别名: (Z)-13-methyltetradec-2-enoic acid
• 化学式: C₁₅H₂₈O₂
• 分子量: 240.386
• InChiKey: HNGBGNIRFVZXOQ-QBFSEMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  C₁₆H₃₀O₂ 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 生成 (Z)-13-methyl-tetradec-2-enoic acid
  参考文献：
  名称：

  Separation and synthesis of the new DSFs

  摘要：

  The three active compounds of DSF (the diffusible signal factor) family were purified from the culture fluid of rpfC (enzyme for DSF biosynthesis) mutated Xac (X. axonopo-dis pvciWi). These structures were characterized by C-13 NMR, H-1 NMR, HMBC, COSY, HMQC, MS-ESI, and named as (Z)-2-tetradecenoic acid (EDSF), (Z)-13-methyl-2-tetradecenoic acid (FDSF) and (Z)-12-methyl-2-tetradecenoic acid (GDSF). Also, starting from the corresponding tetradecanal or its homologue, three DSFs were synthesized by two steps to confirm the molecular structures. Finally, the X-gluc (the solution of 5-Bromo-4-chloro-3-indolyl-beta-D-glucuronidecyclohexylam monium salt) activities of these DSFs were tested, and the activity of the compounds can be listed as follows, form the most active compound to the least active compound, FDSF>GDSF>EDSF.

  DOI：

  10.33224/rrch.2020.65.4.10