(S)-3-Hexadecyloxy-2-methoxy-propionaldehyde | 454463-72-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-3-Hexadecyloxy-2-methoxy-propionaldehyde
• CAS: 454463-72-0
• 化学式: C₂₀H₄₀O₃
• 分子量: 328.536
• InChiKey: KTTRLUYMAOPZNM-HXUWFJFHSA-N

物化性质

• 沸点：
  409.5±25.0 °C(predicted)
• 密度：
  0.890±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23.0
• 可旋转键数：
  19.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-3-Hexadecyloxy-2-methoxy-propionaldehyde 在 吡啶 、 三甲基溴硅烷 、 sodium hydride 、 三氯乙腈 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 52.0h， 生成 [(E,3S)-4-hexadecoxy-3-methoxybut-1-enyl]-[2-(trimethylazaniumyl)ethoxy]phosphinate
  参考文献：
  名称：

  Synthesis and Use of Novel Ether Phospholipid Enantiomers To Probe the Molecular Basis of the Antitumor Effects of Alkyllysophospholipids:  Correlation of Differential Activation of c-Jun NH₂-Terminal Protein Kinase with Antiproliferative Effects in Neuronal Tumor Cells

  摘要：

  The enantiomers of a novel unsaturated phosphonocholine antitumor ether lipid were synthesized and found to have differential antiproliferative effects against epithelial cancer cell lines. The basis of the enantioselective effects on the cells was investigated in SK-N-MC and SK-N-SH neuroblastoma tumor cells. Our results indicate that the enantioselective antiproliferative potency arises primarily from the activation of the JNK signaling pathway by the ether lipids.

  DOI：

  10.1021/jm0302748
• 作为产物：
  描述：

  十六基甲基甘油 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-3-Hexadecyloxy-2-methoxy-propionaldehyde
  参考文献：
  名称：

  Synthesis and Use of Novel Ether Phospholipid Enantiomers To Probe the Molecular Basis of the Antitumor Effects of Alkyllysophospholipids:  Correlation of Differential Activation of c-Jun NH₂-Terminal Protein Kinase with Antiproliferative Effects in Neuronal Tumor Cells

  摘要：

  The enantiomers of a novel unsaturated phosphonocholine antitumor ether lipid were synthesized and found to have differential antiproliferative effects against epithelial cancer cell lines. The basis of the enantioselective effects on the cells was investigated in SK-N-MC and SK-N-SH neuroblastoma tumor cells. Our results indicate that the enantioselective antiproliferative potency arises primarily from the activation of the JNK signaling pathway by the ether lipids.

  DOI：

  10.1021/jm0302748