4-prop-2-enylnonadec-1-en-4-ol | 52939-55-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-prop-2-enylnonadec-1-en-4-ol
• CAS: 52939-55-6
• 化学式: C₂₂H₄₂O
• 分子量: 322.575
• InChiKey: DWKJTZYCEWGKLE-UHFFFAOYSA-N

物化性质

• 沸点：
  420.8±14.0 °C(Predicted)
• 密度：
  0.850±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.35
• 重原子数：
  23.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-prop-2-enylnonadec-1-en-4-ol 在 硫酸 、 双氧水 、 乙酸酐 、 臭氧 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 19.0h， 生成 3-hydroxy-3-n-pentadecylglutaric acid anhydride
  参考文献：
  名称：

  3-Alkyl-3-hydroxyglutaric Acids: A New Class of Hypocholesterolemic HMG CoA Reductase Inhibitors. 1

  摘要：

  Derivatives of 3-hydroxy-3-methylglutaric acid (HMG), a portion of the substrate for HMG CoA reductase, were prepared and tested for their inhibitory action against rat liver HMG CoA reductase and for their hypocholesterolemic activity. Structure-dependent competitive inhibition was observed. Optimal structures had a free dicarboxylic acid with an alkyl group of 13-16 carbons at position 3. 3-n-Pentadecyl-3-hydroxyglutaric acid (3j) (IC50 = 50 microM) reduced serum cholesterol in the Triton-treated rat and HMG CoA reductase activity in the 20,25-diazacholesterol-treated rat.

  DOI：

  10.1021/jm50001a011
• 作为产物：
  描述：

  棕榈酸乙酯 、 烯丙基溴化镁 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 4-prop-2-enylnonadec-1-en-4-ol
  参考文献：
  名称：

  3-Alkyl-3-hydroxyglutaric Acids: A New Class of Hypocholesterolemic HMG CoA Reductase Inhibitors. 1

  摘要：

  Derivatives of 3-hydroxy-3-methylglutaric acid (HMG), a portion of the substrate for HMG CoA reductase, were prepared and tested for their inhibitory action against rat liver HMG CoA reductase and for their hypocholesterolemic activity. Structure-dependent competitive inhibition was observed. Optimal structures had a free dicarboxylic acid with an alkyl group of 13-16 carbons at position 3. 3-n-Pentadecyl-3-hydroxyglutaric acid (3j) (IC50 = 50 microM) reduced serum cholesterol in the Triton-treated rat and HMG CoA reductase activity in the 20,25-diazacholesterol-treated rat.

  DOI：

  10.1021/jm50001a011