Methyl 6-(3-methoxy-3-oxopropyl)sulfanyloctadecanoate | 1026226-93-6

• 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: Methyl 6-(3-methoxy-3-oxopropyl)sulfanyloctadecanoate
• CAS: 1026226-93-6
• 化学式: C₂₃H₄₄O₄S
• 分子量: 416.666
• InChiKey: QXJZAILGMYKMGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  28
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 6-(3-methoxy-3-oxopropyl)sulfanyloctadecanoate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.5h， 以80%的产率得到6-<(2-carboxyethyl)thio>octadecanoic acid
  参考文献：
  名称：

  Synthesis and biological properties of hydroxythioether fatty acids related to leukotrienes: Antagonists and agonists of slow-reacting substance of anaphylaxis (SRS-A)

  摘要：

  A series of 6-hydroxy-7-thioether and 6-thioether-7-hydroxy derivatives of commercially available petroselinic acid and 5-hydroxy-6-thioether derivatives of fatty acids containing an aromatic moiety were synthesized. Several of the compounds have exhibited SRS-A antagonist (eg, 5, 10)/agonist (eg, 34, 35) activity. Compound 5 antagonized SRS-A-induced contractions of the isolated guinea pig ileum with IC50 = 0.09 muM.

  DOI：

  10.1016/0223-5234(93)90073-n
• 作为产物：
  描述：

  methyl 6-oxooctadecanoate 在 吡啶 、 sodium hydride 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 为溶剂， 反应 244.5h， 生成 Methyl 6-(3-methoxy-3-oxopropyl)sulfanyloctadecanoate
  参考文献：
  名称：

  Synthesis and biological properties of hydroxythioether fatty acids related to leukotrienes: Antagonists and agonists of slow-reacting substance of anaphylaxis (SRS-A)

  摘要：

  A series of 6-hydroxy-7-thioether and 6-thioether-7-hydroxy derivatives of commercially available petroselinic acid and 5-hydroxy-6-thioether derivatives of fatty acids containing an aromatic moiety were synthesized. Several of the compounds have exhibited SRS-A antagonist (eg, 5, 10)/agonist (eg, 34, 35) activity. Compound 5 antagonized SRS-A-induced contractions of the isolated guinea pig ileum with IC50 = 0.09 muM.

  DOI：

  10.1016/0223-5234(93)90073-n

文献信息

• Synthesis and biological properties of hydroxythioether fatty acids related to leukotrienes: Antagonists and agonists of slow-reacting substance of anaphylaxis (SRS-A)
  作者：W Ho、WE Hageman、KG Stanley、WR Gallant、DA Cherry、RJ Mohrbacher、BE Maryanoff、AB Reitz、BA Duhl-Emswiler

  DOI：10.1016/0223-5234(93)90073-n

  日期：1993.1

  A series of 6-hydroxy-7-thioether and 6-thioether-7-hydroxy derivatives of commercially available petroselinic acid and 5-hydroxy-6-thioether derivatives of fatty acids containing an aromatic moiety were synthesized. Several of the compounds have exhibited SRS-A antagonist (eg, 5, 10)/agonist (eg, 34, 35) activity. Compound 5 antagonized SRS-A-induced contractions of the isolated guinea pig ileum with IC50 = 0.09 muM.