S-methyl-16-thiopalmitic acid | 104730-09-8

• 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: S-methyl-16-thiopalmitic acid
• 英文别名: 16-Methylsulfanylhexadecanoic acid
• CAS: 104730-09-8
• 化学式: C₁₇H₃₄O₂S
• 分子量: 302.522
• InChiKey: WISLEESEJUEMFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  20
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-methyl-16-thiopalmitic acid 、 对硝基苯酚 生成 16-Methylsulfanyl-hexadecanoic acid 4-nitro-phenyl ester
  参考文献：
  名称：

  JIANG, XI-KUI;HUI, YONG-ZHENG;FAN, WEI-QIANG;WANG, SHU-JING, ACTA CHIM. SIN., 1985, 43, N 10, 983-987

  摘要：

  DOI：
• 作为产物：
  描述：

  16-巯基十六烷基酸 、 碘甲烷 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以63.1%的产率得到S-methyl-16-thiopalmitic acid
  参考文献：
  名称：

  Development of 11C-Labeled ω-sulfhydryl fatty acid tracer for myocardial imaging with PET

  摘要：

  [C-11]-S-methyl-16-thiopalmitic acid (a) was developed with excellent heart-to-background uptake ratios and higher retention in heart. Myocardial uptake and metabolism of the tracer is markedly higher CPT I dependent. When compared to [C-11]-S-methyl-14-thiomyristic acid (b), [C-11]-S-methyl-12-thiododecanoic acid (c) and [C-11]-palmitate, a showed an early high uptake and a significantly slower late clearance in heart and a prolonged myocardial elimination half-life (30 min). Analysis of heart tissue and urine samples showed that a was metabolized via beta-oxidation in myocardium. Small animal PET images of the accumulation of a in the rat myocardium were clearly superior to [C-11]-palmitate. These initial studies suggest that a could be a potentially useful clinical PET tracer to assess myocardial fatty acid metabolism. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.10.062

文献信息

• Jie, Marcel S. F. Lie Ken; Bakare, Oladapo, Journal of the Chemical Society. Perkin transactions II, 1989, p. 2121 - 2126
  作者：Jie, Marcel S. F. Lie Ken、Bakare, Oladapo

  DOI：——

  日期：——