S-methyl 2,4-dihydroxy-6-isopropyl-3,5-dimethylbenzothioate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: S-methyl 2,4-dihydroxy-6-isopropyl-3,5-dimethylbenzothioate
• 英文别名: S-methyl 2,4-dihydroxy-3,5-dimethyl-6-propan-2-ylbenzenecarbothioate
• 化学式: C₁₃H₁₈O₃S
• 分子量: 254.35
• InChiKey: ZHZYNIUTSMMUCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  82.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  suncheonoside A 在 naringinase from Penicillium sp. 、 水 作用下， 反应 24.0h， 以1.5 mg的产率得到S-methyl 2,4-dihydroxy-6-isopropyl-3,5-dimethylbenzothioate
  参考文献：
  名称：

  Suncheonosides A–D, Benzothioate Glycosides from a Marine-DerivedStreptomycessp.

  摘要：

  A marine-derived Streptomyces strain, SSC21, was isolated from the sediment of Suncheon Bay, Republic of Korea. Chemical analysis of the bacterial strain resulted in the isolation of four new metabolites, suncheonosides A-D (1-4, respectively), each bearing a,sulfur atom. The planar structures of the suncheonosides were identified as hexasubstituted benzothioate glycosides by combined spectroscopic analyses. Analysis of the configuration of the sugar moieties based on ROESY nuclear magnetic resonance correlations, one-bond H-1-C-13 coupling constant analysis, and chemical derivatizations indicated that the suncheonosides incorporate only L-rhamnose. Suncheonosides A, 13, and ID promoted adiponectin production in a concentration-dependent manner during adipogenesis in human mesenthymal stein cells, suggesting antidiabetic potential.

  DOI：

  10.1021/acs.jnatprod.5b00284