2,3-dihydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyicosan-2-yl]tetracosanamide | 1585231-83-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-dihydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyicosan-2-yl]tetracosanamide
• 英文别名: (2R,3S)-2,3-dihydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyicosan-2-yl]tetracosanamide
• CAS: 1585231-83-9
• 化学式: C₄₄H₈₉NO₆
• 分子量: 728.194
• InChiKey: BQMCLDBOKIRHNW-BFGQKJOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.7
• 重原子数：
  51
• 可旋转键数：
  41
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  130
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 2,3-dihydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyicosan-2-yl]tetracosanamide 在 盐酸 作用下， 反应 18.0h， 生成
  参考文献：
  名称：

  New ceramide from the aerial part of Tinospora oblongifolia with cytotoxic activities

  摘要：

  A new ceramide, 2,3-dihydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyicosan-2-yl[tetracosanamide (1) along with four known compounds: 2-(4 '-hydroxyphenyl)-ethyl lignocerate (2), docosyl-3,4-dihydroxy-trans-cinnamate (3), beta-sitosterol (4) and beta-sitosterol glycoside (5) were isolated from Tinospora oblongifolia (Menispermaceae). Their structures were determined on the basis of spectroscopic methods, mass spectrometry analysis as well as chemical transformation and by comparing their physical and spectral data with those reported in the literature. Compound 1 exhibited strong cytotoxic activity against KB cells with IC50=3.4 mu M although less than that of camptothecin IC50=0.3 mu M (positive control).

  DOI：

  10.1080/14786419.2014.895725