(2R,3S)-2-formamido-1,3-dihydroxyoctadecane | 1011286-71-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S)-2-formamido-1,3-dihydroxyoctadecane
• 英文别名: N-[(2R,3S)-1,3-dihydroxyoctadecan-2-yl]formamide
• CAS: 1011286-71-7
• 化学式: C₁₉H₃₉NO₃
• 分子量: 329.524
• InChiKey: XSDVOEIEBUGRQX-MOPGFXCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3S)-2-formamido-1,3-dihydroxyoctadecane 、 甲氧基-三氟甲基苯 以 氘代吡啶 、 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  Anti-inflammatory Constituents of the Red Alga Gracilaria verrucosa and Their Synthetic Analogues

  摘要：

  A chemical study on the anti-inflammatory components of the red alga Gracilaria verrucosa led to the isolation of new 11 -deoxyprostaglandins (1-4), a ceramide (5), and a C-16 keto fatty acid (6), along with known oxygenated fatty acids (7-14). Their structures were elucidated on the basis of NMR and MS data. The absolute configurations of compounds 1-5 were determined by Mosher's method. The anti-inflammatory activity of the isolated compounds (1-14) was evaluated by determining their inhibitory effects on the production of pro-inflammatory mediators (NO, IL-6, and TNF-alpha) in lipopolysaccharide (LPS)-activated RAW 264.7 murine macrophage cells. Compounds 9 and 10 exhibited the most potent activity. In the evaluation of these two compounds and derivatized analogues (15-40), the anti-inflammatory activity was enhanced in some synthetic analogues. These enone fatty acids were investigated as potential anti-inflammatory leads for the first time.

  DOI：

  10.1021/np070452q