methyl salicylate 2-O-β-D-lactoside | 1253943-38-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl salicylate 2-O-β-D-lactoside
• 英文别名: methyl salicylate 2‑O‑β‑D‑lactoside；MSL；methyl 2-O-(4-O-β-D-galactopyranosyl)-β-D-glucopyranosylbenzoate；methyl 2-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxybenzoate
• CAS: 1253943-38-2
• 化学式: C₂₀H₂₈O₁₃
• 分子量: 476.435
• InChiKey: JHRWRLAHJBZWBK-WNTITPJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  205
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  在 甲醇 、 sodium methylate 作用下， 反应 3.0h， 生成 methyl salicylate 2-O-β-D-lactoside
  参考文献：
  名称：

  Synthesis and anti-nociceptive and anti-inflammatory effects of gaultherin and its analogs

  摘要：

  The synthesis of gaultherin (1) and its analogs was carried out to provide 11 glycosides under phase-transfer catalytic conditions. The activities of all synthesized compounds were evaluated by nitric oxide production inhibitory assay in vitro. Methyl 2-O-(4-O-beta-D-galactopyranosyl)-beta-D-glucopyranosylbenzoate (5f) showed significantly antinociceptive and anti-inflammatory effects by the evaluation in vivo. Structure-activity relationships within these compounds were discussed.

  DOI：

  10.1080/10286020.2011.596830

文献信息

• Synthesis and anti-nociceptive and anti-inflammatory effects of gaultherin and its analogs
  作者：Chao Wang、Tian-Tai Zhang、Guan-Hua Du、Dong-Ming Zhang

  DOI：10.1080/10286020.2011.596830

  日期：2011.9

  The synthesis of gaultherin (1) and its analogs was carried out to provide 11 glycosides under phase-transfer catalytic conditions. The activities of all synthesized compounds were evaluated by nitric oxide production inhibitory assay in vitro. Methyl 2-O-(4-O-beta-D-galactopyranosyl)-beta-D-glucopyranosylbenzoate (5f) showed significantly antinociceptive and anti-inflammatory effects by the evaluation in vivo. Structure-activity relationships within these compounds were discussed.