2-methoxycarbonylphenyl β-D-galactopyranoside | 98284-66-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methoxycarbonylphenyl β-D-galactopyranoside
• 英文别名: methyl 2-O-β-D-galactopyranosylbenzoate；2-β-D-galactopyranosyloxy-benzoic acid methyl ester；2-β-D-Galactopyranosyloxy-benzoesaeure-methylester；methyl 2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• CAS: 98284-66-3
• 化学式: C₁₄H₁₈O₈
• 分子量: 314.292
• InChiKey: ONKIQNFPVXNOBV-OIRVYTLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-methoxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 在 甲醇 、 sodium methylate 作用下， 反应 3.0h， 生成 2-methoxycarbonylphenyl β-D-galactopyranoside
  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

• Synthese einiger Glykoside
  作者：Kazutosi Nisizawa

  DOI：10.1246/bcsj.16.155

  日期：1941.6
• 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.

表征谱图