methyl salicylate 2-O-α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside | 154-26-7

• 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-α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside
• 英文别名: methyl salicylate α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside；paeonovicianoside；paeonovicinoside；violutoside；vicianoside；2-β-vicianosyloxy-benzoic acid methyl ester；methyl 2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybenzoate
• CAS: 154-26-7
• 化学式: C₁₉H₂₆O₁₂
• 分子量: 446.408
• InChiKey: VHUNCYDAXJGCLO-YAAMDAGVSA-N

物化性质

• 熔点：
  168.5 °C
• 沸点：
  709.0±60.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  185
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  methyl salicylate 2-O-α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside 在 硫酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 以3 mg的产率得到葡萄糖
  参考文献：
  名称：

  Aromatic diglycosides from Cladogynos orientalis

  摘要：

  Two unusual aromatic diglycosides with galloyl substitution, 4"-O-galloyl-violutoside and 4"-O-galloyl-benzyl-O-alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside, were isolated from the aerial portion of Cladogynos orientalis along with isovitexin, apigenin 6-C-(2"-O-galloyl)-beta-D-glucopyranoside, apigenin 8-C-(2"-O-galloyl)-beta-D-gluopyranoside, syringic acid beta-D-glucopyranoside, 3,4,5-trimethoxyphenyl beta-D-glucopyranoside, (6S,9R)-roseoside, and violutioside. The structural elucidations were based on analyses of chemical and spectroscopic data by including 1D and 2D NMR analyses. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2006.10.027
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 甲醇 、 氨 作用下， 生成 methyl salicylate 2-O-α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside
  参考文献：
  名称：

  417.葡萄糖苷的合成。第九部分 水杨酸vic烯苷（？紫精苷）

  摘要：

  DOI：

  10.1039/jr9320002770

文献信息

• A chemical study of the roots of Paeonia anomala
  作者：G. G. Zapesochnaya、V. A. Kurkin、E. V. Avdeeva、D. M. Popov、M. V. Kolpakova

  DOI：10.1007/bf00629791

  日期：——
• Aromatic diglycosides from Cladogynos orientalis
  作者：Tripetch Kanchanapoom

  DOI：10.1016/j.phytochem.2006.10.027

  日期：2007.3

  Two unusual aromatic diglycosides with galloyl substitution, 4"-O-galloyl-violutoside and 4"-O-galloyl-benzyl-O-alpha-L-rhamnopyranosyl-(1 -> 6)-beta-D-glucopyranoside, were isolated from the aerial portion of Cladogynos orientalis along with isovitexin, apigenin 6-C-(2"-O-galloyl)-beta-D-glucopyranoside, apigenin 8-C-(2"-O-galloyl)-beta-D-gluopyranoside, syringic acid beta-D-glucopyranoside, 3,4,5-trimethoxyphenyl beta-D-glucopyranoside, (6S,9R)-roseoside, and violutioside. The structural elucidations were based on analyses of chemical and spectroscopic data by including 1D and 2D NMR analyses. (c) 2006 Elsevier Ltd. All rights reserved.
• 417. Syntheses of glucosides. Part IX. Methyl salicylate vicianoside (? violutoside)
  作者：Alexander Robertson、Roy B. Waters

  DOI：10.1039/jr9320002770

  日期：——