allyl α-L-arabinofuranosyl-(1->4)-[β-D-glucopyranosyl-(1->3)]-α-L-rhamnopyranosyl-(1->2)-α-D-glucopyranoside | 163275-11-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl α-L-arabinofuranosyl-(1->4)-[β-D-glucopyranosyl-(1->3)]-α-L-rhamnopyranosyl-(1->2)-α-D-glucopyranoside
• 英文别名: allyl α-mimosatetraoside；Glc(b1-3)[Araf(a1-4)]Rha(a1-2)Glc(a)-O-allyl；(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-prop-2-enoxyoxan-3-yl]oxy-3-hydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 163275-11-4
• 化学式: C₂₆H₄₄O₁₉
• 分子量: 660.624
• InChiKey: MUFDKKKQWLFGOF-USFAYAKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.1
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  296
• 氢给体数：
  11
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  allyl α-L-arabinofuranosyl-(1->4)-[β-D-glucopyranosyl-(1->3)]-α-L-rhamnopyranosyl-(1->2)-α-D-glucopyranoside 在 臭氧 、 二甲基硫 作用下， 以 甲醇 为溶剂， 生成 {3-[5-(3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yloxy)-3-hydroxy-6-methyl-4-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy}-acetaldehyde
  参考文献：
  名称：

  Synthesis of Neosaponins Carrying Oligosaccharides from Natural Products

  摘要：

  DOI：

  10.3987/com-99-8612

文献信息

• Chemical transglycosylation of functional bioactive glyco-linkages
  作者：Tsuyoshi Ikeda、Tetsuya Kajimoto、Junei Kinjo、Kensei Nakayama、Toshihiro Nohara

  DOI：10.1016/s0040-4039(98)00519-x

  日期：1998.5

  The natural functional bioactive oligosaccharides moieties, mimosatetraose and fabatriose, were cut off from julibrosides and soyasaponin I by chemical and enzymatic methods, respectively, and were pasted to diosgenin to give neosaponins 1 and 2. The obtained neosaponins were tested for cytotoxicity and hepatoprotective activity. This method could be applied to the synthesis of novel bioactive glycosides. (C) 1998 Elsevier Science Ltd. All rights reserved.