3-O-[β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl]-28-O-β-D-glucopyranosyl-oleanolic acid | 1186643-89-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-O-[β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl]-28-O-β-D-glucopyranosyl-oleanolic acid
• 英文别名: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 1186643-89-9
• 化学式: C₅₄H₈₈O₂₃
• 分子量: 1105.28
• InChiKey: LQJIUAZEZONEIA-WROAEOQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  77
• 可旋转键数：
  13
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  374
• 氢给体数：
  14
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  3-O-[β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl]-28-O-β-D-glucopyranosyl-oleanolic acid 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 齐墩果酸
  参考文献：
  名称：

  Saponins as novel TNF-α inhibitors: isolation of saponins and a nor-pseudoguaianolide from Parthenium hysterophorus

  摘要：

  从 Parthenium hysterophorus 中分离出了两种新型皂苷和一种 13-去甲假瓜氨酸内酯，命名为 hysterolactone。研究发现，这两种皂甙是 TNF-α 的强效抑制剂。通过分子建模研究了它们的抑制模式。湿法实验结果与对接实验数据一致。

  DOI：

  10.1039/b902041a

文献信息

• Saponins as novel TNF-α inhibitors: isolation of saponins and a nor-pseudoguaianolide from Parthenium hysterophorus
  作者：Bhahwal Ali Shah、Renu Chib、Pankaj Gupta、Vijay Kumar Sethi、Surrinder Koul、Samar Singh Andotra、Amit Nargotra、Sujata Sharma、Anjali Pandey、Sarang Bani、Basant Purnima、Subhash Chandra Taneja

  DOI：10.1039/b902041a

  日期：——

  Two novel saponins and a 13-nor-pseudoguaianolide designated as hysterolactone were isolated from Parthenium hysterophorus. The two saponins were found to be potent inhibitors of TNF-α. Their mode of inhibition was studied through molecular modeling. The wet lab results were in concordance with the data obtained from docking experiments.

  从 Parthenium hysterophorus 中分离出了两种新型皂苷和一种 13-去甲假瓜氨酸内酯，命名为 hysterolactone。研究发现，这两种皂甙是 TNF-α 的强效抑制剂。通过分子建模研究了它们的抑制模式。湿法实验结果与对接实验数据一致。