3-O-[β-D-glucopyranosyl-(1->3)]-[β-D-glucopyranosyl-(1->2)]-α-L-arabinopyranosyl-echinocystic acid 28-O-[α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl] ester

• 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->3)]-[β-D-glucopyranosyl-(1->2)]-α-L-arabinopyranosyl-echinocystic acid 28-O-[α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl] ester
• 英文别名: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-10-[(2S,3R,4S,5S)-5-hydroxy-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]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
• 化学式: C₆₅H₁₀₆O₃₂
• 分子量: 1399.54
• InChiKey: RBMNELLBQJRANQ-FONVVNRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  97
• 可旋转键数：
  17
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  512
• 氢给体数：
  19
• 氢受体数：
  32

反应信息

• 作为产物：
  描述：

  3-O-[3-O-trans-p-coumaroyl-β-D-glucopyranosyl-(1->3)]-[β-D-glucopyranosyl-(1->2)]-α-L-arabinopyranosyl-echinocystic acid 28-O-[α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl] ester 在 氢氧化钾 作用下， 以 水 为溶剂， 反应 1.0h， 生成 3-O-[β-D-glucopyranosyl-(1->3)]-[β-D-glucopyranosyl-(1->2)]-α-L-arabinopyranosyl-echinocystic acid 28-O-[α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl] ester 、 4-香豆酸
  参考文献：
  名称：

  Saponins and acylated saponins from Dizygotheca kerchoveana

  摘要：

  Four new triterpenoid saponins were isolated from the leaves and stem of branches of Dizygotheca kerchoveana along with seven known ones. The new saponins were respectively characterized as 3-O-[beta-D-glucopyranosyl-(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]- alpha-L-arabinopyranosyl echinocystic acid, 3-O-[beta-D-glucopyranosyl-(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl] ester, 3-O-[beta-D-3-O-trans-p-coumaroyl-glucopyranosyl-(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glueopyranosyl-(1 --> 6)-beta-D-glucopyranosyl] ester and 3-O-[beta-D-3-0-cis-p-coumaroyl-glucopyranosyl(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl] ester. Their structures were elucidated by ID and 2D NMR experiments, FAB-MS as well as chemical means. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.08.049

文献信息

• Saponins and acylated saponins from Dizygotheca kerchoveana
  作者：F.R. Melek、Toshio Miyase、S.M. Abdel-Khalik、I.I. Mahmoud、S.A. Mina

  DOI：10.1016/j.phytochem.2004.08.049

  日期：2004.12

  Four new triterpenoid saponins were isolated from the leaves and stem of branches of Dizygotheca kerchoveana along with seven known ones. The new saponins were respectively characterized as 3-O-[beta-D-glucopyranosyl-(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]- alpha-L-arabinopyranosyl echinocystic acid, 3-O-[beta-D-glucopyranosyl-(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl] ester, 3-O-[beta-D-3-O-trans-p-coumaroyl-glucopyranosyl-(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glueopyranosyl-(1 --> 6)-beta-D-glucopyranosyl] ester and 3-O-[beta-D-3-0-cis-p-coumaroyl-glucopyranosyl(1 --> 3)]-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranosyl echinocystic acid 28-O-[alpha-L-rhamnopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl] ester. Their structures were elucidated by ID and 2D NMR experiments, FAB-MS as well as chemical means. (C) 2004 Elsevier Ltd. All rights reserved.