3β-[(α-L-arabinopyranosyl)oxy]-16α,23-dihydroxyolean-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1->4)-O-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: 3β-[(α-L-arabinopyranosyl)oxy]-16α,23-dihydroxyolean-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl ester
• 英文别名: 3-O-α-L-arabinopyranosyl-caulophyllogenin 28-O-α-L-rhamnopyranosyl(1->4)-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside；leonticin D；[(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,9R,10S,12aR,14bS)-5-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• 化学式: C₅₃H₈₆O₂₃
• 分子量: 1091.25
• InChiKey: RCCIGUCOKOWWHR-LEBXCWCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  76
• 可旋转键数：
  12
• 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：

  3β-[(α-L-arabinopyranosyl)oxy]-16α,23-dihydroxyolean-12-en-28-oic acid O-α-L-rhamnopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 儿茶酚
  参考文献：
  名称：

  Leonticins D-H, five triterpene saponins from Leontice kiangnanensis

  摘要：

  Five new triterpene saponins, leonticins D-H, were isolated from the tubers of Leontice kiangnanensis. Based on a combination of chemical degradation and spectroscopic analysis (negative ion FAB mass spectrometry and 2D NMR experiments), their structures were characterized as 3-O-alpha-L-arabinopyranosyl-caulophyllogen 28 -O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6-beta-D-glucopyranoside, 3-O-[beta-D-glucopyranosyl-(1-->3)]-[beta-D-glucopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl-oleanolic acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranoside,3-O-[beta-D-glucopyranosyl- (1-->3)]-[beta-D-glucopyranosyl-(1-->2)]-alpha-L- arabinopyranosyl-hederagenin 28-O-alpha-L-rhamnopyranosyl- (1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside,3-O-beta-D-xylopyranosyl-(1-->3)-beta-D-galactopyranosyl- (1-->4)-beta-D-glucopyranosyl-(1-->3)-alpha-L- arabinopyranosyl-oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside and 3-O-beta-D-xylopyranosyl-(1-->3)-beta-D-galactopyranosyl- (1-->4)-beta-D- glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl-echinocystic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranoside, respectively. Copyright (C) 1997 Elsevier Science Ltd

  DOI：

  10.1016/s0031-9422(96)00546-8

文献信息

• Leonticins D-H, five triterpene saponins from Leontice kiangnanensis
  作者：Min Chen、Wei Wei Wu、Daniel Nanz、Otto Sticher

  DOI：10.1016/s0031-9422(96)00546-8

  日期：1997.2

  Five new triterpene saponins, leonticins D-H, were isolated from the tubers of Leontice kiangnanensis. Based on a combination of chemical degradation and spectroscopic analysis (negative ion FAB mass spectrometry and 2D NMR experiments), their structures were characterized as 3-O-alpha-L-arabinopyranosyl-caulophyllogen 28 -O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6-beta-D-glucopyranoside, 3-O-[beta-D-glucopyranosyl-(1-->3)]-[beta-D-glucopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl-oleanolic acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranoside,3-O-[beta-D-glucopyranosyl- (1-->3)]-[beta-D-glucopyranosyl-(1-->2)]-alpha-L- arabinopyranosyl-hederagenin 28-O-alpha-L-rhamnopyranosyl- (1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside,3-O-beta-D-xylopyranosyl-(1-->3)-beta-D-galactopyranosyl- (1-->4)-beta-D-glucopyranosyl-(1-->3)-alpha-L- arabinopyranosyl-oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranoside and 3-O-beta-D-xylopyranosyl-(1-->3)-beta-D-galactopyranosyl- (1-->4)-beta-D- glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl-echinocystic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranoside, respectively. Copyright (C) 1997 Elsevier Science Ltd