3-O-4)-β-D-glucopyranosyl>bayogenin | 92622-05-4

• 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-4)-β-D-glucopyranosyl>bayogenin
• 英文别名: 3-O-[O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosyl]bayogenin；Bayogenin 3-O-cellobioside；(4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,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-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• CAS: 92622-05-4
• 化学式: C₄₂H₆₈O₁₅
• 分子量: 812.993
• InChiKey: GQPGGSOQFNPVJI-XXRVHFCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  57
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  256
• 氢给体数：
  10
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 3-O-4)-β-D-glucopyranosyl>bayogenin 生成
  参考文献：
  名称：

  八塘紫菀三萜皂苷

  摘要：

  从八角紫菀根中分离出四种名为asterbatanoside F、G、H和I的新型三萜皂苷，其结构被阐明为3-O-β-D-吡喃葡萄糖基-23-O-乙酰基-bayogenin-28-O-β- D-glu cop yranosyl-(1-->6)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopyranoside, 3-O-beta-D-glupyranosyl-bayogenin-28- O-β-D-吡喃葡萄糖基-(1-->6)-[α-f1p4amnopyranosyl-(1-->2)]-β-D-吡喃葡萄糖苷，3-O-β-D-吡喃葡萄糖基-(1-- >3)-β-D-吡喃葡萄糖基-bayogenin-28-O-β-D-吡喃葡萄糖基-(1-->6)-β-D-吡喃葡萄糖苷和3-O-β-D-吡喃葡萄糖基-(1- ->3)-β-D-吡喃葡萄糖基-23-O-乙

  DOI：

  10.1016/0031-9422(94)00744-e
• 作为产物：
  描述：

  asterbatanoside H 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 3-O-4)-β-D-glucopyranosyl>bayogenin
  参考文献：
  名称：

  八塘紫菀三萜皂苷

  摘要：

  从八角紫菀根中分离出四种名为asterbatanoside F、G、H和I的新型三萜皂苷，其结构被阐明为3-O-β-D-吡喃葡萄糖基-23-O-乙酰基-bayogenin-28-O-β- D-glu cop yranosyl-(1-->6)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopyranoside, 3-O-beta-D-glupyranosyl-bayogenin-28- O-β-D-吡喃葡萄糖基-(1-->6)-[α-f1p4amnopyranosyl-(1-->2)]-β-D-吡喃葡萄糖苷，3-O-β-D-吡喃葡萄糖基-(1-- >3)-β-D-吡喃葡萄糖基-bayogenin-28-O-β-D-吡喃葡萄糖基-(1-->6)-β-D-吡喃葡萄糖苷和3-O-β-D-吡喃葡萄糖基-(1- ->3)-β-D-吡喃葡萄糖基-23-O-乙

  DOI：

  10.1016/0031-9422(94)00744-e

文献信息

• Further Saponins fromPhytolacca dodecandra L?HERIT
  作者：Anne-Christine Dorsaz、Kurt Hostettmann

  DOI：10.1002/hlca.19860690827

  日期：1986.12.10

  Three new bidesmosidic saponins 1–3 have been isolated from the berries of Phytolacca dodecandra L′HERIT (Phytolaccaeae). The structures have been established by spectroscopic (1H-NMR, 13C-NMR, FAB-MS, DCI-MS, and GC/MS) and chemical methods (acid, basic, and enzymatic hydrolysis). Saponins 1 and 3 are tetra- and pentaglycosides of oleanolic acid, whereas 2 is a tetraglycoside of bayogenin. The corresponding

  三个新bidesmosidic皂苷1 - 3已经从浆果分离商陆dodecandra L'辐照诱导（Phytolaccaeae）。通过光谱（1 H-NMR，13 C-NMR，FAB-MS，DCI-MS和GC / MS）和化学方法（酸，碱和酶水解）建立结构。皂苷1和3是齐墩果酸的四糖苷和五糖苷，而2是Bayogenin的四糖苷。相应的prosapogenins 1a - 3a，通过切割在C（28）酯化的葡萄糖单元而获得，对血吸虫病传播的蜗牛表现出很强的杀软体动物活性。
• New Saponins fromPhytolacca dodecandra l'HERIT
  作者：Bruno Domon、Kurt Hostettmann

  DOI：10.1002/hlca.19840670517

  日期：1984.8.8

  Three bidesmosidic saponins (1–3) have been isolated from the methanolic extract of the berries of Phytolacca dodecandra l'HERIT (Phytolaccaceae) by a combination of rotation locular counter-current chromatography and column chromatography on reversed phase (RP-8) With MeOH/H2O. The structures have been established by 1H-NMR, 13C-NMR, FAB-MS, and D/CI-MS, as well as on the basis of acidic and basic

  三个bidesmosidic皂苷（1-3）已经从浆果的甲醇提取物中分离商陆dodecandra L'辐照诱导（商陆）由旋转locular逆流色谱或柱色谱的上反相的组合（RP-8）用MeOH / H 2 O的结构已被建立通过1 H-NMR，13，以及酸性和碱性水解的基础上C-NMR，FAB-MS，和d / CI-MS。用碱部分水解后获得的单糖苷皂苷1a-3a对传播血吸虫病的蜗牛Biomphalaria glabrata具有很强的杀灭软体动物的活性。皂素参照图1-3，图1A和图3a报道首次，而图2a已经在含水提取物先前识别P. dodecandra浆果。
• Triterpenoid saponins from Aster batangensis
  作者：Yu Shao、Bing-Nan Zhou、Long-Ze Lin、Geoffrey A. Cordell

  DOI：10.1016/0031-9422(94)00744-e

  日期：1995.3

  Four novel triterpenoid saponins named asterbatanoside F, G, H and I were isolated from the roots of Aster batangensis and their structures elucidated as 3-O-beta-D-glucopyranosyl-23-O-acetyl-bayogenin-28-O-beta-D-glu cop yranosyl- (1-->6)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopyranoside, 3-O-beta-D-glucopyranosyl-bayogenin-28-O-beta-D-glucopyranosyl-(1- ->6)-[alpha-f1p4amnopyranosyl-(1-->

  从八角紫菀根中分离出四种名为asterbatanoside F、G、H和I的新型三萜皂苷，其结构被阐明为3-O-β-D-吡喃葡萄糖基-23-O-乙酰基-bayogenin-28-O-β- D-glu cop yranosyl-(1-->6)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopyranoside, 3-O-beta-D-glupyranosyl-bayogenin-28- O-β-D-吡喃葡萄糖基-(1-->6)-[α-f1p4amnopyranosyl-(1-->2)]-β-D-吡喃葡萄糖苷，3-O-β-D-吡喃葡萄糖基-(1-- >3)-β-D-吡喃葡萄糖基-bayogenin-28-O-β-D-吡喃葡萄糖基-(1-->6)-β-D-吡喃葡萄糖苷和3-O-β-D-吡喃葡萄糖基-(1- ->3)-β-D-吡喃葡萄糖基-23-O-乙