21β,22α-diangeloyloxy-3β,16α,28-trihydroxyolean-12-ene | 92947-99-4

• 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: 21β,22α-diangeloyloxy-3β,16α,28-trihydroxyolean-12-ene
• 英文别名: 21,22-O-diangeloyl-3β,16α,28-trihydroxyolean-12-ene；21β,22α-O-diangeloyl barringtogenol C；21,22-diangeloyl-barringtogenol C；21,22-O-diangeloylbarringtogenol；21,22-O-Diangeloyl-3beta,16alpha,28-trihydroxyolean-12-ene；[(3R,4R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10-dihydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-4-[(Z)-2-methylbut-2-enoyl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] (Z)-2-methylbut-2-enoate
• CAS: 92947-99-4
• 化学式: C₄₀H₆₂O₇
• 分子量: 654.928
• InChiKey: UWVCGANXBDMPOF-MUGRVRNSSA-N

物化性质

• 沸点：
  694.1±55.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  47
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  21β,22α-diangeloyloxy-3β,16α,28-trihydroxyolean-12-ene 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以18 mg的产率得到玉蕊皂苷元C
  参考文献：
  名称：

  A triterpenoid saponin from Maesa ramentacea

  摘要：

  The structure of a piscicidal triterpenoid saponin (saponin A) isolated from the leaves of Maesa ramentacea has been shown to be 3-O-{[(alpha-L-rhamnopyranosyl(1-->2)-alpha-L-rhamnopyranosyl(1-->2)-beta-D-galactopyranosyl 1-->3)]-[beta-D-glucopyranosyl(1-->2)]-beta-D-glucuronopyranosyl}barringtogenol C21, 22-O-diangeloate. Extensive use was made of homo- and heteronuclear 2D NMR techniques. Copyright (C) 1997 Elsevier Science Ltd

  DOI：

  10.1016/s0031-9422(96)00556-0
• 作为产物：
  描述：

  3-O-[{(α-L-rhamnopyranosyl(1->2)-α-L-rhamnopyranosyl(1->2)-β-D-galactopyranosyl(1->3)]-[β-D-glucopyranosyl(1->2)]-β-Dglucuronopyranosyl}barringtogenol C21,22-O-diangeloate 在 盐酸 作用下， 反应 4.0h， 以31 mg的产率得到21β,22α-diangeloyloxy-3β,16α,28-trihydroxyolean-12-ene
  参考文献：
  名称：

  A triterpenoid saponin from Maesa ramentacea

  摘要：

  The structure of a piscicidal triterpenoid saponin (saponin A) isolated from the leaves of Maesa ramentacea has been shown to be 3-O-{[(alpha-L-rhamnopyranosyl(1-->2)-alpha-L-rhamnopyranosyl(1-->2)-beta-D-galactopyranosyl 1-->3)]-[beta-D-glucopyranosyl(1-->2)]-beta-D-glucuronopyranosyl}barringtogenol C21, 22-O-diangeloate. Extensive use was made of homo- and heteronuclear 2D NMR techniques. Copyright (C) 1997 Elsevier Science Ltd

  DOI：

  10.1016/s0031-9422(96)00556-0

文献信息

• A triterpenoid saponin from Maesa ramentacea
  作者：Pittaya Tuntiwachwuttikul、Orasa Pancharoen、Wilawan Mahabusarakam、Pichaet Wiriyachitra、Walter C. Taylor、William A. Bubb、G.H.N. Towers

  DOI：10.1016/s0031-9422(96)00556-0

  日期：1997.2

  The structure of a piscicidal triterpenoid saponin (saponin A) isolated from the leaves of Maesa ramentacea has been shown to be 3-O-[(alpha-L-rhamnopyranosyl(1-->2)-alpha-L-rhamnopyranosyl(1-->2)-beta-D-galactopyranosyl 1-->3)]-[beta-D-glucopyranosyl(1-->2)]-beta-D-glucuronopyranosyl}barringtogenol C21, 22-O-diangeloate. Extensive use was made of homo- and heteronuclear 2D NMR techniques. Copyright (C) 1997 Elsevier Science Ltd