30-acetyloxy-3β,15β,21β-trihydroxyolean-12-en-28-oic acid 15β,28-lactone 3-O-α-L-rhamnopyranosyl(1>2)-β-D-glucopyranosyl(1>2)-β-D-glucuronopyranoside | 1266208-17-6

• 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: 30-acetyloxy-3β,15β,21β-trihydroxyolean-12-en-28-oic acid 15β,28-lactone 3-O-α-L-rhamnopyranosyl(1>2)-β-D-glucopyranosyl(1>2)-β-D-glucuronopyranoside
• 英文别名: bridgeside D2；(2S,3S,4S,5R,6R)-6-[[(1S,3S,4S,6S,10R,11R,14S,16R,19R,20S,21R)-4-(acetyloxymethyl)-3-hydroxy-4,11,15,15,19,20-hexamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,6.07,20.010,19.011,16]tetracos-7-en-14-yl]oxy]-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• CAS: 1266208-17-6
• 化学式: C₅₀H₇₆O₂₁
• 分子量: 1013.14
• InChiKey: IUBNRGGTECCKIG-QMKYYKLVSA-N

物化性质

• 熔点：
  198-201 °C
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  71
• 可旋转键数：
  11
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  327
• 氢给体数：
  10
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  30-acetyloxy-3β,15β,21β-trihydroxyolean-12-en-28-oic acid 15β,28-lactone 3-O-α-L-rhamnopyranosyl(1>2)-β-D-glucopyranosyl(1>2)-β-D-glucuronopyranoside 在 吡啶 、 盐酸 、 水 作用下， 反应 3.5h， 生成 methyl-2-(D-glucopentahydroxypentyl)thiazolidine-4(R)-carboxylate
  参考文献：
  名称：

  Triterpenoid saponins from Echinopsis macrogona (Cactaceae)

  摘要：

  Triterpene saponins, pachanosides C1, E1, F1 and G1 (1-4), and bridgesides A1, C1, C2, D1, D2, E1 and E2 (5-11) were isolated from Echinopsis macrogona. Compounds 1-4 were saponins with pachanane type triterpene saponins, while the others (5-11) were oleanane type triterpene saponins. While the aglycones of 2-4 and 8-11 were hitherto unknown, the structure of pachanol C was revised in this paper. Their structures were elucidated on the basis of chemical and physicochemical evidence. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2010.10.004

文献信息

• Triterpenoid saponins from Echinopsis macrogona (Cactaceae)
  作者：Sachie Okazaki、Kaoru Kinoshita、Satoru Ito、Kiyotaka Koyama、Hiroshi Yuasa、Kunio Takahashi

  DOI：10.1016/j.phytochem.2010.10.004

  日期：2011.1

  Triterpene saponins, pachanosides C1, E1, F1 and G1 (1-4), and bridgesides A1, C1, C2, D1, D2, E1 and E2 (5-11) were isolated from Echinopsis macrogona. Compounds 1-4 were saponins with pachanane type triterpene saponins, while the others (5-11) were oleanane type triterpene saponins. While the aglycones of 2-4 and 8-11 were hitherto unknown, the structure of pachanol C was revised in this paper. Their structures were elucidated on the basis of chemical and physicochemical evidence. (C) 2010 Elsevier Ltd. All rights reserved.