ampeloside Bs₁ | 118524-12-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: ampeloside Bs₁
• 英文别名: (2I+/-,3I(2),5I+/-,6I(2),25R)-2,6-Dihydroxyspirostan-3-yl O-I(2)-D-glucopyranosyl-(1a3)-O-I(2)-D-glucopyranosyl-(1a4)-I(2)-D-galactopyranoside；(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13R,15R,16R,18S,19R)-15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 118524-12-2
• 化学式: C₄₅H₇₄O₂₀
• 分子量: 935.071
• InChiKey: OBNCZXYHSIJOME-POWBFILWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  65
• 可旋转键数：
  9
• 环数：
  9.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  317
• 氢给体数：
  12
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  ampeloside-Bf₁ 反应 1.0h， 以34 mg的产率得到ampeloside Bs₁
  参考文献：
  名称：

  Steroidal saponins from elephant garlic, bulbs of Allium ampeloprasum L.

  摘要：

  From bulbs of Allium ampeloprasum L. (elephant garlic : Liliaceae), a new spirostane-type saponin, named ampeloside Bs1 (7), and two new furostane-type saponins, named ampelosides-Bf1 (8) and -Bf2 (9), were isolated along with a known spirostane-type saponin, the prosapogenin of aginoside (1). The structures of the new saponins (7-9) were established as agigenin 3-O-β-glucopyranosyl(1→3)-β-glucopyranosyl(1→4)-β-galactopyranoside, (25R)-26-O-β-glucopyranosyl-22-hydroxy-5α-furostane-2α, 3β, 6β, 26-tetraol-3-O-β-glucopyranosyl(1→3)-β-glucopyranosyl-(1→4)-β-galactopyranoside and (25R)-26-O-β-glucopyranosyl-22-hydroxy-5α-furostane-2α, 3β, 6β, 26-tetraol-3-O-β-glucopyranosyl(1→4)-β-galactopyranoside, respectively. Antifungal activity of these saponins (1, 7 and 8) is discussed.

  DOI：

  10.1248/cpb.36.3480

文献信息

• Steroidal saponins from elephant garlic, bulbs of Allium ampeloprasum L.
  作者：TOSHINOBU MORITA、TSUYOSHI USHIROGUCHI、NORIHIRO HAYASHI、HIROMICHI MATSUURA、YOICHI ITAKURA、TORU FUWA

  DOI：10.1248/cpb.36.3480

  日期：——

  From bulbs of Allium ampeloprasum L. (elephant garlic : Liliaceae), a new spirostane-type saponin, named ampeloside Bs1 (7), and two new furostane-type saponins, named ampelosides-Bf1 (8) and -Bf2 (9), were isolated along with a known spirostane-type saponin, the prosapogenin of aginoside (1). The structures of the new saponins (7-9) were established as agigenin 3-O-β-glucopyranosyl(1→3)-β-glucopyranosyl(1→4)-β-galactopyranoside, (25R)-26-O-β-glucopyranosyl-22-hydroxy-5α-furostane-2α, 3β, 6β, 26-tetraol-3-O-β-glucopyranosyl(1→3)-β-glucopyranosyl-(1→4)-β-galactopyranoside and (25R)-26-O-β-glucopyranosyl-22-hydroxy-5α-furostane-2α, 3β, 6β, 26-tetraol-3-O-β-glucopyranosyl(1→4)-β-galactopyranoside, respectively. Antifungal activity of these saponins (1, 7 and 8) is discussed.