gitogenin 3-O-3)-O-β-D-glucopyranosyl-(1->2)-O-<β-D-xylopyranosyl-(1->3)>-O-β-D-glucopyranosyl-(1->4)-β-D-galactopyranoside>

• 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: gitogenin 3-O-3)-O-β-D-glucopyranosyl-(1->2)-O-<β-D-xylopyranosyl-(1->3)>-O-β-D-glucopyranosyl-(1->4)-β-D-galactopyranoside>
• 英文别名: yayoisaponin A；alliporin；(25R)-5α-spirostan-2α,3β-diol 3-O-[β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->3)]-β-D-glucopyranosyl-(1->4)]-β-D-galactopyranoside；(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₅₆H₉₂O₂₈
• 分子量: 1213.33
• InChiKey: ZRLAEAFHLAFLKB-QTHVUAHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  84
• 可旋转键数：
  14
• 环数：
  11.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  434
• 氢给体数：
  16
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  gitogenin 3-O-3)-O-β-D-glucopyranosyl-(1->2)-O-<β-D-xylopyranosyl-(1->3)>-O-β-D-glucopyranosyl-(1->4)-β-D-galactopyranoside> 在 β-glucosidase 作用下， 以 水 为溶剂， 反应 10.0h， 以35.8 mg的产率得到乙基N-{[{[(2,2-二甲基-2,3-二氢-1-苯并呋喃-7-基)氧代]羰基}(甲基)氨基]硫烷基}-N-己基-β-丙氨酸酸酯
  参考文献：
  名称：

  Steroidal glycosides of gitogenin from Allium rotundum

  摘要：

  通过对薤白花序和花茎中提取的总物质进行分馏，分离出了两种新的甾体苷。根据化学转化、物理常数和光谱数据，确定其结构为 26-O-β-D-吡喃葡萄糖基-(25R)-5α-呋喃甾2α,3β,22α、26-tetraol 3-O-β-D-glucopyranosyl-(1 → 2)[β-D-xylopyranosyl-(1 → 3)]-β-D-glucopyranosyl(1 → 4)-β-D-galactopyranoside (2) 和 (25R)-5α-spirostan-2α、3β-diol 3-O-β-D-吡喃葡萄糖基-(1 → 3)-βD-吡喃葡萄糖基-(1 → 2)-[β-D-吡喃木糖基-(1 → 3)]-β-D-吡喃葡萄糖基-(1 → 4)-β-D-吡喃半乳糖苷 (3)。

  DOI：

  10.1007/s10600-012-0164-x

文献信息

• Steroidal glycosides of gitogenin from Allium rotundum
  作者：M. R. Maisashvili、Dzh. K. Kuchukhidze、V. S. Kikoladze、L. N. Gvazava

  DOI：10.1007/s10600-012-0164-x

  日期：2012.3

  Two new steroidal glycosides were isolated by fractionation of total extracted substances from inflorescences and flower stalks of Allium rotundum (Alliaceae). The structures were determined on the basis of chemical transformations, physical constants, and spectral data as 26-O-β-D-glucopyranosyl-(25R)-5α-furostan2α,3β,22α,26-tetraol 3-O-β-D-glucopyranosyl-(1 → 2)[β-D-xylopyranosyl-(1 → 3)]-β-D-glucopyranosyl(1 → 4)-β-D-galactopyranoside (2) and (25R)-5α-spirostan-2α,3β-diol 3-O-β-D-glucopyranosyl-(1 → 3)-βD-glucopyranosyl-(1 → 2)-[β-D-xylopyranosyl-(1 → 3)]-β-D-glucopyranosyl-(1 → 4)-β-D-galactopyranoside (3).

  通过对薤白花序和花茎中提取的总物质进行分馏，分离出了两种新的甾体苷。根据化学转化、物理常数和光谱数据，确定其结构为 26-O-β-D-吡喃葡萄糖基-(25R)-5α-呋喃甾2α,3β,22α、26-tetraol 3-O-β-D-glucopyranosyl-(1 → 2)[β-D-xylopyranosyl-(1 → 3)]-β-D-glucopyranosyl(1 → 4)-β-D-galactopyranoside (2) 和 (25R)-5α-spirostan-2α、3β-diol 3-O-β-D-吡喃葡萄糖基-(1 → 3)-βD-吡喃葡萄糖基-(1 → 2)-[β-D-吡喃木糖基-(1 → 3)]-β-D-吡喃葡萄糖基-(1 → 4)-β-D-吡喃半乳糖苷 (3)。