methyl oleanate-(3)-<α-L-arabinofuranosyl-(1->4)>-<β-D-galactopyranosyl-(1->2)>-methyl-(β-D-glucopyranosid)uronate | 77808-67-4

• 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: methyl oleanate-(3)-<α-L-arabinofuranosyl-(1->4)>-<β-D-galactopyranosyl-(1->2)>-methyl-(β-D-glucopyranosid)uronate
• 英文别名: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-methoxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• CAS: 77808-67-4
• 化学式: C₄₉H₇₈O₁₈
• 分子量: 955.148
• InChiKey: PLZRSHBDUZLMPJ-YTQILGASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  67
• 可旋转键数：
  12
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  270
• 氢给体数：
  8
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  methyl oleanate-(3)-<α-L-arabinofuranosyl-(1->4)>-<β-D-galactopyranosyl-(1->2)>-methyl-(β-D-glucopyranosid)uronate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Takabe, Seiichi; Takeda, Tadahiro; Ogihara, Yukio, Journal of Chemical Research, Miniprint, 1981, # 1, p. 167 - 175

  摘要：

  DOI：
• 作为产物：
  描述：

  β-D-glucopyranosyl oleanate-(3)-<α-L-arabinofuranosyl-(1->4)>-<β-D-galactopyranosyl-(1->2)>-methyl-(β-D-glucopyranosid)uronate 在 氢氧化钾 作用下， 以 正丁醇 为溶剂， 反应 5.0h， 生成 methyl oleanate-(3)-<α-L-arabinofuranosyl-(1->4)>-<β-D-galactopyranosyl-(1->2)>-methyl-(β-D-glucopyranosid)uronate
  参考文献：
  名称：

  Triterpenoid glycosides from the roots of Tetrapanax papyriferum K. Koch. III. Structures of four new saponins.

  摘要：

  从 Tetrapanax papyriferum K. KOCH.KOCH.其特征为 β-D-吡喃葡萄糖齐墩果酸酯-(3)-[α-L-阿拉伯呋喃糖基-(1→4)]-[β-D-吡喃半乳糖基-(1→2)]-甲基-(β-D-吡喃葡萄糖苷) 尿酸酯 (1)、α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl oleanate-(3)-α-L-arabinofuranosyl-(1→4)-methyl-(β-D-glucopyranosid) uronate (2)、β-D-glucopyranosyl oleanate-(3)-β-D-galactopyranosyl-(1→2)-methyl-(β-D-glucopyranosid) uronate (3)，甲基 oleanate-(3)-[α-L-arabinofuranosyl-(1→4)]-[β-D-galactopyranosyl-(1→2)]-methyl-(β-D-glucopyranosid) uronate (4)、根据化学和光谱证据，还发现了β-谷甾醇 β-D-吡喃葡萄糖苷（5）和齐墩果酸-(3)-β-D-吡喃半乳糖基-(1→2)-β-D-吡喃岩藻糖苷（6）。

  DOI：

  10.1248/cpb.33.4701

文献信息

• Triterpenoid glycosides from the roots of Tetrapanax papyriferum K. Koch. III. Structures of four new saponins.
  作者：SEIICHI TAKABE、TADAHIRO TAKEDA、YINGJIE CHEN、YUKIO OGIHARA

  DOI：10.1248/cpb.33.4701

  日期：——

  Six compounds were isolated from the roots of Tetrapanax papyriferum K. KOCH. and characterized as β-D-glucopyranosyl oleanate-(3)-[α-L-arabinofuranosyl-(1→4)]-[β-D-galactopyranosyl-(1→2)]-methyl-(β-D-glucopyranosid) uronate (1), α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl oleanate-(3)-α-L-arabinofuranosyl-(1→4)-methyl-(β-D-glucopyranosid) uronate (2), β-D-glucopyranosyl oleanate-(3)-β-D-galactopyranosyl-(1→2)-methyl-(β-D-glucopyranosid) uronate (3), methyl oleanate-(3)-[α-L-arabinofuranosyl-(1→4)]-[β-D-galactopyranosyl-(1→2)]-methyl-(β-D-glucopyranosid) uronate (4), β-sitosterol β-D-glucopyranoside (5) and oleanolic acid-(3)-β-D-galactopyranosyl-(1→2)-β-D-fucopyranoside (6) on the bases of chemical and spectroscopic evidence.

  从 Tetrapanax papyriferum K. KOCH.KOCH.其特征为 β-D-吡喃葡萄糖齐墩果酸酯-(3)-[α-L-阿拉伯呋喃糖基-(1→4)]-[β-D-吡喃半乳糖基-(1→2)]-甲基-(β-D-吡喃葡萄糖苷) 尿酸酯 (1)、α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl oleanate-(3)-α-L-arabinofuranosyl-(1→4)-methyl-(β-D-glucopyranosid) uronate (2)、β-D-glucopyranosyl oleanate-(3)-β-D-galactopyranosyl-(1→2)-methyl-(β-D-glucopyranosid) uronate (3)，甲基 oleanate-(3)-[α-L-arabinofuranosyl-(1→4)]-[β-D-galactopyranosyl-(1→2)]-methyl-(β-D-glucopyranosid) uronate (4)、根据化学和光谱证据，还发现了β-谷甾醇 β-D-吡喃葡萄糖苷（5）和齐墩果酸-(3)-β-D-吡喃半乳糖基-(1→2)-β-D-吡喃岩藻糖苷（6）。
• Takabe, Seiichi; Takeda, Tadahiro; Ogihara, Yukio, Journal of Chemical Research, Miniprint, 1981, # 1, p. 167 - 175
  作者：Takabe, Seiichi、Takeda, Tadahiro、Ogihara, Yukio、Yamasaki, Kazuo

  DOI：——

  日期：——