betavulgaroside I

• 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: betavulgaroside I
• 英文别名: achyranthoside B；(2S,3R,4aS,5S,7R,8R,8aR)-7-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-2-(carboxymethoxy)-3,8-dihydroxy-2,4a,5,7,8,8a-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylic acid
• 化学式: C₄₇H₇₀O₂₀
• 分子量: 955.061
• InChiKey: UOGGJUUNBPSGHY-YMWFORGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  67
• 可旋转键数：
  11
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  315
• 氢给体数：
  9
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  betavulgaroside I 在 硫酸 作用下， 生成 齐墩果酸 beta-D-吡喃葡萄糖基酯
  参考文献：
  名称：

  Betavulgarosides I, II, III, IV, and V, Hypoglycemic Glucuronide Saponins from the Roots and Leaves of Beta vulgaris L. (Sugar Beet)

  摘要：

  Five glucuronide saponins named betavulgarosides I, II, III, IV, and V were isolated from the roots and leaves of Beta vulgaris L. (Sugar beet). Their structures were elucidated on the basis of chemical and physicochemical evidence. Betavulgarosides II, III, and IV and the prosapogenol (6) were found to exhibit hypoglycemic effect on oral glucose tolerance test in rats.

  DOI：

  10.3987/com-95-7111
• 作为产物：
  描述：

  betavulgaroside I 1'''-methyl ester 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 betavulgaroside I
  参考文献：
  名称：

  Betavulgarosides I, II, III, IV, and V, Hypoglycemic Glucuronide Saponins from the Roots and Leaves of Beta vulgaris L. (Sugar Beet)

  摘要：

  Five glucuronide saponins named betavulgarosides I, II, III, IV, and V were isolated from the roots and leaves of Beta vulgaris L. (Sugar beet). Their structures were elucidated on the basis of chemical and physicochemical evidence. Betavulgarosides II, III, and IV and the prosapogenol (6) were found to exhibit hypoglycemic effect on oral glucose tolerance test in rats.

  DOI：

  10.3987/com-95-7111

文献信息

• Medicinal Foodstuffs. III. Sugar Beet. (1): Hypoglycemic Oleanolic Acid Oligoglycosides, Betavulgarosides I,II,III, and IV, from the Root of Beta vulgaris L.(Chenopodiaceae).
  作者：Masayuki YOSHIKAWA、Toshiyuki MURAKAMI、Masashi KADOYA、Hisashi MATSUDA、Osamu MURAOKA、Johji YAMAHARA、Nobutoshi MURAKAMI

  DOI：10.1248/cpb.44.1212

  日期：——

  Betavulgarosides I, II, III, and IV, oleanolic acid oligoglycosides having an unique acidic substituent, were isolated from the root of Beta vulgaris L. (sugar beet) together with betavulgarosides VI, VII, and VIII. The chemical structures of betavulgarosides I, II, III, and IV were identified from chemical and physicochemical evidence. Betavulgarosides II, III and IV were found to exhibit hypoglycemic activity in an oral glucose tolerance test in rats.

  从甜菜（Beta vulgaris L.）的根中分离出了具有独特酸性取代基的齐墩果酸低聚糖苷I、II、III和IV，以及齐墩果酸低聚糖苷VI、VII和VIII。通过化学和物理化学证据确定了齐墩果酸低聚糖苷I、II、III和IV的化学结构。在老鼠的口服葡萄糖耐量测试中，齐墩果酸低聚糖苷II、III和IV表现出降糖活性。