[(2R,3R,4R,5R)-3,4,5-triacetyloxy-5-cyanopentan-2-yl] acetate | 65700-89-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(2R,3R,4R,5R)-3,4,5-triacetyloxy-5-cyanopentan-2-yl] acetate
• CAS: 65700-89-2
• 化学式: C₁₄H₁₉NO₈
• 分子量: 329.307
• InChiKey: MMUJVSPMJDQIMU-HTXXDJJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-O-{β-D-xylopyranosyl-(1->3)-[β-D-xylopyranosyl(1->2)]-β-D-glucopyranosyl(1->4)-[α-L-rhamnopyranosyl(1->2)]-β-D-galactopyranosy}-26-O-β-D-glucopyranosyl-5a-furostan-12-one-(25R)-22-methoxy-3β,26-diol 、 乙酸酐 在 盐酸 、 水 、 吡啶 、 盐酸羟胺 作用下， 反应 3.0h， 生成 tetra-O-acetyl-D-xylonic acid nitrile 、 2,3,4,5,6-pentaacetoxy-D-glucononitrile 、 penta-O-acetyl-D-galactonic acid nitrile 、 [(2R,3R,4R,5R)-3,4,5-triacetyloxy-5-cyanopentan-2-yl] acetate
  参考文献：
  名称：

  Five furostanol saponins from fruits of Tribulus terrestris and their cytotoxic activities

  摘要：

  Two new furostanol saponins, terrestroside A, 3-O-{-D-xylopyranosyl-(1 3)-[-D-xylopyranosyl(1 2)]--D-glucopyranosyl(1 4)-[-L-rhamnopyranosyl(1 2)]--D-galactopyranosy}-26-O--D-glucopyranosyl-L-5a-furost-20(22)-en-(25R)-3,26-diol (1) and terrestroside B, 3-O-{-D-xylopyran-osyl(1 3)-[-D-xylopyranosyl(1 2)]--D-glucopyranosyl(1 4)-[-L-rhamnopyranosyl-(1 2)]--D-galactopyranosy}-26-O--D-glucopyranosyl-5a-furostan-12-one-(25R)-22-methoxy-3,26-diol (2), together with three known compounds, chloromaloside E (3), terrestrinin B (4) and terrestroneoside A (5) were isolated from the dry fruits of Tribulus terrestris. Furthermore, the inhibitory effects of the compounds on tumour cells were evaluated, and compounds 1-5 showed potential anti-tumour activity.

  DOI：

  10.1080/14786410902940990