benzyl 2-O-(β-D-apiofuranosyl-(1-<2)-β-D-glucopyranosyl)-2,6-dihydroxybenzoate | 1208984-37-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 2-O-(β-D-apiofuranosyl-(1-<2)-β-D-glucopyranosyl)-2,6-dihydroxybenzoate
• 英文别名: benzyl 2-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxybenzoate
• CAS: 1208984-37-5
• 化学式: C₂₅H₃₀O₁₃
• 分子量: 538.505
• InChiKey: GFGZGKHWTURBBM-JQIYKNGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  205
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  benzyl 2-O-(β-D-apiofuranosyl-(1-<2)-β-D-glucopyranosyl)-2,6-dihydroxybenzoate 在 水 、 β-glucosidase 作用下， 反应 23.0h， 以0.6 mg的产率得到benzyl 2,6-dihydroxybenzoate
  参考文献：
  名称：

  Glycosides from Vallaris solanaceae with TRAIL-Resistance-Overcoming Activity

  摘要：

  A new cardenolide glycoside, vallarisoside (1), and a known one, 3 beta-O-(alpha-acofriosyl)-l6-anhydrogitoxigenin (2) along with a new glycoside, benzyl 2-O-beta-apiofuranosyl-(1 -> 2)-beta-D-glucopyranosyl-2, 6-dihydroxy-benzoate (3) were isolated from Vallaris solanaceae. Structures of the isolates were elucidated by 1D and 2D NMR and mass spectroscopic analysis. Of the isolates, vallarisoside (1) showed potent TRAIL-resistance-overcoming activity in human gastric adenocarcinoma (AGS) cells and cell-growth-inhibitory activity against HeLa and SW480 cells.

  DOI：

  10.3987/com-09-s(s)52