5-[O-β-D-apiofuranosyl-(1->6)-O-β-D-glucopyranosyl]methyl gentisate | 1346171-02-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-[O-β-D-apiofuranosyl-(1->6)-O-β-D-glucopyranosyl]methyl gentisate
• 英文别名: saccharumoside C；methyl 5-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-hydroxybenzoate
• CAS: 1346171-02-5
• 化学式: C₁₉H₂₆O₁₃
• 分子量: 462.408
• InChiKey: NIVUGFISTDXAKA-XLBSEFGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 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：

  5-[O-β-D-apiofuranosyl-(1->6)-O-β-D-glucopyranosyl]methyl gentisate 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 D-apiose
  参考文献：
  名称：

  Phenolic Glycosides from Sugar Maple (Acer saccharum) Bark

  摘要：

  Four new phenolic glycosides, saccharumosides A-D (1-4), along with eight known phenolic glycosides, were isolated from the bark of sugar maple (Acer saccharum). The structures of 1-4 were elucidated on the basis of spectroscopic data analysis. All compounds isolated were evaluated for cytotoxicity effects against human colon tumorigenic (HCT-116 and Caco-2) and nontumorigenic (CCD-18Co) cell lines.

  DOI：

  10.1021/np200678n

文献信息

• Phenolic Glycosides from Sugar Maple (<i>Acer saccharum</i>) Bark
  作者：Tao Yuan、Chunpeng Wan、Antonio González-Sarrías、Vamsikrishna Kandhi、Nadja B. Cech、Navindra P. Seeram

  DOI：10.1021/np200678n

  日期：2011.11.28

  Four new phenolic glycosides, saccharumosides A-D (1-4), along with eight known phenolic glycosides, were isolated from the bark of sugar maple (Acer saccharum). The structures of 1-4 were elucidated on the basis of spectroscopic data analysis. All compounds isolated were evaluated for cytotoxicity effects against human colon tumorigenic (HCT-116 and Caco-2) and nontumorigenic (CCD-18Co) cell lines.