(E)-7-O-β-D-glucopyranoside-5-hydroxy-3-(4'-hydroxybenzylidene)chroman-4-one | 1210988-74-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 高异黄酮
• 英文名称: (E)-7-O-β-D-glucopyranoside-5-hydroxy-3-(4'-hydroxybenzylidene)chroman-4-one
• 英文别名: 4'-demethyleucomin 7-O-β-D-glucopyranoside；(3E)-5-hydroxy-3-[(4-hydroxyphenyl)methylidene]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 1210988-74-1
• 化学式: C₂₂H₂₂O₁₀
• 分子量: 446.411
• InChiKey: LXFPGLZWBWQSME-VSVBYZELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (E)-7-O-β-D-glucopyranoside-5-hydroxy-3-(4'-hydroxybenzylidene)chroman-4-one 在 盐酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 D-葡萄糖
  参考文献：
  名称：

  Homoisoflavonoids from the Fibrous Roots of Polygonatum odoratum with Glucose Uptake-Stimulatory Activity in 3T3-L1 Adipocytes

  摘要：

  The EtOAc-soluble fraction of a 90% MeOH extract of the fibrous roots of Polygonatum ocloratum was found to potentiate insulin-stimulated glucose uptake in differentiated 3T3-L1 adipocytes. Bioassay-guided fractionation yielded nine homoisoflavonoids (1-9), four of which were new (1-4), together with an isoflavone glycoside (10) and a flavanone glycoside (11). The structures of new compounds were elucidated on the basis of extensive 1D and 2D NMR spectroscopy, and the absolute configurations were deduced by CD spectra. All 11 compounds showed effects of sensitizing adipocytes for insulin in a cell-based glucose uptake assay using 3T3-L1 adipocytes. The results indicate that homoisoflavonoids may be potential insulin sensitizers.

  DOI：

  10.1021/np900588q