apigenin 7-O-[3''-O-trans-p-coumaroyl]-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: apigenin 7-O-[3''-O-trans-p-coumaroyl]-β-D-glucopyranoside
• 英文别名: apigenin-7-O-[4''-O-trans-p-coumaroyl]-β-D-glucopyranoside；apigenin 7-O-(3'-O-E-p-coumaroyl)-β-D-glucopyranoside；apigenin-7-O-β-(3"-p-coumaryl)glucoside；apigenin 7-(3'-ρ-coumaroylglucoside)；[(2S,3R,4S,5R,6R)-3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• 化学式: C₃₀H₂₆O₁₂
• 分子量: 578.529
• InChiKey: JEOJQDYZOZKMAG-GWCBZLGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  192
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  apigenin 7-O-[3''-O-trans-p-coumaroyl]-β-D-glucopyranoside 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 4-香豆酸 、 德国春黄菊油
  参考文献：
  名称：

  Stachysetin, a diapigenin-7-glucoside-p,p′-dihydroxy-truxinate from Stachys aegyptiaca

  摘要：

  Aerial parts of Stachys aegyptiaca contain the unique acylated flavonoid, diapigenin-7-O-(6''-trans,6''-cis-p,p'-dihydroxy-mu-truxinyl)glucoside, stachysetin, and the hitherto unknown, apigenin 7-O-(3''-p-coumaryl)glucoside. In addition, the known compounds, apigenin 7-O-(6''-p-coumaryl)glucoside and naringenin were also identified. Structures were established by conventional methods of analysis and confirmed by H-1, C-13 NMR and mass spectral analysis. 2D-chemical shift correlation NMR was also used in the case of the new flavonoids.

  DOI：

  10.1016/0031-9422(95)00395-n

文献信息

• Stachysetin, a diapigenin-7-glucoside-p,p′-dihydroxy-truxinate from Stachys aegyptiaca
  作者：Mohamed A. El-Ansari、Mahmoud A. Nawwar、Nabiel A.M. Saleh

  DOI：10.1016/0031-9422(95)00395-n

  日期：1995.11

  Aerial parts of Stachys aegyptiaca contain the unique acylated flavonoid, diapigenin-7-O-(6''-trans,6''-cis-p,p'-dihydroxy-mu-truxinyl)glucoside, stachysetin, and the hitherto unknown, apigenin 7-O-(3''-p-coumaryl)glucoside. In addition, the known compounds, apigenin 7-O-(6''-p-coumaryl)glucoside and naringenin were also identified. Structures were established by conventional methods of analysis and confirmed by H-1, C-13 NMR and mass spectral analysis. 2D-chemical shift correlation NMR was also used in the case of the new flavonoids.