4-O-(6-O-p-hydroxybenzoyl-β-D-glucopyranosyl)-p-hydroxybenzoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 4-O-(6-O-p-hydroxybenzoyl-β-D-glucopyranosyl)-p-hydroxybenzoic acid
• 英文别名: 4-O-(6-O-(4-hydroxybenzoyl)-β-D-glucopyranosyl)oxybenzoic acid；1-dehydroxy-1-carboxylbreynioside A；4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(4-hydroxybenzoyl)oxymethyl]oxan-2-yl]oxybenzoic acid
• 化学式: C₂₀H₂₀O₁₀
• 分子量: 420.373
• InChiKey: VKVJCJMFRISAMN-ISIBIEBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  163
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  violdelphin 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 4-O-(6-O-p-hydroxybenzoyl-β-D-glucopyranosyl)-p-hydroxybenzoic acid 、 deacylated anthocyanin
  参考文献：
  名称：

  The anthocyanin responsible for purplish blue flower colour of Aconitum chinense

  摘要：

  The anthocyanin in the purplish blue flowers of Aconitum chinense was identified as delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl) -beta-D-glucosyl)oxybenzoyl-beta-D-glucoside), violdelphin by means of chromatography, FAB-MS including MS-MS, H-1 and C-13 NMR. The anthocyanin is stable in neutral or slightly acidic aqueous solution and the absorption spectra in the pH range of 4.0-6.2 exhibited three characteristic bands at 534, 569 and 620 nm, which are practically identical with those of purplish blue petals of A. chinense. Thus the purplish blue flower colour is manifested by intramolecular co-pigmentation of the anthocyanin.

  DOI：

  10.1016/s0031-9422(00)89784-8

文献信息

• Structure of cynanodelphin, a tetra-p-hydroxybenzoated anthocyanin from blue flower of delphinium hybridum
  作者：Tadao Kondo、Kanako Suzuki、Kumi Yoshida、Kaori Oki、Minoru Ueda、Minoru Isobe、Toshio Goto

  DOI：10.1016/0040-4039(91)80173-4

  日期：1991.10

  Structure of cyanodelphin from blue petals of Delphinium hybridum was determined. It contains delphinidin nucleus, four molecules of p-hydroxybenzoic acid and seven molecules of hexoses.

  确定了从翠雀的蓝色花瓣中提取的氰基海豚的结构。它包含飞燕草素核，四个分子的对羟基苯甲酸和七个分子的己糖。
• The anthocyanin responsible for purplish blue flower colour of Aconitum chinense
  作者：Kosaku Takeda、Syuji Sato、Hiromitsu Kobayashi、Yoko Kanaitsuka、Mariko Ueno、Takeshi Kinoshita、Hiroyuki Tazaki、Takane Fujimori

  DOI：10.1016/s0031-9422(00)89784-8

  日期：1994.6

  The anthocyanin in the purplish blue flowers of Aconitum chinense was identified as delphinidin 3-rutinoside-7-O-(6-O-(4-(6-O-(4-hydroxybenzoyl) -beta-D-glucosyl)oxybenzoyl-beta-D-glucoside), violdelphin by means of chromatography, FAB-MS including MS-MS, H-1 and C-13 NMR. The anthocyanin is stable in neutral or slightly acidic aqueous solution and the absorption spectra in the pH range of 4.0-6.2 exhibited three characteristic bands at 534, 569 and 620 nm, which are practically identical with those of purplish blue petals of A. chinense. Thus the purplish blue flower colour is manifested by intramolecular co-pigmentation of the anthocyanin.