Acetic acid 7-acetoxy-3-[3,4-diacetoxy-5-(3-methyl-but-2-enyl)-phenyl]-4-oxo-4H-chromen-5-yl ester | 116709-72-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: Acetic acid 7-acetoxy-3-[3,4-diacetoxy-5-(3-methyl-but-2-enyl)-phenyl]-4-oxo-4H-chromen-5-yl ester
• 英文别名: [5-Acetyloxy-3-[3,4-diacetyloxy-5-(3-methylbut-2-enyl)phenyl]-4-oxochromen-7-yl] acetate
• CAS: 116709-72-9
• 化学式: C₂₈H₂₆O₁₀
• 分子量: 522.508
• InChiKey: BQFVDJYAJFCDNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  132
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  西北甘草异黄酮 生成 Acetic acid 7-acetoxy-3-[3,4-diacetoxy-5-(3-methyl-but-2-enyl)-phenyl]-4-oxo-4H-chromen-5-yl ester
  参考文献：
  名称：

  HATANO, TSUTOMU;KAGAWA, HARUMI;YASUHARA, TAEKO;OKUDA, TAKUO, CHEM. AND PHARM. BULL., 36,(1988) N 6, C. 2090-2097

  摘要：

  DOI：

文献信息

• Two new flavonoids and other constituents in licorice root. Their relative astringency and radical scavenging effects.
  作者：TSUTOMU HATANO、HARUMI KAGAWA、TAEKO YASUHARA、TAKUO OKUDA

  DOI：10.1248/cpb.36.2090

  日期：——

  Four compounds, including two new flavonoids, were isolated from Si-pei licorice (licorice from the north-western region of China). The structures of the two new flavonoids, named glycyrrhisoflavanone and glycyrrhisoflavone, were (S)-7, 8'-dihydroxy-2', 2'-dimethyl-5-methoxy-[3, 6'-bi-2H-1-benzopyran]-4(3H)-one (6) and 3-[3, 4-dihydroxy-5-(3-methyl-2-butenyl)phenyl]-5, 7-dihydroxy-4H-1-benzopyran-4-one (9). Glycyrrhisoflavone was found to be one of the tannic substances by the measurement of the binding activity to hemoglobin (relative astringency). Licochalcone B (1) was isolated from the fraction which showed the highest binding activity to hemoglobin among the fractions obtained by centrifugal partition chromatography of the extract of Sinkiang licorice (licorice from Sinkiang in China). Licochalcone B also showed the highest activity as a radical scavenger in the experiment using 1, 1-diphenyl-2-picrylhydrazyl radical, among ten tested compounds obtained from several licorices. The order of the radical scavenging effects was the same as the order of the inhibitory effects on the 5-lipoxygenase-dependent peroxidation in arachidonate metabolism [licochalcone B (1)>licochalcone A (3)>>isoliquiritigenin (14)>liquiritigenin (13)].