5-O-methylquercetin tetraacetate | 1592-67-2

• 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: 5-O-methylquercetin tetraacetate
• 英文别名: 3,7-Diacetoxy-2-(3,4-diacetoxy-phenyl)-5-methoxy-4H-chromen-4-on；Azaleatintetraacetat；3,7-diacetoxy-2-(3,4-diacetoxy-phenyl)-5-methoxy-chromen-4-one；3,7-Diacetoxy-2-(3,4-diacetoxy-phenyl)-5-methoxy-chromen-4-on；[2-Acetyloxy-4-(3,7-diacetyloxy-5-methoxy-4-oxochromen-2-yl)phenyl] acetate
• CAS: 1592-67-2
• 化学式: C₂₄H₂₀O₁₁
• 分子量: 484.416
• InChiKey: USUAKJUTAGITPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  盐酸 、 5-O-methylquercetin tetraacetate 、 溶剂黄146 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Kubota; Perkin, Journal of the Chemical Society, 1925, vol. 127, p. 1895

  摘要：

  DOI：
• 作为产物：
  描述：

  重氮甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 作用下， 生成 5-O-methylquercetin tetraacetate
  参考文献：
  名称：

  Kubota; Perkin, Journal of the Chemical Society, 1925, vol. 127, p. 1895

  摘要：

  DOI：

文献信息

• Plant Polyphenols. IV. Migration of Acetyl Groups during Alkylation of the Partial Acetates of Flavonoid Compounds
  作者：Leonard Jurd、L. A. Rolle

  DOI：10.1021/ja01553a053

  日期：1958.10
• Methylation of Dihydroquercetin Acetates:  Synthesis of 5-<i>O</i>-Methyldihydroquercetin
  作者：Eberhard Kiehlmann、Peter W. Slade

  DOI：10.1021/np034005w

  日期：2003.12.1

  The major products of methylation of dihydroquercetin (1, dhq) with diazomethane have been identified as 7-O-methyldhq (9), 7,3'-di-0-methyldhq (10), 7,4'-di-O-methyldhq (11), and 7,3',4'-tri-O-methyldhq (2). With dhq 3,7,3',4'-tetraacetate (6), dhq 3,5,3',4'-tetraacetate (5), dhq 3,3',4'-triacetate (7), dhq 7,3',4'triacetate (8), and dhq 3-acetate (4) the same reaction affords mainly 5-O-methyldhq 3,7,3',4'-tetraacetate (15), 7-O-methyldhq 3,5,3',4'-tetraacetate (13), 7-O-methyldhq 3,3',4'-triacetate (14), 5-O-methyldhq 7,3',4'triacetate (25), and 7-O-methyldhq 3-acetate (12), respectively. The methylation of 8 is accompanied by intermolecular acetyl migration from phenolic oxygen to the hydroxy group of the heterocyclic ring. 5-O-Methyldhq (28) is accessible by deacetylation of 25. 5,7-Di-O-methyldhq (29), four known methyl ethers, 13 new and three known methyl ether acetates of dhq, and six new isomers with 2,3-cis stereochemistry were spectroscopically identified.
• [EN] ACYLATED ACTIVE AGENTS AND METHODS OF THEIR USE FOR THE TREATMENT OF METABOLIC DISORDERS AND NONALCOHOLIC FATTY LIVER DISEASE<br/>[FR] AGENTS ACTIFS ACYLÉS ET LEURS PROCÉDÉS D'UTILISATION POUR LE TRAITEMENT DE TROUBLES MÉTABOLIQUES ET D'UNE STÉATOSE HÉPATIQUE NON ALCOOLIQUE
  申请人：FLAGSHIP PIONEERING INNOVATIONS V INC

  公开号：WO2021113620A1

  公开（公告）日：2021-06-10

  Disclosed herein are acylated active agents (e.g., acylated hydroxybenzoic acid), compositions containing them, unit dosage forms containing them, and methods of their use, e.g., for treating a metabolic disorder or nonalcoholic fatty liver disease or for modulating a metabolic marker or nonalcoholic fatty liver disease marker.