2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-chromen-4-one

• ChemBase编号: 154688
• 分子式: C16H12O7
• 平均质量: 316.26228
• 单一同位素质量: 316.05830272
• SMILES: COc1c(=O)c2c(cc(cc2oc1c1ccc(c(c1)O)O)O)O
• Canonical SMILES: COc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3
• InChIKey: WEPBGSIAWZTEJR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-chromen-4-one
• IUPAC传统名: quercetin 3-methyl ether
• 别名: 3-Methoxy-3',4',5,7-tetrahydroxyflavone; 3-Methylquercetin; 3-Methylquercetol; 3',4',5,7-Tetrahydroxy-3-methoxyflavone; 5,7,3',4'-Tetrahydroxy-3-methoxyflavone; NSC 154016; Quercetin 3-Methyl Ether; Quercetin-3-O-methyl Ether; 3-O-Methyl Quercetin; 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-1-benzopyran-4-one; 5,7,3′ ,4′ -Tetrahydroxy-3-methoxyflavone; Quercetin 3-O-methyl ether; 3-O-Methylquercetin

登记号

• CAS号: 1486-70-0
• MDL号: MFCD00210588
• Beilstein号: 324509
• PubChem SID: 162248826
• PubChem CID: 5280681

理论计算性质

• Acid pKa: 6.3780603
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): 2.2153401
• LogD (pH = 7.4): 1.1200694
• Log P: 2.269127
• 摩尔折射率: 81.6134 cm^3
• 极化性: 30.312017 Å^3
• 极化表面积: 116.45 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Yellow powder

安全信息

• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310

产品相关信息

• 纯度: ≥97% (HPLC); 98.5
• Empirical Formula (Hill Notation): C16H12O7

详细说明

Toronto Research Chemicals - M326545

A metabolite of the flavanoid Quercetin (Q509500) with inhibitory activity on lipopolysaccharide-induced activation of macrophage U937 cells.

参考文献

• Okoko, T. et al.: Food Chem. Toxicol., 47, 809 (2009)
• Duenas, M. et al.: Eur. Food Res. Technol., 232, 103 (2009)
• Marzouk, M. et al.: Phytochem., 52, 943 (2009)