5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

• ChemBase编号: 73004
• 分子式: C16H12O6
• 平均质量: 300.26288
• 单一同位素质量: 300.0633881
• SMILES: c1(cc(c2c(c1)oc(cc2=O)c1ccc(c(c1)O)OC)O)O
• Canonical SMILES: COc1ccc(cc1O)c1cc(=O)c2c(o1)cc(cc2O)O
• InChI: InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3
• InChIKey: MBNGWHIJMBWFHU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
• IUPAC传统名: diosmetin; 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
• 别名: Luteolin 4-methyl ether; Diosmetin(Luteolin 4-methyl ether); Luteolin 4'-methyl ether; Diosmetin; 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one; ′,5,7-Trihydroxy-4′-methoxyflavone; 4′-Methylluteolin; 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one; Luteolin 4′-methyl ether; Diosmetin; Salinigricoflavonol; Vitamin P

登记号

• CAS号: 520-34-3
• EC号: 208-291-8
• MDL号: MFCD00017425
• Beilstein号: 294492
• PubChem SID: 162037924
• PubChem CID: 5281612
• CHEMBL: 90568
• Chemspider ID: 4444931
• 美国药典/FDA物质标识码: TWZ37241OT
• 维基百科标题: Diosmetin

理论计算性质

• Acid pKa: 6.637302
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): 2.5186806
• LogD (pH = 7.4): 1.7277517
• Log P: 2.549018
• 摩尔折射率: 79.3771 cm^3
• 极化性: 29.651005 Å^3
• 极化表面积: 96.22 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

• 溶解度: DMSO: soluble1 mg/mL, clear, light yellow to yellow
• 外观: light yellow to yellow

安全信息

• 保存条件: -20°C
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

药理学性质

• 生物活性机理: Antioxidant

产品相关信息

• 纯度: ≥95% (HPLC); ≥98% (HPLC)
• 级别: analytical standard
• 成盐信息: Free Base
• 生物来源: Isol. from aerial parts of Valeriana spp., leaves of Digitalis spp., peel of lemon (Citrus limon) and others
• 有效期: (limited shelf life, expiry date on the label)
• 应用领域: Antioxidant
• Empirical Formula (Hill Notation): C16H12O6

详细说明

Selleck Chemicals - S2380

Research Area: Cancer
Biological Activity:
Diosmetin (Luteolin 4-methyl ether) is a bioflavonoid found in spearmint, oregano, and many other plants. Like all bioflavonoids, diosmetin helps maintain normal capillary permeability and fragility. Diosmetin is called a bioflavonoid because of its chemical structure which is similar to the chemical structure of flavones, as well as for its biological activity. [1,2]

Sigma Aldrich - D7321

Biochem/physiol Actions
Flavonoid from Citrus limon. Antioxidant. Inhibits carcinogen activation by inhibiting the CYP1A1 enzyme.1

Sigma Aldrich - 90985

Biochem/physiol Actions
Flavonoid from Citrus limon. Antioxidant. Inhibits carcinogen activation by inhibiting the CYP1A1 enzyme.1

参考文献

• http://en.wikipedia.org/wiki/Diosmetin
• Oustrin, J. et al., Arzneim.-Forsch., 1977, 27, 1688