2-(3,4-dimethoxyphenyl)-4H-chromen-4-one

• ChemBase编号: 154775
• 分子式: C17H14O4
• 平均质量: 282.29066
• 单一同位素质量: 282.08920893
• SMILES: COc1ccc(cc1OC)c1cc(=O)c2ccccc2o1
• Canonical SMILES: COc1cc(ccc1OC)c1cc(=O)c2c(o1)cccc2
• InChI: InChI=1S/C17H14O4/c1-19-15-8-7-11(9-17(15)20-2)16-10-13(18)12-5-3-4-6-14(12)21-16/h3-10H,1-2H3
• InChIKey: ZGHORMOOTZTQFL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dimethoxyphenyl)-4H-chromen-4-one
• IUPAC传统名: 2-(3,4-dimethoxyphenyl)chromen-4-one
• 别名: 3',4'-二甲氧基黄酮; 3',4'-Dimethoxyflavone; 2-(3,4-Dimethoxyphenyl)chromen-4-one; 3′,4′-DMF; 3′,4′-Dimethoxyflavone

登记号

• CAS号: 4143-62-8
• MDL号: MFCD00143009
• Beilstein号: 236749
• PubChem SID: 162248913
• PubChem CID: 688674

理论计算性质

• Acid pKa: 15.675329
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 2.6520426
• LogD (pH = 7.4): 2.6520426
• Log P: 2.6520426
• 摩尔折射率: 79.8976 cm^3
• 极化性: 30.30054 Å^3
• 极化表面积: 44.76 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥20 mg/mL
• 外观: white to off-white powder
• 熔点: 154-155°C

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
• TSCA收录: 否
• 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
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC); 97%
• Empirical Formula (Hill Notation): C17H14O4
• 分类: Derivatives & analogs of Natural Compounds

详细说明

Sigma Aldrich - D6571

Biochem/physiol Actions
3′,4′-dimethoxyflavone is a competitive antagonist of the AhR that inhibits AhR-mediated induction of CYP1A1, and also displays antiestrogen activity in breast tumor cell lines. The compound blocks transformation of the cytosolic AhR complex, and formation of nuclear AhR complexes.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D6571.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.