3-(3,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one

• ChemBase编号: 156804
• 分子式: C15H10O5
• 平均质量: 270.2369
• 单一同位素质量: 270.05282342
• SMILES: c1cc(c(cc1c1coc2cc(ccc2c1=O)O)O)O
• Canonical SMILES: Oc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H
• InChIKey: DDKGKOOLFLYZDL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(3,4-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one
• IUPAC传统名: 3',4',7-trihydroxyisoflavone
• 别名: 3',4',7-三羟基异黄酮; 3',4',7-Trihydroxyisoflavone; 3′,4′,7-Trihydroxyisoflavone; 3-(3,4-Dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one; 3',4',7-Trihydroxyisoflavone

登记号

• CAS号: 485-63-2
• MDL号: MFCD00143002
• Beilstein号: 251800
• PubChem SID: 162250941
• PubChem CID: 5284648

理论计算性质

• Acid pKa: 6.475111
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 2.383449
• LogD (pH = 7.4): 1.4578047
• Log P: 2.4268725
• 摩尔折射率: 71.6829 cm^3
• 极化性: 27.107475 Å^3
• 极化表面积: 86.99 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMF; Ethanol; Methanol
• 外观: Off-White Solid
• 熔点: 278-281°C dec.; 280-282°C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Store in Freezer
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥97.0% (TLC); 97%
• Empirical Formula (Hill Notation): C15H10O5

详细说明

Sigma Aldrich - 91953

General description
Major metabolite of daidzein in bacteria.1 Inhibits EGF-induced neoplastic transformation and proliferation of cultured mouse epidermal cells, acting through cyclin-dependent kinases and phosphatidylinositol 3-kinase (PI3K) inhibition.2

Toronto Research Chemicals - T795200

Inhibits β-galactosidase enzyme.

参考文献

• Biosci. Biotechnol. Biochem., 57(1)
• 107 (1993)