2-{7,8,10-trimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-3-yl}acetic acid

• ChemBase编号: 172424
• 分子式: C15H14N4O4
• 平均质量: 314.29606
• 单一同位素质量: 314.10150495
• SMILES: n1(c(=O)nc2c(c1=O)nc1c(n2C)cc(c(c1)C)C)CC(=O)O
• Canonical SMILES: OC(=O)Cn1c(=O)nc2c(c1=O)nc1c(n2C)cc(c(c1)C)C
• InChI: InChI=1S/C15H14N4O4/c1-7-4-9-10(5-8(7)2)18(3)13-12(16-9)14(22)19(6-11(20)21)15(23)17-13/h4-5H,6H2,1-3H3,(H,20,21)
• InChIKey: GJSCQGXLPDWOMG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-{7,8,10-trimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-3-yl}acetic acid
• IUPAC传统名: {7,8,10-trimethyl-2,4-dioxobenzo[g]pteridin-3-yl}acetic acid
• 别名: 4,10-Dihydro-7,8,10-trimethyl-2,4-dioxobenzo[g]pteridine-3(2H)-acetic Acid; 3-(Carboxymethyl)lumiflavin; Flavin I; N3-Carboxymethyl Lumiflavin; Lumiflavin-3-acetic Acid

登记号

• CAS号: 20227-26-3
• PubChem SID: 164228334
• PubChem CID: 688508

理论计算性质

• Acid pKa: 3.2245898
• 质子受体: 7
• 质子供体: 1
• LogD (pH = 5.5): -0.88794065
• LogD (pH = 7.4): -2.0747905
• Log P: 1.366226
• 摩尔折射率: 83.0699 cm^3
• 极化性: 29.779884 Å^3
• 极化表面积: 102.64 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
• 外观: Brown Solid
• 熔点: >270°C (dec.)

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - L473910

The acetic acid derivative of Lumiflavin (L473900) used in photochemical induced dynamic nuclear polarization (photo-CIDNP) study of flavoproteins. Lumiflavin-3-acetic Acid is also used in the study riboflavin-binding protein interaction.

参考文献

• Van Schagen, C.G. et al.: Biochemistry, 21, 402 (1982)
• Mifflin, T.E. et al.: Arch. Biochem. Biophys., 224, 319 (1982)