8-(dimethylamino)-7-methyl-10-(2,3,4,5-tetrahydroxypentyl)-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione

• ChemBase编号: 177603
• 分子式: C18H23N5O6
• 平均质量: 405.40512
• 单一同位素质量: 405.16483348
• SMILES: c1(c(cc2c(c1)n(c1c(n2)c(=O)[nH]c(=O)n1)CC(C(C(CO)O)O)O)C)N(C)C
• Canonical SMILES: OCC(C(C(Cn1c2cc(N(C)C)c(cc2nc2c1nc(=O)[nH]c2=O)C)O)O)O
• InChI: InChI=1S/C18H23N5O6/c1-8-4-9-11(5-10(8)22(2)3)23(6-12(25)15(27)13(26)7-24)16-14(19-9)17(28)21-18(29)20-16/h4-5,12-13,15,24-27H,6-7H2,1-3H3,(H,21,28,29)
• InChIKey: IGQLDUYTWDABFK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-(dimethylamino)-7-methyl-10-(2,3,4,5-tetrahydroxypentyl)-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione
• IUPAC传统名: 8-(dimethylamino)-7-methyl-10-(2,3,4,5-tetrahydroxypentyl)-3H-benzo[g]pteridine-2,4-dione
• 别名: 8-Demethyl-8-(dimethylamino)riboflavin; 8-Dimethylaminoriboflavin; Roseoflavine; Roseoflavin

登记号

• CAS号: 51093-55-1
• PubChem SID: 164233513
• PubChem CID: 170973

理论计算性质

• Acid pKa: 6.970511
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -1.3525953
• LogD (pH = 7.4): -1.8762378
• Log P: -1.3219178
• 摩尔折射率: 105.6558 cm^3
• 极化性: 38.550694 Å^3
• 极化表面积: 158.29 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO
• 外观: Dark Reddish/Brown Crystalline Solid
• 熔点: 276-278°C

安全信息

• 保存条件: Amber Vial, -20°C Freezer

详细说明

Toronto Research Chemicals - R685000

An analog known to compete with Riboflavin in Lactobacillus casei. Riboflavin kinase substrate and inhibitor.

参考文献

• Miroux, B., et al.: J. Mol. Biol., 260, 289 (1996)
• Gauden, M., et al.: Biochemistry, 44, 3653 (1996)
• Meissner, B., et al.: J. Biol. Chem., 282, 33142 (1996)
• Grill, S., et al.: J. Bacteriol., 190, 1546 (1996)