1-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

• ChemBase编号: 133349
• 分子式: C6H6N4O3
• 平均质量: 182.13684
• 单一同位素质量: 182.04399007
• SMILES: Cn1c(=O)c2c([nH]c(=O)[nH]2)[nH]c1=O
• Canonical SMILES: O=c1[nH]c2c([nH]1)c(=O)n(c(=O)[nH]2)C
• InChI: InChI=1S/C6H6N4O3/c1-10-4(11)2-3(9-6(10)13)8-5(12)7-2/h1H3,(H,9,13)(H2,7,8,12)
• InChIKey: QFDRTQONISXGJA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
• IUPAC传统名: 1-methyluric acid
• 别名: 1-甲基-2,6,8-三羟基嘌呤; 1-甲基尿酸; 1-U; 1MUA; 1-Methyluric acid; 1-Methyl-2,6,8-trihydroxypurine; 7,9-Dihydro-1-methyl-1H-purine-2,6,8(3H)-trione; 1-Methyl-uric Acid; 1-Methyluric Acid

登记号

• CAS号: 708-79-2
• EC号: 211-905-7
• MDL号: MFCD00042987
• Beilstein号: 195190
• PubChem SID: 162227626; 24897125
• PubChem CID: 69726

理论计算性质

• Acid pKa: 7.671819
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): -1.3232439
• LogD (pH = 7.4): -1.4924389
• Log P: -1.3205168
• 摩尔折射率: 50.5253 cm^3
• 极化性: 15.11369 Å^3
• 极化表面积: 90.54 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: aqueous Base
• 外观: White to Off-White Solid
• 熔点: >325°C

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98.0% (HPLC); 99%
• Empirical Formula (Hill Notation): C6H6N4O3

详细说明

Sigma Aldrich - M6885

包装
50, 100 mg in glass bottle
Biochem/physiol Actions
1-Methyluric acid (1-U) is a major metabolite of caffeine and theophylline with antioxidant activity that protects molecules such as low density lipoproteins (LDL) from oxidative modifications. 1-Methyluric acid may be used in studies aimed at differentiating the activities of caffeine and theophylline metabolites.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M6885.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M338180

A metabolite of Theophylline.

参考文献

• Chen, Y., et al.: Clin. Exper. Pharmacol. Physiol., 36, 828 (2009)
• Yu, C., et al.: J. Bacteriol., 191, 4624 (2009)
• Jetter, A., et al.: Eur. J. Clin. Pharmacol., 65, 411 (2009)