1-Methyluric acid (BioCAD00000001404)

amniotic fluid blood feces urine kidney liver

Metabolite Card

Formula: C6H6N4O3 (182.044)
SMILES: CN1C(=O)NC2=C(NC(=O)N2)C1=O

Synonyms [en]

1-methyluric acid; 1-methylurate; 1-methyl-7,9-dihydro-1h-purine-2,6,8(3h)-trione; 1-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione; 2WS4HQ639J; UNII-2WS4HQ639J

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

1-Methyluric acid. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000001404). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

1-Methyluric acid is one of the three main theophylline metabolites in man. 1-Methyluric acid is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline, and theobromine). Methyluric acids can be distinguished from uric acid via simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase, or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 superfamily, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis (PMID:11712316, 15833286, 3506820, 15013152, 4039734, 9890610).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 708-79-2
  • PubChem: 69726
  • ChEBI: ChEBI:68441
  • HMDB: HMDB0003099
  • KEGG: C16359
  • BioCyc: CPD-14119
  • NCBI MeSH: 1-methyluric acid
  • RefMet: RM0049869
  • MoNA: FiehnHILIC001605
  • MoNA: HMDB0003099_ms_ms_2194
  • MoNA: HMDB0003099_ms_ms_2195
  • MoNA: HMDB0003099_ms_ms_2196
  • MoNA: MoNA010803
  • MoNA: MoNA010804
  • MoNA: MoNA010805
  • MoNA: MoNA010806
  • MoNA: MoNA033488
  • MoNA: MoNA033489
  • MoNA: MoNA033490
  • MoNA: MoNA033491
  • MoNA: MoNA033492
  • MoNA: MoNA033493
  • MoNA: MoNA036905
  • MoNA: MoNA036906
  • MoNA: MoNA036907
  • MoNA: MoNA037652
  • MoNA: MoNA037653
  • MoNA: MoNA038872
  • Metlin: METLIN_2821
  • Coconut NaturalProduct: CNP0390738.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07942 1.17.3.2 1-methylxanthine:oxygen oxidoreductase
BioCyc:RXN-13115 1-methylurate synthase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6999 theophylline degradation
WikiPathways:WP3633 Caffeine and theobromine metabolism
PathBank:SMP0000028 Caffeine Metabolism
PathBank:SMP0063475 Caffeine Metabolism
PathBank:SMP0063604 Caffeine Metabolism
PathBank:SMP0087288 Caffeine Metabolism
PathBank:SMP0087186 Caffeine Metabolism
View All Pathways