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
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).
DBLinks
- CAS Registry Number: 708-79-2
- PubChem CID: 69726
- ChEBI: 68441
- HMDB: HMDB0003099
- LipidMaps:
- KEGG: C16359
- BioCyc: CPD-14119
- NCBI MeSH: 1-methyluric acid
- Wikipedia:
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
- WishartLab ClassyFire: [Purines and purine derivatives] Purines and purine derivatives
- RefMet: [Xanthines] Xanthines
- ChEBI: [CHEBI:68441] 1-methyluric acid
- Coconut NaturalProduct: [Purine alkaloids] Purine alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R07942 | 1.17.3.2 | 1-methylxanthine:oxygen oxidoreductase |
| BioCyc:RXN-13115 | 1-methylurate synthase |
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 |