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1,3,7-Trimethyluric acid (CAS 5415-44-1)

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Alternate Names:
2,6,8-Trihydroxy-1,3,7-trimethylpurine
Application:
1,3,7-Trimethyluric acid is a caffeine and uric acid derivative
CAS Number:
5415-44-1
Molecular Weight:
210.19
Molecular Formula:
C8H10N4O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1,3,7-Trimethyluric acid is a metabolite of caffeine that is utilized in research to understand the metabolic pathways of methylxanthines. Studies often concentrate on its formation and subsequent catabolism, as this provides insight into the broader metabolic fate of caffeine. In analytical chemistry, 1,3,7-Trimethyluric acid is used as a biomarker to assess caffeine consumption and to monitor its clearance rate. It is also of interest in enzymology where the activity of enzymes responsible for the methylation processes of xanthines is studied. Furthermore, the examination of this compound contributes to research on the effects of caffeine and its metabolites on the central nervous system and overall metabolism.


1,3,7-Trimethyluric acid (CAS 5415-44-1) References

  1. Efficient scavenging of hydroxyl radicals and inhibition of lipid peroxidation by novel analogues of 1,3,7-trimethyluric acid.  |  Bhat, VB., et al. 2001. Life Sci. 70: 381-93. PMID: 11798008
  2. Cutaneous metabolism of theophylline by the human skin.  |  Ademola, JI., et al. 1992. J Invest Dermatol. 98: 310-4. PMID: 1545140
  3. A novel caffeine dehydrogenase in Pseudomonas sp. strain CBB1 oxidizes caffeine to trimethyluric acid.  |  Yu, CL., et al. 2008. J Bacteriol. 190: 772-6. PMID: 17981969
  4. Nitrosation of N-methyl derivatives of uric acid and their transnitrosation ability to N-acetylcysteine.  |  Suzuki, T., et al. 2010. Chem Pharm Bull (Tokyo). 58: 1271-5. PMID: 20823616
  5. Role of Enzyme Flexibility in Ligand Access and Egress to Active Site: Bias-Exchange Metadynamics Study of 1,3,7-Trimethyluric Acid in Cytochrome P450 3A4.  |  Paloncýová, M., et al. 2016. J Chem Theory Comput. 12: 2101-9. PMID: 26967371
  6. Urine metabolomics signatures in reversible cerebral vasoconstriction syndrome.  |  Hsu, WH., et al. 2020. Cephalalgia. 40: 735-747. PMID: 31910660
  7. Simultaneous determination of caffeine and its metabolites in rat plasma by UHPLC-MS/MS.  |  Kertys, M., et al. 2021. J Sep Sci. 44: 4274-4283. PMID: 34626085
  8. Discovery and Biochemical Characterization of N-methyltransferase Genes Involved in Purine Alkaloid Biosynthetic Pathway of Camellia gymnogyna Hung T.Chang (Theaceae) from Dayao Mountain.  |  Zhou, MZ., et al. 2022. Phytochemistry. 199: 113167. PMID: 35378107
  9. Nontargeted and targeted metabolomics analysis provides novel insight into nonvolatile metabolites in Jianghua Kucha tea germplasm (Camellia sinensis var. Assamica cv. Jianghua).  |  Wu, W., et al. 2022. Food Chem X. 13: 100270. PMID: 35499018
  10. Determination of caffeine and its metabolites in urine by high-performance liquid chromatography and capillary electrophoresis.  |  Rodopoulos, N. and Norman, A. 1994. Scand J Clin Lab Invest. 54: 305-15. PMID: 7939374
  11. Biotransformation of caffeine in human liver microsomes from foetuses, neonates, infants and adults.  |  Cazeneuve, C., et al. 1994. Br J Clin Pharmacol. 37: 405-12. PMID: 8054245
  12. Isotopic effects on retention times of caffeine and its metabolites 1,3,7-trimethyluric acid, theophylline, theobromine and paraxanthine.  |  Benchekroun, Y., et al. 1997. J Chromatogr B Biomed Sci Appl. 688: 245-54. PMID: 9061462
  13. Fluvoxamine is a potent inhibitor of the metabolism of caffeine in vitro.  |  Rasmussen, BB., et al. 1998. Pharmacol Toxicol. 83: 240-5. PMID: 9868741

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,3,7-Trimethyluric acid, 100 mg

sc-224927
100 mg
$306.00