Basic information
- CAS
5415-44-1- Standard SMILES
Cn1c(=O)c2c([nH]c(=O)n2C)n(C)c1=O- InChIKey
BYXCFUMGEBZDDI-UHFFFAOYSA-N- Molecular formula
- C8H10N4O3
- Average molar mass
- 210.19 g/mol
- Monoisotopic mass
- 210.07529019
Overview
1,3,7-trimethyluric acid is an oxopurine in which the purine ring is substituted by oxo groups at positions 2, 6, and 8, and the nitrogens at positions 1, 3, and 7 are substituted by methyl groups. It is a metabolite of caffeine. It has a role as a mouse metabolite, a human xenobiotic metabolite, a human urinary metabolite and a human blood serum metabolite. It is a conjugate acid of a 1,3,7-trimethylurate.
Names & identifiers
- Preferred name
- 1,3,7-Trimethyluric acid
- IUPAC
- 1,3,7-trimethyl-9H-purine-2,6,8-trione
- English name
- 1,3,7-Trimethyluric acid
- Molecular formula
- C8H10N4O3
- Molecular weight
- 210.19
Names & synonyms
1,3,7-Trimethyluric acid5415-44-11,3,7-Trimethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione8-Oxocaffeine1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-1,3,7-trimethyl-Z61UN6MHB7DTXSID50202496NSC-11259NSC-958581,3,7-trimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trioneJ2.233KCHEBI:691622
Show more names
7,9-dihydro-1,3,7-trimethyl-1h-purine-2,6,8(3h)-trioneba2753Caffeine Impurity 13Uric acid, 1,3,7-trimethyl-1,3,7-Trimethyluric acid - [T94326]1,3,7-trimethyl-9H-purine-2,6,8-trione
TRIMETHYLURIC ACID, 1,3,7-RefChem:906845DTXCID50124987226-507-9Trimethyl uric acid1,3,7-trimethylurateBA 27538-oxy-caffeine
Database identifiers
- CAS
5415-44-1- PubChem CID
- 79437
- DTXSID
DTXSID50202496
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 73 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 414
Experimental & physicochemical properties
DrugsPharmaceuticals -> Metabolite of Caffeine, Theophylline
LogP
-0.37
-0.37
Solubility5.5 mg/mL at 15 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 300 °C · ≥300 °C
- Boiling point
- 349.7 °C · 349.7°C (rough estimate)
- Density
- 1.3649 · 1.3649 (rough estimate)
- refractive index
- 1.659 · 1.6590 (estimate)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly, Heated), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 5.85 · 5.85±0.70(Predicted)
- color
- White to Pale Beige
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 2
- rtecs
- UP0783750
Chemistry & industry
Pharmacology
Metabolism/Metabolites1,3,7-Trimethyluric acid is a known human metabolite of caffeine.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysCaffeine Metabolism
Applications
Uses1,3,7-Trimethyluric Acid is a caffeine derivative, and a methyl derivative of uric acid. Detected as a urine marker of caffeine consumption.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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