Basic information
- CAS
708-79-2- Standard SMILES
Cn1c(=O)[nH]c2[nH]c(=O)[nH]c2c1=O- InChIKey
QFDRTQONISXGJA-UHFFFAOYSA-N- Molecular formula
- C6H6N4O3
- Average molar mass
- 182.14 g/mol
- Monoisotopic mass
- 182.04399007
Overview
1-methyluric acid is an oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by a methyl group at N-1. It is one of the metabolites of caffeine found in human urine. It has a role as a mouse metabolite and a human xenobiotic metabolite. It is functionally related to a 7,9-dihydro-1H-purine-2,6,8(3H)-trione. It is a conjugate acid of a 1-methylurate anion.
Names & identifiers
- Preferred name
- 1-Methyluric Acid
- IUPAC
- 1-methyl-7,9-dihydro-3H-purine-2,6,8-trione
- English name
- 1-Methyluric acid
- Molecular formula
- C6H6N4O3
- Molecular weight
- 182.14
Names & synonyms
1-Methyluric acid708-79-21-Methyl-7,9-dihydro-3H-purine-2,6,8-trione1-methyl-7,9-dihydro-1h-purine-2,6,8(3h)-trione2WS4HQ639JDTXSID70221063CHEBI:684411-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trioneRefChem:907714DTXCID70143554211-905-71-Methyl-1H-purine-2,6,8(3H,7H,9H)-trione
Show more names
1-U1MUA1-Methyluric acid ,98%Theophylline Impurity 171-METHYLURIC ACID USP/EP/BP
1-Methyl-2,6,8-trihydroxypurine1-Methylurate1173022-91-71-Methyluric acid-13C4,15N3UNII-2WS4HQ639J7,9-Dihydro-1-methyl-1H-purine-2,6,8(3H)-trioneEINECS 211-905-7Uric acid, 1-methyl-
Database identifiers
- CAS
708-79-2- PubChem CID
- 69726
- DTXSID
DTXSID70221063- ChEMBL
CHEMBL793- ChEBI
CHEBI:68441
Properties
Computed structural properties
- XLogP
- -0.6
- Topological polar surface area
- 90.5 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 359
Experimental & physicochemical properties
DrugsPharmaceuticals -> Metabolite of Caffeine, Theophylline
LogP
-0.57
-0.57
Solubility5 mg/mL
Physical DescriptionSolid
Collision Cross Section129.18 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 325 °C · >325°C
- Boiling point
- 315.51 °C · 315.51°C (rough estimate)
- Density
- 1.5283 · 1.5283 (rough estimate)
- refractive index
- 1.65 · 1.6500 (estimate)
- storage temp.
- Refrigerator
- solubility
- Aqueous Base (Slightly, Heated), DMSO (Slightly, Heated, Sonicated)
- form
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
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29242990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Chemistry & industry
Pharmacology
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysCaffeine Metabolism
Applications
Uses1-Methyluric acid, a metabolite of Theophylline, has been used:for the determination of uric acid in stool samples by liquid chromatography and tandem mass spectrometryin turbidimetric assay of synthetic urine samplesas a substrate for CYP1A2(cytochrome P450 family 1 subfamily A member 2) assay
Upstream & downstream products
Upstream raw materials
Suppliers
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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