Record Information
Version1.0
Creation date2011-09-21 00:24:46 UTC
Update date2020-09-17 15:41:42 UTC
Primary IDFDB023107
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1-Methyluric acid
Description1-Methyluric acid, also known as 1-methylate, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by a methyl group at N-1. 1-Methyluric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 1-Methyluric acid exists in all living organisms, ranging from bacteria to humans. 1-methyluric acid can be biosynthesized from 1-methylxanthine through the action of the enzyme xanthine dehydrogenase/oxidase. In humans, 1-methyluric acid is involved in caffeine metabolism.
CAS Number708-79-2
Structure
Thumb
Synonyms
SynonymSource
1-MethylateGenerator
1-Methylic acidGenerator
1-MethylurateHMDB, MeSH
Predicted Properties
PropertyValueSource
Water Solubility3.23 g/LALOGPS
logP-1.1ALOGPS
logP-1.3ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)7.67ChemAxon
pKa (Strongest Basic)-6.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area90.54 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity50.53 m³·mol⁻¹ChemAxon
Polarizability15.73 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H6N4O3
IUPAC name1-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
InChI IdentifierInChI=1S/C6H6N4O3/c1-10-4(11)2-3(9-6(10)13)8-5(12)7-2/h1H3,(H,9,13)(H2,7,8,12)
InChI KeyQFDRTQONISXGJA-UHFFFAOYSA-N
Isomeric SMILESCN1C(=O)NC2=C(NC(=O)N2)C1=O
Average Molecular Weight182.1368
Monoisotopic Molecular Weight182.043990078
Classification
Description Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentXanthines
Alternative Parents
Substituents
  • Xanthine
  • 6-oxopurine
  • Purinone
  • Alkaloid or derivatives
  • Pyrimidone
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Urea
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Foods
  • Cocoa and cocoa products
  • Beverages:

    Physico-Chemical Properties - Experimental
    Physico-Chemical Properties - Experimental
    PropertyValueReference
    Physical stateSolid
    Physical DescriptionNot Available
    Mass CompositionNot Available
    Melting PointNot Available
    Boiling PointNot Available
    Experimental Water SolubilityNot Available
    Experimental logPNot Available
    Experimental pKaNot Available
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV DataNot Available
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    EI-MS/GC-MS
    TypeDescriptionSplash KeyView
    Predicted GC-MS1-Methyluric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0far-2900000000-7c88ba8c892ca8263473Spectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0900000000-f2e42cd67ce1106bed63Spectrum
    MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-0900000000-9fd2304504c5787dc255Spectrum
    MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a4i-9000000000-6069b457c0c038edb8dfSpectrum
    MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0006-0900000000-f47eba015e7f8d9f21a7Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 4V, negativesplash10-001i-0900000000-26da10b11bacabae0d00Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 5V, negativesplash10-001i-0900000000-dceee0216914a6ad0349Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 6V, negativesplash10-001r-0900000000-cb9d81f2cc810b6a1bf6Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 8V, negativesplash10-0019-2900000000-79ddb513e243e4fd1054Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 10V, negativesplash10-001a-7900000000-aeb7c72625ab71bbfcb3Spectrum
    MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-000i-0900000000-72f91c756d76768ecc23Spectrum
    MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-004i-9000000000-0ae8d2338f48c17984cdSpectrum
    MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-001i-9400000000-943dd572fd686e87913dSpectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-03di-0109000000-cf0f38f1f9c792f0404dSpectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-03di-0309000000-9a8aaf68c144b67fbc6eSpectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-01q9-0905000000-d40f59a74d4b8cc4e1d6Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-001i-0901000000-265af2cad1ab697d3249Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-001i-0900000000-2b4e4dd83c0bad2269aeSpectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 4V, negativesplash10-001i-0900000000-c37839583f5e4e15cc46Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 9V, negativesplash10-001i-0900000000-6254efb7ddc081f6fd0cSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-9fb7b528d968cab88bd3Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0059-1900000000-eb2d1569b5bdfeef979aSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000w-9300000000-065aa3463c121bf31312Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1900000000-62dd716e79c8fa6f5ee0Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-3900000000-bf85a8ad5b7719f36abaSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-7db60439b29417bbbe0dSpectrum
    NMR
    TypeDescriptionView
    1D NMR1H NMR SpectrumSpectrum
    2D NMR[1H,13C] 2D NMR SpectrumSpectrum
    ChemSpider ID62926
    ChEMBL IDCHEMBL793
    KEGG Compound IDC16359
    Pubchem Compound ID69726
    Pubchem Substance IDNot Available
    ChEBI IDNot Available
    Phenol-Explorer IDNot Available
    DrugBank IDNot Available
    HMDB IDHMDB03099
    CRC / DFC (Dictionary of Food Compounds) IDNot Available
    EAFUS IDNot Available
    Dr. Duke IDNot Available
    BIGG IDNot Available
    KNApSAcK IDNot Available
    HET IDNot Available
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDNot Available
    Phenol-Explorer Metabolite IDNot Available
    Duplicate IDSNot Available
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / BioactivitiesNot Available
    EnzymesNot Available
    Pathways
    NameSMPDB LinkKEGG Link
    Caffeine MetabolismSMP00028 map00232
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    FlavoursNot Available
    Files
    MSDSshow
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference