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Showing Compound 1-Methyluric acid (FDB023107)

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
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-MethylateGenerator
1-Methylic acidGenerator
1-MethylurateHMDB, MeSH
Predicted Properties
PropertyValueSource
Water Solubility3.23 g/LALOGPS
logP-1.2ALOGPS
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
    Predicted GC-MS1-Methyluric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    Predicted GC-MS1-Methyluric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0900000000-f2e42cd67ce1106bed632012-07-25View Spectrum
    MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-0900000000-9fd2304504c5787dc2552012-07-25View Spectrum
    MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a4i-9000000000-6069b457c0c038edb8df2012-07-25View Spectrum
    MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0006-0900000000-f47eba015e7f8d9f21a72017-09-14View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 4V, negativesplash10-001i-0900000000-26da10b11bacabae0d002020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 5V, negativesplash10-001i-0900000000-dceee0216914a6ad03492020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 6V, negativesplash10-001r-0900000000-cb9d81f2cc810b6a1bf62020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 8V, negativesplash10-0019-2900000000-79ddb513e243e4fd10542020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 10V, negativesplash10-001a-7900000000-aeb7c72625ab71bbfcb32020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-000i-0900000000-72f91c756d76768ecc232020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-004i-9000000000-0ae8d2338f48c17984cd2020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - n/a 12V, negativesplash10-001i-9400000000-943dd572fd686e87913d2020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-03di-0109000000-cf0f38f1f9c792f0404d2020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-03di-0309000000-9a8aaf68c144b67fbc6e2020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-01q9-0905000000-d40f59a74d4b8cc4e1d62020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-001i-0901000000-265af2cad1ab697d32492020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-001i-0900000000-2b4e4dd83c0bad2269ae2020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 4V, negativesplash10-001i-0900000000-c37839583f5e4e15cc462020-07-22View Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 9V, negativesplash10-001i-0900000000-6254efb7ddc081f6fd0c2020-07-22View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-9fb7b528d968cab88bd32017-09-01View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0059-1900000000-eb2d1569b5bdfeef979a2017-09-01View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000w-9300000000-065aa3463c121bf313122017-09-01View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1900000000-62dd716e79c8fa6f5ee02017-09-01View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-3900000000-bf85a8ad5b7719f36aba2017-09-01View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-7db60439b29417bbbe0d2017-09-01View Spectrum
    NMR
    TypeDescriptionView
    1D NMR1H NMR Spectrum (1D, 600 MHz, 5%_DMSO, experimental)Spectrum
    1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
    1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
    1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
    2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 5%_DMSO, experimental)Spectrum
    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