Record Information
Version1.0
Creation date2011-09-21 01:31:26 UTC
Update date2020-09-17 15:41:40 UTC
Primary IDFDB027886
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,7-Dimethyluric acid
Description1,7-Dimethyluric acid, also known as 1,7-dimethylate, 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. 1,7-Dimethyluric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 1,7-Dimethyluric acid exists in all living organisms, ranging from bacteria to humans. 1,7-dimethyluric acid can be biosynthesized from paraxanthine through the action of the enzymes cytochrome P450 1A2 and cytochrome P450 2A6. In humans, 1,7-dimethyluric acid is involved in caffeine metabolism.
CAS Number33868-03-0
Structure
Thumb
Synonyms
SynonymSource
1,7-DimethylateGenerator
1,7-Dimethylic acidGenerator
1,7-DimethylurateHMDB
7,9-Dihydro-1,7-dimethyl-1H-purine-2,6,8(3H)-trioneHMDB
1,7-Dimethyluric acidHMDB
Predicted Properties
PropertyValueSource
Water Solubility8.49 g/LALOGPS
logP-0.81ALOGPS
logP0.47ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.96ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area90.95 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity48.92 m³·mol⁻¹ChemAxon
Polarizability18.06 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H8N4O3
IUPAC name2,8-dihydroxy-1,7-dimethyl-6,7-dihydro-1H-purin-6-one
InChI IdentifierInChI=1S/C7H8N4O3/c1-10-3-4(8-6(10)13)9-7(14)11(2)5(3)12/h1-2H3,(H,8,13)(H,9,14)
InChI KeyNOFNCLGCUJJPKU-UHFFFAOYSA-N
Isomeric SMILESCN1C(=O)NC2=C1C(=O)N(C)C(=O)N2
Average Molecular Weight196.1634
Monoisotopic Molecular Weight196.059640142
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
  • Hydroxypyrimidine
  • N-substituted imidazole
  • Pyrimidine
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Process

Naturally occurring process:

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-MS1,7-Dimethyluric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-029l-0900000000-fa683b3e4ecb7c70f206Spectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0002-0900000000-f40482c57d127e32f8e4Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, positivesplash10-0007-0900000000-6860551c1745ba41864fSpectrum
    MS/MSLC-MS/MS Spectrum - NA , positivesplash10-0002-0900000000-c180cf8aed0912f88a75Spectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0002-0900000000-ae0b921d4ce14cd8443dSpectrum
    MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, negativesplash10-001i-0900000000-9d422231f3b705d6e815Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-0002-0900000000-440ffa8e3cca49f55cc5Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0002-0900000000-9191d6a6a1abdd23d811Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0002-0900000000-1b5e888daf17a0165e55Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-0005-0900000000-df2cb96313fe3610cc44Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-0007-0900000000-6234b012018c1ae4d86eSpectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-0006-1900000000-86334014f96303c72304Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 11V, positivesplash10-0006-6900000000-ca9b5373df8e0ea8fcd3Spectrum
    MS/MSLC-MS/MS Spectrum - Orbitrap 13V, positivesplash10-01bc-9300000000-7a850dc063e0bf5fd5fbSpectrum
    MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-0006-0900000000-0277172e5e710f4775deSpectrum
    MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-03di-6900000000-542cf592e0459e911f5cSpectrum
    MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-00xr-9000000000-db67735b192b87b601b3Spectrum
    MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-000i-0900000000-e0b8225c7958cf0367cfSpectrum
    MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-03di-0900000000-8cd35e2b2191f4fb94a1Spectrum
    MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-004s-3900000000-f3c613d69643e20758ceSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-bd55edf6a44d0c64f3b1Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-1ba40353172a8d8a0d53Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9600000000-9845b1cfa11ec4dcced0Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-45f918e65bf50b9c83ceSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-2900000000-683f1d7f14c8b26bd2cdSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05mp-9200000000-9022272eeb07eb313dfdSpectrum
    NMRNot Available
    ChemSpider ID82720
    ChEMBL IDCHEMBL794
    KEGG Compound IDC16356
    Pubchem Compound ID91611
    Pubchem Substance IDNot Available
    ChEBI IDNot Available
    Phenol-Explorer IDNot Available
    DrugBank IDNot Available
    HMDB IDHMDB11103
    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
    MSDSNot Available
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference