Showing Compound Card for 1,7-Dimethyluric acid (CDB005292)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (1) Show 3 proteinsXML
Record Information
Version1.0
Created at2020-04-17 19:28:33 UTC
Updated at2020-12-07 19:11:54 UTC
CannabisDB IDCDB005292
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common 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. 1,7-Dimethyluric acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
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
Chemical FormulaC7H8N4O3
Average Molecular Weight196.16
Monoisotopic Molecular Weight196.0596
IUPAC Name2,8-dihydroxy-1,7-dimethyl-6,7-dihydro-1H-purin-6-one
Traditional Name1,7-dimethyluric acid
CAS Registry Number33868-03-0
SMILES
CN1C(=O)NC2=C1C(=O)N(C)C(=O)N2
InChI Identifier
InChI=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
Chemical Taxonomy
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:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS1,7-Dimethyluric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-029l-0900000000-fa683b3e4ecb7c70f206Spectrum
Predicted GC-MS1,7-Dimethyluric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS1,7-Dimethyluric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0002-0900000000-ae0b921d4ce14cd8443d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, negativesplash10-001i-0900000000-9d422231f3b705d6e8152020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-000f-9700000000-6491a6bc04a43c894cb92021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-dc89f209b88b1ac671742021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-675b5fdafca001d802482021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-001r-1900000000-c2d5c6abe6b39584b0252021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-000t-0900000000-c0656b4118f8e8d70f7f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000l-3900000000-d0532c0da4f328ec628e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-000f-9600000000-0a0b1bbeea391a74863f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-001i-0900000000-e7dcbea73875e9e0e50e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0002-0900000000-f40482c57d127e32f8e42020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, positivesplash10-0007-0900000000-6860551c1745ba41864f2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - NA , positivesplash10-0002-0900000000-c180cf8aed0912f88a752020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-0002-0900000000-440ffa8e3cca49f55cc52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0002-0900000000-9191d6a6a1abdd23d8112020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0002-0900000000-1b5e888daf17a0165e552020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-0005-0900000000-df2cb96313fe3610cc442020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-0007-0900000000-6234b012018c1ae4d86e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-0006-1900000000-86334014f96303c723042020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, positivesplash10-0006-6900000000-ca9b5373df8e0ea8fcd32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 13V, positivesplash10-01bc-9300000000-7a850dc063e0bf5fd5fb2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-0006-0900000000-0277172e5e710f4775de2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-03di-6900000000-542cf592e0459e911f5c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-00xr-9000000000-db67735b192b87b601b32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 13V, positivesplash10-000i-0900000000-e0b8225c7958cf0367cf2020-07-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Xanthine dehydrogenase/oxidaseXDH2p23.1P47989 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Xanthine dehydrogenase/oxidaseXDH2p23.1P47989 details
Cytochrome P450 1A2CYP1A215q24.1P05177 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0011103
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB027886
KNApSAcK IDNot Available
Chemspider ID82720
KEGG Compound IDC16356
BioCyc IDCPD-12483
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound91611
PDB IDNot Available
ChEBI ID68449
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Xanthine dehydrogenase/oxidase
General function:
Involved in oxidoreductase activity
Specific function:
Key enzyme in purine degradation. Catalyzes the oxidation of hypoxanthine to xanthine. Catalyzes the oxidation of xanthine to uric acid. Contributes to the generation of reactive oxygen species. Has also low oxidase activity towards aldehydes (in vitro).
Gene Name:
XDH
Uniprot ID:
P47989
Molecular weight:
146422.99