Record Information
Version1.0
Creation date2010-04-08 22:11:47 UTC
Update date2024-11-29 22:25:51 UTC
Primary IDFDB015350
Secondary Accession Numbers
  • FDB031247
Chemical Information
FooDB NameUric acid
DescriptionUric acid, also known as urate or lithate, 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 in which the purine ring is substituted by oxo groups at positions 2, 6, and 8. Uric acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Uric acid exists in all living species, ranging from bacteria to humans. uric acid can be biosynthesized from xanthine through its interaction with the enzyme xanthine dehydrogenase/oxidase. In humans, uric acid is involved in the metabolic disorder called the purine nucleoside phosphorylase deficiency pathway. Outside of the human body, Uric acid is found, on average, in the highest concentration within milk (cow) and garden cress. Uric acid has also been detected, but not quantified in, several different foods, such as mamey sapotes, american pokeweeds, horned melons, towel gourds, and mammee apples. This could make uric acid a potential biomarker for the consumption of these foods. Uric acid is a potentially toxic compound. Uric acid, with regard to humans, has been found to be associated with several diseases such as bacterial meningitis, gout, and nucleotide depletion syndrome; uric acid has also been linked to several inborn metabolic disorders including primary hypomagnesemia and 3-methyl-crotonyl-glycinuria.
CAS Number69-93-2
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility1.76 g/LALOGPS
logP-1.1ALOGPS
logP-1.5ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)7.25ChemAxon
pKa (Strongest Basic)-6.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area99.33 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.63 m³·mol⁻¹ChemAxon
Polarizability13.61 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H4N4O3
IUPAC name2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
InChI IdentifierInChI=1S/C5H4N4O3/c10-3-1-2(7-4(11)6-1)8-5(12)9-3/h(H4,6,7,8,9,10,11,12)
InChI KeyLEHOTFFKMJEONL-UHFFFAOYSA-N
Isomeric SMILESO=C1NC2=C(N1)C(=O)NC(=O)N2
Average Molecular Weight168.1103
Monoisotopic Molecular Weight168.028340014
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
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-002f-9200000000-e5abb655836214cc56b32014-09-20View Spectrum
GC-MSUric acid, non-derivatized, GC-MS Spectrumsplash10-0537-0913400000-bd24364053510c462adeSpectrum
GC-MSUric acid, 4 TMS, GC-MS Spectrumsplash10-052f-0603900000-8c1224738bed2608c262Spectrum
GC-MSUric acid, 3 TMS, GC-MS Spectrumsplash10-0g59-5917000000-4b28946431495667844bSpectrum
GC-MSUric acid, non-derivatized, GC-MS Spectrumsplash10-0537-0913400000-bd24364053510c462adeSpectrum
GC-MSUric acid, non-derivatized, GC-MS Spectrumsplash10-052f-0603900000-8c1224738bed2608c262Spectrum
GC-MSUric acid, non-derivatized, GC-MS Spectrumsplash10-0g59-5917000000-4b28946431495667844bSpectrum
GC-MSUric acid, non-derivatized, GC-MS Spectrumsplash10-052g-0902500000-05851611f4bbf0745b81Spectrum
Predicted GC-MSUric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00os-4900000000-54b6de73b60ab2faad65Spectrum
Predicted GC-MSUric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSUric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-014i-0900000000-0525c12dc3951f55a2c82012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-006w-9500000000-fe10d491ad634ca463322012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0gbd-9100000000-d48a3e7919c3859493132012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - , negativesplash10-01c0-3900000000-b3b3f0a20aaac71095d72017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-0f6x-0900000000-a6699ab18f69b21b38232017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0006-9000000000-ed929369da80ee084e892021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-dae78aaa83fc4120e56f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00r7-9500000000-120c639f57df45d231532021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-96d2ee50d279f80566712021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00xr-4900000000-1d613278865ada2e64572021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-01b9-2900000000-a8460af7fe6f1d23fbfe2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0btc-9000000000-d9b1f657e4c7e43bd7762021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-02na-9500000000-7dddbc2120455b19bba92021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-01c0-3900000000-95ebf9c951d7085b85e32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0gb9-1900000000-029e9b2adfbb2e0d26d82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-88f140dfad19d2f058f62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0gcc-6900000000-d9540bd8f38fac1e92b02021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0bt9-9200000000-80997201350d0752fbbf2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-971b5c8c5d975d306fed2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-016r-1900000000-72edb3607fe9beb9b8052015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zgi-9500000000-753be769a0b48fc2960b2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-a4f5b18495486c5a1d5a2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01b9-1900000000-bc9e45f168dafb0d874c2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-e01e386869d687364c612015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-e82d2b9a4cad815cef762021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
ChemSpider ID1142
ChEMBL IDCHEMBL792
KEGG Compound IDC00366
Pubchem Compound ID1175
Pubchem Substance IDNot Available
ChEBI ID17775
Phenol-Explorer IDNot Available
DrugBank IDDB01696
HMDB IDHMDB00289
CRC / DFC (Dictionary of Food Compounds) IDJZR60-K:JZR60-K
EAFUS IDNot Available
Dr. Duke IDURIC-ACID
BIGG ID34768
KNApSAcK IDC00007301
HET IDURC
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDUric acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
Pathways
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).