Record Information
Version1.0
Creation date2015-10-09 22:27:45 UTC
Update date2017-01-19 02:36:11 UTC
FoodComEx IDPC000054
FoodDB RecordFDB015350
Chemical Information
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
SynonymSource
1H-Purine-2, 6,8-triolbiospider
1H-Purine-2,6,8-triolbiospider
1H-Purine-2,6,8-triol 2,6,8-Trihydroxypurinebiospider
1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-biospider
1H-Purine-2,6,8(3H)-trione, 7,9-dihydro- (9CI)biospider
2,6-dihydroxy-7,9-dihydro-8H-purin-8-onebiospider
2,6, 8-Trioxypurinebiospider
2,6,8-Trihydroxypurinedb_source
2,6,8-Trioxopurinebiospider
2,6,8-Trioxypurinebiospider
2,6,8(1H,3H,9H)-Purinetrionedb_source
6,8-Dioxo-6,7,8,9-tetrahydro-1H-purin-2-olatebiospider
7,9-Dihydro-1H-purine-2,6,8(3H)-trionebiospider
7,9-Dihydro-1H-purine-2,6,8(3H)-trione, 9CIdb_source
7,9-dihydro-3H-purine-2,6,8-trionebiospider
7H-purine-2,6,8-triolbiospider
8-Hydroxyxanthinebiospider
9H-purine-2,6,8-triolbiospider
Acid urate, ammoniumbiospider
Acid urate, sodiumbiospider
Acid, uricbiospider
Acidum Uricum-Injeel Forte Liq (D6-D200)biospider
Ammonium acid uratebiospider
Lithatebiospider
Lithic acidbiospider
Monohydrate, monosodium uratebiospider
Monohydrate, sodium uratebiospider
Monosodium uratebiospider
Monosodium urate monohydratebiospider
Potassium uratebiospider
purine-2,6,8-(1H,3H,9H)-trionebiospider
Purine-2,6,8-triolbiospider
Purine-2,6,8(1H,3H,9H)-trionebiospider
Purine-3,6,8(1H,3H,9H)-trionebiospider
Sodium acid uratebiospider
Sodium acid urate monohydratebiospider
Sodium uratebiospider
Sodium urate monohydratebiospider
Trioxopurinebiospider
Uratebiospider
Urate monohydrate, monosodiumbiospider
Urate monohydrate, sodiumbiospider
Urate, ammonium acidbiospider
Urate, monosodiumbiospider
Urate, potassiumbiospider
Urate, sodiumbiospider
Urate, sodium acidbiospider
URCbiospider
Uric acid (8CI)biospider
Uric oxidebiospider
Uricum acidumbiospider
Uricum Acidum 3-30chbiospider
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
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
  • 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-2.17NAHUM,A & HORVATH,C (1980)
Experimental Water Solubility0.06 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point> 300 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 4 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 2094AH
MetaSci HMDB0000289
Sigma-Aldrich HMDB0000289
Toronto Research Chemicals U829200