Record Information
Version1.0
Creation date2010-04-08 22:05:02 UTC
Update date2020-02-24 19:10:23 UTC
Primary IDFDB001616
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Hydroxyisourate
Description5-Hydroxyisourate 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. 5-Hydroxyisourate is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Hydroxyisourate exists in all living organisms, ranging from bacteria to humans. 5-Hydroxyisourate has been detected, but not quantified in, several different foods, such as green beans, adzuki beans, asian pears, black mulberries, and yellow wax beans. This could make 5-hydroxyisourate a potential biomarker for the consumption of these foods.
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
5-Hydroxyisouric acidGenerator
5-Hydroxy-2,6-dioxo-2,5,6,7-tetrahydro-1H-purin-8-olateHMDB
5-Hydroxy-5,7-dihydro-1H-purine-2,6,8(9H)-trioneHMDB
5-hydroxy-5,7-dihydro-1H-purine-2,6,8(9H)-trionebiospider
Predicted Properties
PropertyValueSource
Water Solubility10.6 g/LALOGPS
logP-1.5ALOGPS
logP-2.1ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.01ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area119.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.59 m³·mol⁻¹ChemAxon
Polarizability14.17 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H4N4O4
IUPAC name5-hydroxy-2,3,5,6,7,8-hexahydro-1H-purine-2,6,8-trione
InChI IdentifierInChI=1S/C5H4N4O4/c10-2-5(13)1(6-3(11)8-2)7-4(12)9-5/h13H,(H3,6,7,8,9,10,11,12)
InChI KeyLTQYPAVLAYVKTK-UHFFFAOYSA-N
Isomeric SMILESOC12NC(=O)N=C1NC(=O)NC2=O
Average Molecular Weight184.1097
Monoisotopic Molecular Weight184.023254636
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
  • Alpha-amino acid or derivatives
  • Purinone
  • Alkaloid or derivatives
  • N-acyl urea
  • Pyrimidone
  • Ureide
  • 1,3-diazinane
  • Pyrimidine
  • Dicarboximide
  • 3-imidazoline
  • Carbonic acid derivative
  • Urea
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Amidine
  • Carboxylic acid amidine
  • Carboxylic acid derivative
  • Carboximidamide
  • Azacycle
  • Alkanolamine
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
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-MS5-Hydroxyisourate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-3900000000-9b1ae81006075657af68Spectrum
Predicted GC-MS5-Hydroxyisourate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02p3-9650000000-825c5f18d73a46374e67Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-8943d9513d56a0d37995Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-bacca7a51ca984e98e8dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-31f89414751f8acd2682Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001l-2900000000-6239a44eb8a55c6e1a17Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9400000000-c4edb92f0fb9241b2770Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-90e2feee28cabb16c73cSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC11821
Pubchem Compound ID250388
Pubchem Substance IDNot Available
ChEBI ID18072
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30097
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00007531
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID5-Hydroxyisourate
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
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.