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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 22:39:13 UTC
Update Date2021-09-23 22:39:13 UTC
HMDB IDHMDB0303019
Secondary Accession NumbersNone
Metabolite Identification
Common NameOxaluric acid
DescriptionOxalureate, also known as monooxalylurea or oxaluric acid, is a member of the class of compounds known as N-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom. Oxalureate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Oxalureate can be found in cocoa bean, which makes oxalureate a potential biomarker for the consumption of this food product. Oxalureate may be a unique E.coli metabolite.
Structure
Thumb
Synonyms
ValueSource
MonooxalylureaChEBI
OnooxalylureaChEBI
OxalChEBI
OxalurateChEBI
Ureido(oxo)acetic acidChEBI
Oxaluric acidKegg
N-Carbamoyl-2-oxoglycineKegg
Ureido(oxo)acetateGenerator
OxalateGenerator
Oxalic acidGenerator
Oxalureic acidGenerator
OxalureateChEBI
Carbamoyloxamic acidMeSH
Chemical FormulaC3H4N2O4
Average Molecular Weight132.0749
Monoisotopic Molecular Weight132.017106626
IUPAC Name2-hydroxy-2-[(C-hydroxycarbonimidoyl)imino]acetic acid
Traditional Nameoxalureate
CAS Registry NumberNot Available
SMILES
OC(=N)N=C(O)C(O)=O
InChI Identifier
InChI=1S/C3H4N2O4/c4-3(9)5-1(6)2(7)8/h(H,7,8)(H3,4,5,6,9)
InChI KeyUWBHMRBRLOJJAA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-carbamoyl-alpha amino acids
Alternative Parents
Substituents
  • N-carbamoyl-alpha-amino acid
  • N-acyl urea
  • Ureide
  • Dicarboximide
  • Urea
  • Carbonic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-0.95ALOGPS
logP-0.83ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)2.67ChemAxon
pKa (Strongest Basic)2.25ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area113.97 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.96 m³·mol⁻¹ChemAxon
Polarizability10.18 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+131.58732859911
AllCCS[M+H-H2O]+127.49432859911
AllCCS[M+Na]+136.532859911
AllCCS[M+NH4]+135.40132859911
AllCCS[M-H]-121.93332859911
AllCCS[M+Na-2H]-124.62532859911
AllCCS[M+HCOO]-127.6132859911
DeepCCS[M+H]+122.41430932474
DeepCCS[M-H]-119.17830932474
DeepCCS[M-2H]-156.04330932474
DeepCCS[M+Na]+131.01830932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Oxaluric acid,4TMS,isomer #1C[Si](C)(C)N=C(N=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1587.0Semi standard non polar33892256
Oxaluric acid,4TMS,isomer #1C[Si](C)(C)N=C(N=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1560.5Standard non polar33892256
Oxaluric acid,4TMS,isomer #1C[Si](C)(C)N=C(N=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C2075.9Standard polar33892256
Oxaluric acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(N=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2344.3Semi standard non polar33892256
Oxaluric acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(N=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2208.0Standard non polar33892256
Oxaluric acid,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C(N=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2420.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Oxaluric acid GC-MS (TMS_2_6) - 70eV, PositiveNot Available2022-08-08Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 10V, Positive-QTOFsplash10-001l-6900000000-89b582944cfa9e667b3e2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 20V, Positive-QTOFsplash10-0006-9200000000-79e0dd9893858427f5932015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 40V, Positive-QTOFsplash10-0006-9000000000-f8ad208f216969821a112015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 10V, Negative-QTOFsplash10-0016-9200000000-0d17e2737fb242f68e5d2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 20V, Negative-QTOFsplash10-000i-9100000000-2977dfd713e2fe23805f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 40V, Negative-QTOFsplash10-0006-9000000000-359df73a651849f4c7892015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 10V, Positive-QTOFsplash10-000x-9600000000-2b45bd093a0b059763812021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 20V, Positive-QTOFsplash10-0006-9000000000-3ad51a133db8e28f97c62021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 40V, Positive-QTOFsplash10-0006-9000000000-ed34202536dafd502fa12021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 10V, Negative-QTOFsplash10-000f-9000000000-f42c28ea78c3f31ed79d2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 20V, Negative-QTOFsplash10-0006-9000000000-fe12a3892eeab52d56652021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oxaluric acid 40V, Negative-QTOFsplash10-0006-9000000000-70ff4ec4b719b2aa23292021-10-21Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB007307
KNApSAcK IDC00007463
Chemspider ID443
KEGG Compound IDC00802
BioCyc IDCPD-389
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID16582
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available