4-Imidazolone-5-propionic acid (CHEM035032)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:25:59 UTC
Update Date2016-11-09 01:21:14 UTC
Accession NumberCHEM035032
Identification
Common Name4-Imidazolone-5-propionic acid
ClassSmall Molecule
Description4-Imidazolone-5-propionic acid, also known as 4-imidazolone-5-propionic acid, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. 4-Imidazolone-5-propionic acid is possibly soluble (in water) and a strong basic compound (based on its pKa). 4-Imidazolone-5-propionic acid exists in all living organisms, ranging from bacteria to humans. 4-Imidazolone-5-propionic acid participates in a number of enzymatic reactions, within cattle. In particular, 4-Imidazolone-5-propionic acid can be converted into urocanic acid; which is catalyzed by the enzyme urocanate hydratase. In addition, 4-Imidazolone-5-propionic acid can be converted into formiminoglutamic acid through its interaction with the enzyme probable imidazolonepropionase. In cattle, 4-imidazolone-5-propionic acid is involved in the metabolic pathway called the histidine metabolism pathway.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4,5-Dihydro-4-oxo-5-imidazolepropanoateChEBI
4,5-Dihydro-5-oxo-1H-imidazole-4-propanoic acidChEBI
4-Imidazolone-5-propanoateChEBI
Imidazol-4-one-5-propionic acidChEBI
4,5-Dihydro-4-oxo-5-imidazolepropanoic acidGenerator
4,5-Dihydro-5-oxo-1H-imidazole-4-propanoateGenerator
4-Imidazolone-5-propanoic acidGenerator
Imidazol-4-one-5-propionateGenerator
4-Imidazolone-5-propionateGenerator
(S)-3-(5-oxo-4,5-Dihydro-3H-imidazol-4-yl)propanoateHMDB
(S)-3-(5-oxo-4,5-Dihydro-3H-imidazol-4-yl)propanoic acidHMDB
3-(4-oxo-4,5-Dihydro-1H-imidazol-5-yl)propanoateHMDB
3-(4-oxo-4,5-Dihydro-1H-imidazol-5-yl)propanoic acidHMDB
3-(5-oxo-4,5-Dihydro-3H-imidazol-4-yl)propanoateHMDB
3-(5-oxo-4,5-Dihydro-3H-imidazol-4-yl)propanoic acidHMDB
Imidazolone propionateHMDB
Imidazolone propionic acidHMDB
ImidazolonepropanoateHMDB
Imidazolonepropanoic acidHMDB
Chemical FormulaC6H8N2O3
Average Molecular Mass156.139 g/mol
Monoisotopic Mass156.053 g/mol
CAS Registry Number17340-16-8
IUPAC Name3-(5-oxo-4,5-dihydro-1H-imidazol-4-yl)propanoic acid
Traditional Name3-(5-oxo-1,4-dihydroimidazol-4-yl)propanoic acid
SMILESOC(=O)CCC1N=CNC1=O
InChI IdentifierInChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11)
InChI KeyHEXMLHKQVUFYME-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassImidazoles
Direct ParentImidazolyl carboxylic acids and derivatives
Alternative Parents
Substituents
  • Imidazolyl carboxylic acid derivative
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Azacycle
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility10.4 g/LALOGPS
logP-1.1ALOGPS
logP-2ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.51ChemAxon
pKa (Strongest Basic)4.69ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area78.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity35.22 m³·mol⁻¹ChemAxon
Polarizability14.27 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03ec-9500000000-a11c5ca5f02078a53fc7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-8920000000-fed80cbe61ee26d1486aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-36ccc12772d3e7b3bc01Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-0900000000-8c7ad9614b1acbee7f96Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-9000000000-0561b28120ae734b99cfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-d24b3a3769f74c7e1858Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4u-8900000000-98a3f029124c94f1e6b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-c75d14d5396894fff6f5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-c39bbd8fcbd13dc72dd1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08gl-8900000000-9ecbb63abc1319562a12Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-9000000000-50c3ee9255335f634b30Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0bt9-0900000000-75e80efea901b323015eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-6900000000-a2d551ead7379a1c56b7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-d2613558e32279e944b3Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0001014
FooDB IDFDB022371
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG ID42318
BioCyc IDNot Available
METLIN ID319
PDB IDNot Available
Wikipedia LinkImidazol-4-one-5-propionic acid
Chemspider ID125
ChEBI ID27384
PubChem Compound ID128
Kegg Compound IDC03680
YMDB IDNot Available
ECMDB IDM2MDB004323
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Niederwieser A, Matasovic A, Steinmann B, Baerlocher K, Kempken B: Hydantoin-5-propionic aciduria in folic acid nondependent formiminoglutamic aciduria observed in two siblings. Pediatr Res. 1976 Apr;10(4):215-9.