Showing metabocard for 4-Imidazolone-5-propionic acid (BMDB0001014)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:39:54 UTC
Update Date2020-05-21 16:28:38 UTC
BMDB IDBMDB0001014
Secondary Accession Numbers
  • BMDB01014
Metabolite Identification
Common Name4-Imidazolone-5-propionic acid
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.
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 Weight156.1393
Monoisotopic Molecular Weight156.053492132
IUPAC Name3-(5-oxo-4,5-dihydro-1H-imidazol-4-yl)propanoic acid
Traditional Name3-(5-oxo-1,4-dihydroimidazol-4-yl)propanoic acid
CAS Registry Number17340-16-8
SMILES
OC(=O)CCC1N=CNC1=O
InChI Identifier
InChI=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
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03ec-9500000000-a11c5ca5f02078a53fc7View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-8920000000-fed80cbe61ee26d1486aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-36ccc12772d3e7b3bc01View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-0900000000-8c7ad9614b1acbee7f96View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-9000000000-0561b28120ae734b99cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-d24b3a3769f74c7e1858View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4u-8900000000-98a3f029124c94f1e6b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-c75d14d5396894fff6f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-c39bbd8fcbd13dc72dd1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08gl-8900000000-9ecbb63abc1319562a12View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000x-9000000000-50c3ee9255335f634b30View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0bt9-0900000000-75e80efea901b323015eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-6900000000-a2d551ead7379a1c56b7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-d2613558e32279e944b3View in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001014
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022371
KNApSAcK IDNot Available
Chemspider ID125
KEGG Compound IDC03680
BioCyc IDNot Available
BiGG ID42318
Wikipedia LinkImidazol-4-one-5-propionic acid
METLIN ID319
PubChem Compound128
PDB IDNot Available
ChEBI ID27384
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Probable imidazolonepropionase
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Not Available
Gene Name:
AMDHD1
Uniprot ID:
A5PJV3
Molecular weight:
46749.0
Reactions
4-Imidazolone-5-propionic acid + Water → Formiminoglutamic aciddetails
Enzyme Details
2. Urocanate hydratase 1
General function:
Not Available
Specific function:
Not Available
Gene Name:
UROC1
Uniprot ID:
E1BD93
Molecular weight:
82813.0
Reactions
4-Imidazolone-5-propionic acid → Urocanic acid + Waterdetails