Showing metabocard for 5-Aminoimidazole-4-carboxamide (BMDB0003192)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 23:03:04 UTC
Update Date2020-05-21 16:27:08 UTC
BMDB IDBMDB0003192
Secondary Accession Numbers
  • BMDB03192
Metabolite Identification
Common Name5-Aminoimidazole-4-carboxamide
Description5-Aminoimidazole-4-carboxamide, also known as AIC or 4-amino-5-carbamoylimidazole, belongs to the class of organic compounds known as aminoimidazoles. These are organic compounds containing an amino group linked to an imidazole ring. 5-Aminoimidazole-4-carboxamide is a very strong basic compound (based on its pKa). 5-Aminoimidazole-4-carboxamide exists in all living organisms, ranging from bacteria to humans. 5-Aminoimidazole-4-carboxamide is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-Amino-5-carbamoylimidazoleChEBI
4-Amino-5-imidazolecarboxamideChEBI
5(4)-Amino-4(5)-imidazolecarboxamideChEBI
5-Amino-4-imidazolecarboxyamideChEBI
4-Aminoimidazole-5-carboxamideHMDB
4-Carbamoyl-5-aminoimidazoleHMDB
4-Carboxamido-5-aminoimidazoleHMDB
5-Amino-1H-imidazole-4-carboxamideHMDB
5-Amino-4-imidazolecarboxamideHMDB
5-Amino-imidazole-4-carboxamideHMDB
5-Aminoimidazol-4-carboxamideHMDB
5-Aminoimidazole-4-carboxamide ribotideHMDB
AICHMDB
AICAHMDB
AICARHMDB
ColahepatHMDB
Aminoimidazole carboxamideHMDB
Carboxamide, aminoimidazoleHMDB
Chemical FormulaC4H6N4O
Average Molecular Weight126.1166
Monoisotopic Molecular Weight126.054160834
IUPAC Name4-amino-1H-imidazole-5-carboxamide
Traditional Name4-aminoimidazole-5-carboxamide
CAS Registry Number360-97-4
SMILES
NC(=O)C1=C(N)N=CN1
InChI Identifier
InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
InChI KeyDVNYTAVYBRSTGK-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aminoimidazoles. These are organic compounds containing an amino group linked to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassImidazoles
Direct ParentAminoimidazoles
Alternative Parents
Substituents
  • Aminoimidazole
  • Heteroaromatic compound
  • Azacycle
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic 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
LogP-1.1HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP-1.2ALOGPS
logP-0.96ChemAxon
logS-0.01ALOGPS
pKa (Strongest Acidic)12.74ChemAxon
pKa (Strongest Basic)5.26ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area97.79 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.98 m³·mol⁻¹ChemAxon
Polarizability11.37 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Fibroblasts
  • Platelet
  • Skeletal Muscle
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FibroblastsExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
PlateletExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Skeletal MuscleExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0003192
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023121
KNApSAcK IDNot Available
Chemspider ID9298
KEGG Compound IDC04051
BioCyc IDCPD-3762
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID629
PubChem Compound9679
PDB IDNot Available
ChEBI ID2030
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Adenine phosphoribosyltransferase
General function:
Nucleotide transport and metabolism
Specific function:
Catalyzes a salvage reaction resulting in the formation of AMP, that is energically less costly than de novo synthesis.
Gene Name:
APRT
Uniprot ID:
Q56JW4
Molecular weight:
19537.0
Reactions
AICAR + Pyrophosphate → 5-Aminoimidazole-4-carboxamide + Phosphoribosyl pyrophosphatedetails