Showing metabocard for 4-Guanidinobutanoic acid (BMDB0003464)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:04:50 UTC
Update Date2020-05-11 20:49:19 UTC
BMDB IDBMDB0003464
Secondary Accession Numbers
  • BMDB03464
Metabolite Identification
Common Name4-Guanidinobutanoic acid
Description4-Guanidinobutanoic acid, also known as gamma-guanidinobutyrate or 4-(carbamimidamido)butanoate, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. 4-Guanidinobutanoic acid is a very strong basic compound (based on its pKa). 4-Guanidinobutanoic acid exists in all eukaryotes, ranging from yeast to humans.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-GuanidinobutanoateChEBI
4-Guanidinobutyric acidChEBI
gamma-GuanidinobutyrateChEBI
gamma-Guanidinobutyric acidChEBI
4-GuanidinobutyrateGenerator
g-GuanidinobutyrateGenerator
g-Guanidinobutyric acidGenerator
Γ-guanidinobutyrateGenerator
Γ-guanidinobutyric acidGenerator
4-(Carbamimidamido)butanoateHMDB
4-(Carbamimidamido)butanoic acidHMDB
gamma-Guanidinobutyrate, monosodium saltHMDB
4-[(Aminoiminomethyl)amino]butanoateHMDB
4-[(Aminoiminomethyl)amino]butanoic acidHMDB
N-(4-Butanoate)guanidineHMDB
N-(4-Butanoic acid)guanidineHMDB
gamma-GuanidinebutyrateHMDB
gamma-Guanidinebutyric acidHMDB
Γ-guanidinebutyrateHMDB
Γ-guanidinebutyric acidHMDB
4-Guanidinobutanoic acidGenerator
Chemical FormulaC5H11N3O2
Average Molecular Weight145.1597
Monoisotopic Molecular Weight145.085126611
IUPAC Name4-[(diaminomethylidene)amino]butanoic acid
Traditional Name4-[(diaminomethylidene)amino]butanoic acid
CAS Registry Number463-00-3
SMILES
NC(=N)NCCCC(O)=O
InChI Identifier
InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)
InChI KeyTUHVEAJXIMEOSA-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGamma amino acids and derivatives
Alternative Parents
Substituents
  • Gamma amino acid or derivatives
  • Straight chain fatty acid
  • Fatty acid
  • Fatty acyl
  • Guanidine
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected 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-1.5ALOGPS
logP-2.7ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)4.24ChemAxon
pKa (Strongest Basic)12.07ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area101.7 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity35.88 m³·mol⁻¹ChemAxon
Polarizability14.71 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Liver
  • Placenta
  • Prostate Tissue
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Prostate TissueExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0003464
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB005408
KNApSAcK IDNot Available
Chemspider ID486
KEGG Compound IDC01035
BioCyc IDCPD-592
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6938
PubChem Compound500
PDB IDNot Available
ChEBI ID15728
References
Synthesis ReferencePisano, John J.; Mitoma, Chozo; Udenfriend, Sidney. Biosynthesis of g-guanidinobutyric acid from g-aminobutyric acid and arginine. Nature (London, United Kingdom) (1957), 180 1125-6.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available