Showing metabocard for Gamma-Aminobutyryl-lysine (BMDB0001959)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:49:09 UTC
Update Date2020-05-11 19:54:24 UTC
BMDB IDBMDB0001959
Secondary Accession Numbers
  • BMDB01959
Metabolite Identification
Common NameGamma-Aminobutyryl-lysine
DescriptionGamma-Aminobutyryl-lysine, also known as L-N2-(4-aminobutyryl)-lysine, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Gamma-Aminobutyryl-lysine is a very strong basic compound (based on its pKa).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
g-Aminobutyryl-lysineGenerator
Γ-aminobutyryl-lysineGenerator
L-N2-(4-Aminobutyryl)-lysineHMDB
N2-(4-Aminobutyryl)-lysineHMDB
Na-(g-aminobutyryl)-L-lysineHMDB
Na-(g-aminobutyryl)lysineHMDB
Na-(gamma-aminobutyryl)-L-lysineHMDB
Na-(gamma-aminobutyryl)lysineHMDB
Nalpha-(g-aminobutyryl)-L-lysineHMDB
Nalpha-(g-aminobutyryl)lysineHMDB
Nalpha-(gamma-aminobutyryl)-L-lysineHMDB
Nalpha-(gamma-aminobutyryl)lysineHMDB
6-Amino-2-[(4-amino-1-hydroxybutylidene)amino]hexanoateHMDB
Chemical FormulaC10H21N3O3
Average Molecular Weight231.292
Monoisotopic Molecular Weight231.158291553
IUPAC Name6-amino-2-(4-aminobutanamido)hexanoic acid
Traditional Name6-amino-2-(4-aminobutanamido)hexanoic acid
CAS Registry Number22468-02-6
SMILES
NCCCCC(NC(=O)CCCN)C(O)=O
InChI Identifier
InChI=1S/C10H21N3O3/c11-6-2-1-4-8(10(15)16)13-9(14)5-3-7-12/h8H,1-7,11-12H2,(H,13,14)(H,15,16)
InChI KeyOCBQYJFUZHJRIU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassPeptidomimetics
Sub ClassHybrid peptides
Direct ParentHybrid peptides
Alternative Parents
Substituents
  • Hybrid peptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Gamma amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Medium-chain fatty acid
  • Amino fatty acid
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Fatty acid
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Amino acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organooxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
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-3.3ALOGPS
logP-3.8ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.91ChemAxon
pKa (Strongest Basic)10.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area118.44 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity60.07 m³·mol⁻¹ChemAxon
Polarizability25.48 ųChemAxon
Number of Rings0ChemAxon
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, Positivesplash10-0019-9310000000-f02841abd891b097d411View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0089-9410000000-b77b0e6c6c2b8340664eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-015a-1690000000-29afb304a6eb53de2941View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014s-3920000000-5a5c1c48df75b81c7990View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kus-9500000000-c5044d9680df5c58afaaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0390000000-d3aa29504cb31c2ac002View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001r-2940000000-caafbed90a76a4fcc8b2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f9y-9500000000-dc80cb5975e2b163c02aView in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Brain
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BrainExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001959
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022766
KNApSAcK IDNot Available
Chemspider ID16267810
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6403
PubChem Compound23208897
PDB IDNot Available
ChEBI ID89308
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available