Showing metabocard for Epsilon-(gamma-Glutamyl)-lysine (BMDB0003869)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:06:23 UTC
Update Date2020-05-11 20:40:44 UTC
BMDB IDBMDB0003869
Secondary Accession Numbers
  • BMDB03869
Metabolite Identification
Common NameEpsilon-(gamma-Glutamyl)-lysine
Descriptionepsilon-(gamma-Glutamyl)lysine, also known as gamma-glu-epsilon-lys or N(6)-L-gamma-glutamyl-L-lysine, belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a significant number of articles have been published on epsilon-(gamma-Glutamyl)lysine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
epsilon-(gamma-L-Glutamyl)-L-lysineChEBI
epsilon-(L-gamma-Glutamyl)-L-lysineChEBI
gamma-Glu-epsilon-lysChEBI
gamma-Glutamyl-epsilon-lysineChEBI
L-gamma-Glutamyl-L-epsilon-lysineChEBI
N(6)-L-gamma-Glutamyl-L-lysineChEBI
N(epsilon)-(gamma-Glutamyl)-lysineChEBI
epsilon-(g-L-Glutamyl)-L-lysineGenerator
epsilon-(L-g-Glutamyl)-L-lysineGenerator
g-Glu-epsilon-lysGenerator
g-Glutamyl-epsilon-lysineGenerator
L-g-Glutamyl-L-epsilon-lysineGenerator
N(6)-L-g-Glutamyl-L-lysineGenerator
N(epsilon)-(g-Glutamyl)-lysineGenerator
epsilon-(g-Glutamyl)lysineGenerator
epsilon-(gamma-Glu)-lysHMDB, MeSH
epsilon-(gamma-Glutamyl)lysineHMDB
epsilon-(gamma-Glutamyl)lysine isodipeptideHMDB, MeSH
GGEL peptideMeSH, HMDB
N-epsilon-(gamma-L-Glutamyl)lysineMeSH, HMDB
epsilon-(gamma-Glutamyl)-lysineMeSH, HMDB
Epsilon-(g-Glutamyl)-lysineGenerator, HMDB
N6-L-gamma-Glutamyl-L-lysineHMDB
N6-L-γ-Glutamyl-L-lysineHMDB
Nepsilon(gamma-Glutamyl)lysineHMDB
Nepsilon-(gamma-Glutamyl)-L-lysineHMDB
Nε(γ-Glutamyl)lysineHMDB
Nε-(γ-Glutamyl)-L-lysineHMDB
epsilon-(gamma-L-Glutamyl)lysineHMDB
epsilonN-(gamma-L-Glutamyl)-L-lysineHMDB
γ-Glutamyl-ε-lysineHMDB
ε-(L-γ-Glutamyl)-L-lysineHMDB
ε-(γ-Glutamyl)lysineHMDB
ε-(γ-L-Glutamyl)-L-lysineHMDB
ε-(γ-L-Glutamyl)lysineHMDB
εN-(γ-L-Glutamyl)-L-lysineHMDB
Chemical FormulaC11H21N3O5
Average Molecular Weight275.3015
Monoisotopic Molecular Weight275.148120797
IUPAC Name(2S)-2-amino-6-[(4S)-4-amino-4-carboxybutanamido]hexanoic acid
Traditional NameN(6)-L-gamma-glutamyl-L-lysine
CAS Registry Number17105-15-6
SMILES
N[C@@H](CCCCNC(=O)CC[C@H](N)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C11H21N3O5/c12-7(10(16)17)3-1-2-6-14-9(15)5-4-8(13)11(18)19/h7-8H,1-6,12-13H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1
InChI KeyJPKNLFVGUZRHOB-YUMQZZPRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGlutamine and derivatives
Alternative Parents
Substituents
  • Glutamine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • Fatty amide
  • N-acyl-amine
  • Carboxamide group
  • Carboxylic acid salt
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Organooxygen compound
  • Organonitrogen compound
  • Organic zwitterion
  • Primary aliphatic amine
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Primary amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
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-4ALOGPS
logP-6.1ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)1.94ChemAxon
pKa (Strongest Basic)9.73ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.74 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity65.9 m³·mol⁻¹ChemAxon
Polarizability28.48 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0003869
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023239
KNApSAcK IDNot Available
Chemspider ID5378717
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7015684
PDB IDNot Available
ChEBI ID88494
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available