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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-5940000000-d882bed3b5529ecff7f9View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0udi-6639100000-f6ca1e086349e3426243View 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, Positivesplash10-001i-0490000000-072f36ed9a7b3013d059View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-2930000000-392395a44df2ae8037f8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9500000000-6e7ed98ff09e19e298dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05fr-0190000000-58b6ca56f7cccfc512beView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aba-1690000000-fc6b7fb17538a52f8f98View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006w-9700000000-4409c236d141d5814427View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05fr-0190000000-87a26493d0e45ab09e99View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-1930000000-3595f6a3ff829eac51deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9500000000-8574eb2f5fa536d0c5abView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0059-0390000000-6d00013244e4fc3d3d9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9430000000-86b20a12b25ddf059e72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9200000000-6238074e2599c8441ec5View in MoNA
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
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