Showing metabocard for Glutamylcysteine (BMDB0063868)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2020-03-03 19:27:15 UTC
Update Date2020-04-22 15:55:37 UTC
BMDB IDBMDB0063868
Secondary Accession Numbers
  • BMDB63868
Metabolite Identification
Common NameGlutamylcysteine
DescriptionGlutamylcysteine, also known as alpha-glu-cys or E-C, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. In cattle, glutamylcysteine is involved in the metabolic pathway called the cysteine metabolism pathway. Based on a literature review a significant number of articles have been published on Glutamylcysteine.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
alpha-Glu-cysChEBI
alpha-GlutamylcysteineChEBI
E-CChEBI
ECChEBI
L-Glu-L-cysChEBI
L-Glutamyl-L-cysteineChEBI
N-(alpha-Glutamyl)cysteineChEBI
N-(L-alpha-Glutamyl)-L-cysteineChEBI
a-Glu-cysGenerator
Α-glu-cysGenerator
a-GlutamylcysteineGenerator
Α-glutamylcysteineGenerator
N-(a-Glutamyl)cysteineGenerator
N-(Α-glutamyl)cysteineGenerator
N-(L-a-Glutamyl)-L-cysteineGenerator
N-(L-Α-glutamyl)-L-cysteineGenerator
e-C DipeptideHMDB
EC dipeptideHMDB
Glu-cysHMDB
Glutamate cysteine dipeptideHMDB
Glutamate-cysteine dipeptideHMDB
Α-L-glu-L-cysHMDB
Α-L-glutamyl-L-cysteineHMDB
L-Α-glutamyl-L-cysteineHMDB
N-Α-glutamylcysteineHMDB
N-Α-L-glutamyl-L-cysteineHMDB
N-L-Α-glutamylcysteineHMDB
N-L-Α-glutamyl-L-cysteineHMDB
alpha-L-Glu-L-cysHMDB
alpha-L-Glutamyl-L-cysteineHMDB
L-alpha-Glutamyl-L-cysteineHMDB
N-alpha-GlutamylcysteineHMDB
N-alpha-L-Glutamyl-L-cysteineHMDB
N-L-alpha-GlutamylcysteineHMDB
N-L-alpha-Glutamyl-L-cysteineHMDB
N-GlutamylcysteineHMDB
N-L-Glutamyl-L-cysteineHMDB
Glutamyl-cysteineHMDB
Glutamic acid cysteine dipeptideHMDB
Glutamic acid-cysteine dipeptideHMDB
(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]-C-hydroxycarbonimidoyl}butanoateHMDB
(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoateHMDB
(4S)-4-Amino-4-{[(1R)-1-carboxy-2-sulphanylethyl]-C-hydroxycarbonimidoyl}butanoic acidHMDB
GlutamylcysteineHMDB
Chemical FormulaC8H14N2O5S
Average Molecular Weight250.27
Monoisotopic Molecular Weight250.062342733
IUPAC Name(4S)-4-amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid
Traditional Namegamma-L-glutamyl-L-cysteine
CAS Registry NumberNot Available
SMILES
N[C@@H](CCC(O)=O)C(=O)N[C@@H](CS)C(O)=O
InChI Identifier
InChI=1S/C8H14N2O5S/c9-4(1-2-6(11)12)7(13)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,13)(H,11,12)(H,14,15)/t4-,5-/m0/s1
InChI KeyPABVKUJVLNMOJP-WHFBIAKZSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Glutamic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid or derivatives
  • Amino fatty acid
  • Fatty amide
  • N-acyl-amine
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Fatty acyl
  • Carboxamide group
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Amino acid
  • Carboxylic acid
  • Alkylthiol
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Organosulfur compound
  • Carbonyl group
  • Primary amine
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Organic oxygen compound
  • 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
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.6ALOGPS
logP-4ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)8.44ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity56.31 m³·mol⁻¹ChemAxon
Polarizability23.61 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, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-0390000000-38db2e4ce2b38f326d74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zgr-8940000000-789b55dd7dfa45d6e158View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-75055551e0ef649c3d02View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000t-1190000000-9fbeeefe96cc19c1f1e0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ea-4970000000-ea8846d41f659141dc17View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00e9-9600000000-8952fa4abdd23eb767a2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0390000000-97e2c7eb56dfa2e439deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kar-9400000000-fd23e6ff0a56766a916bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-b5205f5352bb7727433aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0490000000-e380d8e685e167b1c81eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-3900000000-17a58b1effaa935d0df9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9100000000-804edf5b602d96e2f091View 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, 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
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
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0028816
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB111861
KNApSAcK IDC00056759
Chemspider ID8346973
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10171468
PDB IDNot Available
ChEBI ID156047
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available