Back to Compounds

gamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine (FDB000479)

Record Information
Version1.0
Creation date2010-04-08 22:04:35 UTC
Update date2020-02-24 19:10:07 UTC
Primary IDFDB000479
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namegamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine
Descriptiongamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. gamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine has been detected, but not quantified in, several different foods, such as welsh onions (Allium fistulosum), garlics (Allium sativum), garden onion (var.), red onion, and garden onions (Allium cepa). This could make gamma-L-glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on gamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine.
CAS Number6710-22-1
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.12 g/LALOGPS
logP-2.9ALOGPS
logP-4.4ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)1.81ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area196.12 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity89.17 m³·mol⁻¹ChemAxon
Polarizability38.15 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H23N3O8S
IUPAC name2-amino-4-({2-[(2-carboxy-2-methylethyl)sulfanyl]-1-[(carboxymethyl)carbamoyl]ethyl}carbamoyl)butanoic acid
InChI IdentifierInChI=1S/C14H23N3O8S/c1-7(13(22)23)5-26-6-9(12(21)16-4-11(19)20)17-10(18)3-2-8(15)14(24)25/h7-9H,2-6,15H2,1H3,(H,16,21)(H,17,18)(H,19,20)(H,22,23)(H,24,25)
InChI KeyJQWABENXVMJJMW-UHFFFAOYSA-N
Isomeric SMILESCC(CSCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O)C(O)=O
Average Molecular Weight393.413
Monoisotopic Molecular Weight393.120585417
Classification
Description Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Gamma-glutamyl alpha peptide
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Tricarboxylic acid or derivatives
  • Fatty amide
  • Fatty acyl
  • N-acyl-amine
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Thioether
  • Sulfenyl compound
  • Dialkylthioether
  • Organopnictogen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Amine
  • Organic oxide
  • Organooxygen compound
  • Organosulfur compound
  • Primary amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 42.74%; H 5.89%; N 10.68%; O 32.53%; S 8.15%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]22D -38.1 (H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSgamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f6w-4339000000-108b82a7bb4001a163c5Spectrum
Predicted GC-MSgamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-006x-4301190000-a87fd16315436260ed49Spectrum
Predicted GC-MSgamma-L-Glutamyl-S-(2-carboxy-1-propyl)cysteinylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00kf-1597000000-f15ab8ee1160accc71042021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-0006-0967000000-a9be21cac32b0c734b3c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0006-0967000000-3947d75736f25c6321752021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00kf-1597000000-e7997c599a74e7800e3b2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-024v-5149000000-3e1026527695931aeacf2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9351000000-036ca075f74c8d94a8e32016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-9220000000-f596e7ccf9c9ebf7dda72016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05n3-1349000000-c2232c3bf4c12f5dba852016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-4934000000-594e262201ed293fb7dd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00mo-6900000000-666500da5583523fab4a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4r-0094000000-34a9ad52f55a3d661ed62021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03k9-0891000000-0205e6961acb9053bf912021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-3920000000-9a12937e9c6e35f770c02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0019000000-60bdac87c144a92bdad92021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0983000000-7fde9c4e218790a11cb22021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01wb-4950000000-72c0656521892a49209c2021-09-24View Spectrum
NMRNot Available
ChemSpider ID14764557
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID20140672
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29394
CRC / DFC (Dictionary of Food Compounds) IDBCT73-L:BCT73-L
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference