gamma-Glutamylglutamic acid (CHEM040449)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 20:38:41 UTC
Update Date2016-11-09 01:22:15 UTC
Accession NumberCHEM040449
Identification
Common Namegamma-Glutamylglutamic acid
ClassSmall Molecule
DescriptionA dipeptide obtained by formal condensation of the gamma-carboxy group of glutamic acid with the amino group of another glutamic acid.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(5-L-Glutamyl)-L-glutamateChEBI
gamma-GlutamylglutamateChEBI
gamma-L-Glu-L-gluChEBI
(5-L-Glutamyl)-L-glutamic acidGenerator
g-GlutamylglutamateGenerator
g-Glutamylglutamic acidGenerator
Γ-glutamylglutamateGenerator
Γ-glutamylglutamic acidGenerator
g-L-Glu-L-gluGenerator
Γ-L-glu-L-gluGenerator
γ-Glu-GluHMDB, Generator
γ-L-Glutamyl-L-glutamic acidHMDB
γ-L-Glutamyl-L-glutamateHMDB
L-γ-Glutamyl-L-glutamic acidHMDB
L-γ-Glutamyl-L-glutamateHMDB
N-γ-Glutamylglutamic acidHMDB
N-γ-GlutamylglutamateHMDB
N-L-γ-Glutamylglutamic acidHMDB
N-L-γ-GlutamylglutamateHMDB
N-L-γ-Glutamyl-L-glutamic acidHMDB
N-L-γ-Glutamyl-L-glutamateHMDB
gamma-Glu-GluHMDB
gamma-L-Glutamyl-L-glutamic acidHMDB
gamma-L-Glutamyl-L-glutamateHMDB, MeSH
L-gamma-Glutamyl-L-glutamic acidHMDB
L-gamma-Glutamyl-L-glutamateHMDB
N-gamma-Glutamylglutamic acidHMDB
N-gamma-GlutamylglutamateHMDB
N-L-gamma-Glutamylglutamic acidHMDB
N-L-gamma-GlutamylglutamateHMDB
N-L-gamma-Glutamyl-L-glutamic acidHMDB
N-L-gamma-Glutamyl-L-glutamateHMDB
gamma-Glutamylglutamic acidHMDB, Generator
N-gamma-L-Glutamyl-L-glutamic acidHMDB
N-γ-L-Glutamyl-L-glutamic acidHMDB
N-γ-L-Glutamyl-L-glutamateHMDB
N-gamma-L-Glutamyl-L-glutamateHMDB
g-Glu-GluGenerator, HMDB
Chemical FormulaC10H16N2O7
Average Molecular Mass276.243 g/mol
Monoisotopic Mass276.096 g/mol
CAS Registry Number1116-22-9
IUPAC Name(2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid
Traditional Name(2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid
SMILESN[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O
InChI IdentifierInChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1
InChI KeyOWQDWQKWSLFFFR-WDSKDSINSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid 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 ParentGlutamic acid and derivatives
Alternative Parents
Substituents
  • Glutamic acid or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Tricarboxylic acid or derivatives
  • Amino acid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Amine
  • Organic nitrogen compound
  • Primary amine
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.75 g/LALOGPS
logP-3.2ALOGPS
logP-4.2ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)1.93ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area167.02 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity59.38 m³·mol⁻¹ChemAxon
Polarizability25.7 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-8980000000-c8c0b54fc15030f5841cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00fr-9312500000-c72536369df669353d9dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0bu0-0290000000-592fb5f429b41997ab76Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01qi-1970000000-59bdd45c864061db9cc6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbi-8900000000-cb73f5bd87a0c84079a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-056r-0090000000-f4414191d2e0ea5be2cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06wa-0790000000-7c95724920f7099837c5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0umm-7900000000-fe5d6785afd470fc15bdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6r-0390000000-08973a14263b8e83faf2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f9t-0930000000-c59c51838d5d081582c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udm-6900000000-ba02e8ecf2007c67a4f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001j-1930000000-ee6ad392744bfd67a809Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9400000000-217d087b871c25c7923aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9200000000-3bc2da25a838b394fa08Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0011737
FooDB IDFDB028415
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID83831
ChEBI ID73705
PubChem Compound ID92865
Kegg Compound IDC05282
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=2419390
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2568603
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=8361661
4. Zheng Y, Yu B, Alexander D, Steffen LM, Boerwinkle E: Human metabolome associates with dietary intake habits among African Americans in the atherosclerosis risk in communities study. Am J Epidemiol. 2014 Jun 15;179(12):1424-33. doi: 10.1093/aje/kwu073. Epub 2014 May 6.
5. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016.