Record Information
Version1.0
Creation date2011-09-21 01:39:28 UTC
Update date2018-05-28 18:38:13 UTC
Primary IDFDB028416
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namegamma-Glutamylglutamine
DescriptionN2-gamma-Glutamylglutamine, also known as L-γ-glutamyl-L-glutamine or gamma-L-glu-L-GLN, 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. N2-gamma-Glutamylglutamine is a very strong basic compound (based on its pKa).
CAS Number10148-81-9
Structure
Thumb
Synonyms
SynonymSource
γ-Glu-GlnHMDB, Generator
γ-L-Glu-L-GlnHMDB, Generator
γ-GlutamylglutamineHMDB, Generator
γ-L-Glutamyl-L-glutamineHMDB
L-γ-Glutamyl-L-glutamineHMDB
N2-γ-GlutamylglutamineHMDB, Generator
N2-L-γ-GlutamylglutamineHMDB
N2-L-γ-Glutamyl-L-glutamineHMDB
gamma-Glu-GlnHMDB, MeSH
gamma-L-Glu-L-GlnHMDB, ChEBI
gamma-GlutamylglutamineHMDB
gamma-L-Glutamyl-L-glutamineHMDB
L-gamma-Glutamyl-L-glutamineHMDB
N2-L-gamma-GlutamylglutamineHMDB
N2-L-gamma-Glutamyl-L-glutamineHMDB
N2-gamma-GlutamylglutamineHMDB
g-L-Glu-L-GlnGenerator
g-Glutamyl glutamineGenerator, HMDB
γ-glutamyl glutamineGenerator, HMDB
g-Glu-GlnGenerator
N2-g-GlutamylglutamineGenerator
g-GlutamylglutamineGenerator
g-L-Glu-L-glnGenerator
gamma-L-Glu-L-glnChEBI
N-L-gamma-Glutamyl-L-glutaminehmdb
γ-L-glu-L-glnGenerator
Predicted Properties
PropertyValueSource
Water Solubility6.17 g/LALOGPS
logP-3.6ALOGPS
logP-5ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)1.93ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area172.81 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity61.2 m³·mol⁻¹ChemAxon
Polarizability26.12 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H17N3O6
IUPAC name(2S)-2-[(4S)-4-amino-4-carboxybutanamido]-4-carbamoylbutanoic acid
InChI IdentifierInChI=1S/C10H17N3O6/c11-5(9(16)17)1-4-8(15)13-6(10(18)19)2-3-7(12)14/h5-6H,1-4,11H2,(H2,12,14)(H,13,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1
InChI KeyJBFYFLXEJFQWMU-WDSKDSINSA-N
Isomeric SMILESN[C@@H](CCC(=O)N[C@@H](CCC(N)=O)C(O)=O)C(O)=O
Average Molecular Weight275.2585
Monoisotopic Molecular Weight275.111735291
Classification
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
  • Gamma-glutamyl alpha-amino acid
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • N-acyl-l-glutamine
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • N-acyl-amine
  • Fatty acyl
  • Fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • Secondary carboxylic acid amide
  • Primary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Carboxylic acid
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001l-9560000000-a956f772592da08ac91bJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00dl-9314100000-7288034a17d80463b7caJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-0002-0900000000-aa0c06e268e954c25179JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a59-0290000000-53ebbfe26a1610c7d206JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-1790000000-8b9c77dbe3ee9bfa3360JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9600000000-7cf2074b159a06a79e69JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05fr-0090000000-1e9b60fa2e6418acc332JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bvm-3590000000-ebbac377891f30e322daJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-3685d99d954b21693f1cJSpectraViewer
ChemSpider ID133013
ChEMBL IDNot Available
KEGG Compound IDC05283
Pubchem Compound ID150914
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB11738
CRC / DFC (Dictionary of Food Compounds) IDNot Available
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