Record Information
Version1.0
Creation date2010-04-08 22:05:53 UTC
Update date2018-01-25 19:29:58 UTC
Primary IDFDB003617
Secondary Accession Numbers
  • FDB007877
Chemical Information
FooDB Namegamma-L-Glutamyl-L-leucine
DescriptionGamma-glutamylleucine, also known as gamma-glutamyl-leucine, (d,l)-isomer or L-gamma-glu-L-leu, is a member of the class of compounds known as dipeptides. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Gamma-glutamylleucine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Gamma-glutamylleucine can be found in soft-necked garlic, which makes gamma-glutamylleucine a potential biomarker for the consumption of this food product. Gamma-glutamylleucine can be found primarily in blood and feces.
CAS Number2566-39-4
Structure
Thumb
Synonyms
SynonymSource
L-gamma-Glu-L-leuChEBI
L-g-Glu-L-leuGenerator
L-Γ-glu-L-leuGenerator
g-GlutamylleucineGenerator
Γ-glutamylleucineGenerator
g-L-Glutamyl-L-leucineHMDB
Γ-L-glutamyl-L-leucineHMDB
gamma-Glutamyl-leucine, (D,L)-isomerHMDB
gamma-Glutamyl-leucineHMDB
Γ-glu-leuHMDB
Γ-L-glu-L-leuHMDB
L-Γ-glutamyl-L-leucineHMDB
N-Γ-glutamylleucineHMDB
N-L-Γ-glutamylleucineHMDB
N-L-Γ-glutamyl-L-leucineHMDB
gamma-Glu-leuHMDB
gamma-L-Glu-L-leuHMDB
gamma-L-Glutamyl-L-leucineHMDB
L-gamma-Glutamyl-L-leucineHMDB
N-L-gamma-GlutamylleucineHMDB
N-L-gamma-Glutamyl-L-leucineHMDB
N-Γ-L-glutamyl-L-leucineHMDB
N-gamma-GlutamylleucineHMDB
N-gamma-L-Glutamyl-L-leucineHMDB
gamma-GlutamylleucineHMDB, MeSH
g-Glu-leuGenerator
Predicted Properties
PropertyValueSource
Water Solubility4.48 g/LALOGPS
logP-2.6ALOGPS
logP-2.5ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)1.78ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.72 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity62.26 m³·mol⁻¹ChemAxon
Polarizability26.29 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC11H20N2O5
IUPAC name(2S)-2-[(4S)-4-amino-4-carboxybutanamido]-4-methylpentanoic acid
InChI IdentifierInChI=1S/C11H20N2O5/c1-6(2)5-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h6-8H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1
InChI KeyMYFMARDICOWMQP-YUMQZZPRSA-N
Isomeric SMILESCC(C)C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O
Average Molecular Weight260.2869
Monoisotopic Molecular Weight260.13722176
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
  • Leucine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-l-alpha-amino acid
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Methyl-branched fatty acid
  • Branched fatty acid
  • N-acyl-amine
  • Fatty acyl
  • Fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty amide
  • Secondary 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
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
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 Key
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDGAMMA-L-GLUTAMYL-L-LEUCINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET 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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).