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CHEBI:89582 - γ-Glu-Phe

ChEBI IDCHEBI:89582
ChEBI Nameγ-Glu-Phe
Stars
ASCII Namegamma-Glu-Phe
DefinitionA dipeptide obtained by formal condensation of the side-chain carboxy group of L-glutamic acid with the amino group of L-phenylalanine.
Last Modified14 October 2016
DownloadsMolfile
FormulaC14H18N2O5
Net Charge0
Average Mass294.307
Monoisotopic Mass294.12157
SMILESN[C@@H](CCC(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(=O)O
InChIInChI=1S/C14H18N2O5/c15-10(13(18)19)6-7-12(17)16-11(14(20)21)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,17)(H,18,19)(H,20,21)/t10-,11-/m0/s1
InChIKeyXHHOHZPNYFQJKL-QWRGUYRKSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) PubMed (466810)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
ChEBI Ontology
Outgoing Relation(s)
γ-Glu-Phe (CHEBI:89582) has role human urinary metabolite (CHEBI:84087)
γ-Glu-Phe (CHEBI:89582) is a dipeptide (CHEBI:46761)
γ-Glu-Phe (CHEBI:89582) is conjugate acid of γ-Glu-Phe(1−) (CHEBI:133692)
Incoming Relation(s)
γ-Glu-Phe(1−) (CHEBI:133692) is conjugate base of γ-Glu-Phe (CHEBI:89582)
IUPAC Name 
L-γ-glutamyl-L-phenylalanine
Synonyms  Source
L-gamma-Glutamyl-L-phenylalanineHMDB
(2S)-2-amino-4-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}butanoic acidHMDB
N-(gamma-L-Glutamyl)phenylalanineHMDB
gamma-Glu-pheHMDB
gamma-GlutamylphenylalanineChemIDplus
N-L-gamma-Glutamyl-L-phenylalanineChemIDplus
Manual XrefsDatabases
HMDB0000594HMDB
Registry NumbersSources
Reaxys:2820776Reaxys
CAS:7432-24-8ChemIDplus
Citations