CHEBI:89582 - γ-Glu-Phe

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ChEBI Name γ-Glu-Phe
ChEBI ID CHEBI:89582
ChEBI ASCII Name gamma-Glu-Phe
Definition A dipeptide obtained by formal condensation of the side-chain carboxy group of L-glutamic acid with the amino group of L-phenylalanine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H18N2O5
Net Charge 0
Average Mass 294.304
Monoisotopic Mass 294.12157
InChI InChI=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
InChIKey XHHOHZPNYFQJKL-QWRGUYRKSA-N
SMILES C(=O)([C@@H](NC(=O)CC[C@@H](C(=O)O)N)CC=1C=CC=CC1)O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-Glu-Phe(1−) (CHEBI:133692) is conjugate base of γ-Glu-Phe (CHEBI:89582)
IUPAC Name
L-γ-glutamyl-L-phenylalanine
Synonyms Sources
(2S)-2-amino-4-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}butanoic acid HMDB
gamma-Glu-phe HMDB
γ-glutamylphenylalanine ChEBI
gamma-Glutamylphenylalanine ChemIDplus
L-γ-Glu-L-Phe ChEBI
L-gamma-Glutamyl-L-phenylalanine HMDB
N-(gamma-L-Glutamyl)phenylalanine HMDB
N-L-gamma-Glutamyl-3-phenyl-L-alanine ChemIDplus
N-L-gamma-Glutamyl-L-phenylalanine ChemIDplus
Manual Xref Database
HMDB0000594 HMDB
View more database links
Registry Numbers Types Sources
2820776 Reaxys Registry Number Reaxys
7432-24-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
237763 PubMed citation Europe PMC
3782411 PubMed citation Europe PMC
3997870 PubMed citation Europe PMC
466810 PubMed citation Europe PMC
7371187 PubMed citation Europe PMC
Last Modified
14 October 2016