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> Main
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.
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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 (Br
o
nsted 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
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