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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:16856 - glutathione
Main
ChEBI Ontology
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ChEBI Name
glutathione
ChEBI ID
CHEBI:16856
Definition
A tripeptide compound consisting of glutamic acid attached via its side chain to the N-terminus of cysteinylglycine.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:42873, CHEBI:43049, CHEBI:5437, CHEBI:12402, CHEBI:14327, CHEBI:24334
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C10H17N3O6S
Net Charge
0
Average Mass
307.320
Monoisotopic Mass
307.08381
InChI
InChI=1S/C10H17N3O6S/c11-
5(10(18)
19)
1-
2-
7(14)
13-
6(4-
20)
9(17)
12-
3-
8(15)
16/h5-
6,20H,1-
4,11H2,(H,12,17)
(H,13,14)
(H,15,16)
(H,18,19)
/t5-
,6-
/m0/s1
InChIKey
RWSXRVCMGQZWBV-WDSKDSINSA-N
SMILES
N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O)C(=O)O
Metabolite of Species
Details
Mus musculus
(NCBI:txid10090)
Source: BioModels - MODEL1507180067 See:
PubMed
Escherichia coli
(NCBI:txid562)
See:
PubMed
Homo sapiens
(NCBI:txid9606)
See:
PubMed
Roles Classification
Chemical Role
(s):
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Biological Role
(s):
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in
Escherichia coli
.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (
Mus musculus
).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
Application
(s):
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
skin lightening agent
Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
glutathione (
CHEBI:16856
)
has role
Escherichia coli
metabolite (
CHEBI:76971
)
glutathione (
CHEBI:16856
)
has role
antioxidant (
CHEBI:22586
)
glutathione (
CHEBI:16856
)
has role
cofactor (
CHEBI:23357
)
glutathione (
CHEBI:16856
)
has role
geroprotector (
CHEBI:176497
)
glutathione (
CHEBI:16856
)
has role
human metabolite (
CHEBI:77746
)
glutathione (
CHEBI:16856
)
has role
mouse metabolite (
CHEBI:75771
)
glutathione (
CHEBI:16856
)
has role
skin lightening agent (
CHEBI:85046
)
glutathione (
CHEBI:16856
)
is a
L
-cysteine derivative (
CHEBI:83824
)
glutathione (
CHEBI:16856
)
is a
thiol (
CHEBI:29256
)
glutathione (
CHEBI:16856
)
is a
tripeptide (
CHEBI:47923
)
glutathione (
CHEBI:16856
)
is conjugate acid of
glutathionate(1−) (
CHEBI:57925
)
Incoming
N
-(4-oxoglutaryl)-
L
-cysteinylglycine (
CHEBI:138934
)
has functional parent
glutathione (
CHEBI:16856
)
S
-(2,4-dinitrophenyl)glutathione (
CHEBI:8927
)
has functional parent
glutathione (
CHEBI:16856
)
S
-(2-hydroxyethyl)glutathione (
CHEBI:35896
)
has functional parent
glutathione (
CHEBI:16856
)
S
-acylglutathione (
CHEBI:18126
)
has functional parent
glutathione (
CHEBI:16856
)
S
-sulfanylglutathione (
CHEBI:52857
)
has functional parent
glutathione (
CHEBI:16856
)
S
-sulfoglutathione (
CHEBI:195386
)
has functional parent
glutathione (
CHEBI:16856
)
DON-10-glutathione (
CHEBI:149452
)
has functional parent
glutathione (
CHEBI:16856
)
eoxin C
4
(
CHEBI:63984
)
has functional parent
glutathione (
CHEBI:16856
)
glutathione derivative (
CHEBI:24337
)
has functional parent
glutathione (
CHEBI:16856
)
phytochelatin (
CHEBI:60836
)
has functional parent
glutathione (
CHEBI:16856
)
glutathionate(1−) (
CHEBI:57925
)
is conjugate base of
glutathione (
CHEBI:16856
)
IUPAC Name
L
-γ-glutamyl-
L
-cysteinylglycine
Synonyms
Sources
5-L-Glutamyl-L-cysteinylglycine
KEGG COMPOUND
gamma-L-Glutamyl-L-cysteinyl-glycine
KEGG COMPOUND
Glutathione
KEGG COMPOUND
Glutathione-SH
HMDB
GSH
KEGG COMPOUND
N-(N-gamma-L-Glutamyl-L-cysteinyl)glycine
KEGG COMPOUND
Reduced glutathione
KEGG COMPOUND
Manual Xrefs
Databases
111188
ChemSpider
1312
DrugCentral
C00001518
KNApSAcK
C00051
KEGG COMPOUND
D00014
KEGG DRUG
DB00143
DrugBank
FDB001498
FooDB
Glutathione
Wikipedia
GLUTATHIONE
MetaCyc
GSH
PDBeChem
HMDB0000125
HMDB
View more database links
Registry Numbers
Types
Sources
1729812
Reaxys Registry Number
Reaxys
70-18-8
CAS Registry Number
KEGG COMPOUND
70-18-8
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10577998
PubMed citation
Europe PMC
1362956
PubMed citation
Europe PMC
14988435
PubMed citation
Europe PMC
16112416
PubMed citation
Europe PMC
16316931
PubMed citation
Europe PMC
16391576
PubMed citation
Europe PMC
16404476
PubMed citation
Europe PMC
16621738
PubMed citation
Europe PMC
16650398
PubMed citation
Europe PMC
16780237
PubMed citation
Europe PMC
16877380
PubMed citation
Europe PMC
17439666
PubMed citation
Europe PMC
19580823
PubMed citation
Europe PMC
4200890
PubMed citation
Europe PMC
4745654
PubMed citation
Europe PMC
8207209
PubMed citation
Europe PMC
Last Modified
11 September 2023