Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:23:44 UTC
Update Date2022-08-31 10:31:09 UTC
Metabolite IDMMDBc0029474
Metabolite Identification
Common NameGlutathione
DescriptionGlutathione (GSH) is a compound synthesized from cysteine. Like cysteine, glutathione contains the crucial thiol (-SH) group that makes it an effective antioxidant. There are virtually no living organisms on this planet-animal or plant whose cells don't contain some glutathione. Scientists have speculated that glutathione was essential to the very development of life on earth. Glutathione has many roles; in none does it act alone. It is a coenzyme in various enzymatic reactions. The most important of these are redox reactions, in which the thiol grouping on the cysteine portion of cell membranes protects against peroxidation; and conjugation reactions, in which glutathione binds with toxic chemicals in order to detoxify them. GSH is known as a substrate in both conjugation reactions and reduction reactions, catalyzed by glutathione S-transferase enzymes in the bacterial cytosol.
Structure
Synonyms
ValueSource
5-L-Glutamyl-L-cysteinylglycineChEBI
gamma-L-Glutamyl-L-cysteinyl-glycineChEBI
Glutathione-SHChEBI
GSHChEBI
N-(N-gamma-L-Glutamyl-L-cysteinyl)glycineChEBI
Reduced glutathioneChEBI
Poly(gamma-glutamylcysteine)glycineKegg
(gamma-Glutamylcysteine)N-glycineKegg
TathionKegg
g-L-Glutamyl-L-cysteinyl-glycineGenerator
Γ-L-glutamyl-L-cysteinyl-glycineGenerator
N-(N-g-L-Glutamyl-L-cysteinyl)glycineGenerator
N-(N-Γ-L-glutamyl-L-cysteinyl)glycineGenerator
Poly(g-glutamylcysteine)glycineGenerator
Poly(γ-glutamylcysteine)glycineGenerator
(g-Glutamylcysteine)N-glycineGenerator
(Γ-glutamylcysteine)N-glycineGenerator
Agifutol SHMDB
Bakezyme RXHMDB
CoprenHMDB
DeltathioneHMDB
gamma-GlutamylcysteinylglycineHMDB
gamma-L-Glutamyl-L-cysteinylglycineHMDB
GlutathionHMDB
Glutathione redHMDB
Glutathione reducedHMDB
GlutatiolHMDB
GlutationeHMDB
GlutideHMDB
GlutinalHMDB
IsethionHMDB
L-g-Glutamyl-L-cysteinyl-glycineHMDB
L-gamma-Glutamyl-L-cysteinyl-glycineHMDB
L-gamma-Glutamyl-L-cysteinylglycineHMDB
L-Glutamyl-L-cysteinylglycineHMDB
L-GlutathioneHMDB
L-Glutathione reduceHMDB
LedacHMDB
NeuthionHMDB
Red. glutathioneHMDB
TathioneHMDB
TriptideHMDB
Glutathione, reducedHMDB
gamma L Glu L cys glyHMDB
gamma-L-Glu-L-cys-glyHMDB
gamma L Glutamyl L cysteinylglycineHMDB
Molecular FormulaC10H17N3O6S
Average Mass307.323
Monoisotopic Mass307.083805981
IUPAC Name(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid
Traditional Nameglutathione
CAS Registry Number70-18-8
SMILES
N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O
InChI Identifier
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
InChI KeyRWSXRVCMGQZWBV-WDSKDSINSA-N