General
Preferred name
GLUTATHIONE
Synonyms
??-L-Glutamyl-L-cysteinyl-glycine ()
GSH ()
L-Glutathione reduced ()
Isethion ()
Glutathion ()
Tathion ()
??L-Glutamyl-L-cysteinyl-glycine ()
TAD ()
γ-L-Glutamyl-L-cysteinyl-glycine ()
Isethion, Glutathion, Tathion, L-Glutathione reduced, GSH ()
¦Ã-L-Glutamyl-L-cysteinyl-glycine ()
Tathione ()
Reduced l-glutathione ()
Aec glutathione ()
Glutham ()
L-Glutathione, reduced ()
P&D ID
PD001337
CAS
70-18-8
34212-83-4
Tags
drug candidate
natural product
drug
available
Drug Status
nutraceutical
investigational
approved
Drug indication
Discovery agent
Human immunodeficiency virus infection
Max Phase
Phase 3
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
MOA
Glutathione (GSH) participates in leukotriene synthesis and is a cofactor for the enzyme glutathione peroxidase. It also plays a role in the hepatic biotransformation and detoxification process; it acts as a hydrophilic molecule that is added to other lipophilic toxins or wastes prior to entering biliary excretion. It participates in the detoxification of methylglyoxal, a toxic by-product of metabolism, mediated by glyoxalase enzymes. Glyoxalase I catalyzes the conversion of methylglyoxal and reduced glutathione to S-D-Lactoyl-glutathione. Glyoxalase II catalyzes the conversion of S-D-Lactoyl Glutathione to Reduced Glutathione and D-lactate. Glyoxalase I catalyzes the conversion of methylglyoxal and reduced glutathione to S-D-Lactoyl-glutathione. Glyoxalase II catalyzes the conversion of S-D-Lactoyl Glutathione to Reduced Glutathione and D-lactate. GSH is a cofactor of conjugation and reduction reactions that are catalyzed by glutathione S-transferase enzymes expressed in the cytosol, microsomes, and mitochondria. However, it is capable of participating in non-enzymatic conjugation with some chemicals, as it is hypothesized to do to a significant extent with n-acetyl-p-benzoquinone imine (NAPQI), the reactive cytochrome P450 reactive metabolite formed by toxic overdose of acetaminophen. Glutathione in this capacity binds to NAPQI as a suicide substrate and in the process detoxifies it, taking the place of cellular protein sulfhydryl groups which would otherwise be toxically adducted. The preferred medical treatment to an overdose of this nature, whose efficacy has been consistently supported in literature, is the administration (usually in atomized form) of N-acetylcysteine, which is used by cells to replace spent GSSG and allow a usable GSH pool.
DESCRIPTION
Tripeptide compound
(GtoPdb)
DESCRIPTION
Selective KCC2 activator
(Tocris Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
19
Cayman Chemical Bioactives
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP Approved Drugs
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
Guide to Pharmacology
MedChem Express Bioactive Compound Library
NPC Screening Collection
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
Tocris Bioactive Compound Library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
70
Molecular Weight
307.08
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
6
Rotatable Bonds
9
Ring Count
0
Aromatic Ring Count
0
cLogP
-2.21
TPSA
158.82
Fraction CSP3
0.6
Chiral centers
2.0
Largest ring
0.0
QED
0.26
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
NF-¦ÊB
oxidation-reduction
Apoptosis
Immunology/Inflammation
Metabolic Enzyme/Protease
NF-κB
Target
Glutathione reductase
ESD, GGT1, GLO1, GLRX, GLRX2, GPX1, GPX2, GPX3, GPX4, GPX5, GPX6, GPX7, GPX8, GSR, GSS, GSTA1, GSTA2, GSTA3, GSTA4, GSTA5, GSTK1, GSTM1, GSTM2, GSTM3, GSTM4, GSTM5, GSTO1, GSTO2, GSTP1, GSTT1, GSTZ1, HAGH, HPGDS, LTC4S, MGST1, MGST2, MGST3, TXNDC12
Endogenous Metabolite
Ferroptosis
Reactive Oxygen Species
Glutathione
Primary Target
Antioxidants
MOA
Antioxidant
Source data
