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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H17N3O6S
Molecular Weight 307.323
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Glutathione

SMILES

N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O

InChI

InChIKey=RWSXRVCMGQZWBV-WDSKDSINSA-N
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

HIDE SMILES / InChI

Molecular Formula C10H17N3O6S
Molecular Weight 307.323
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23036594 | https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=3ef475c9-7938-4870-b336-fb0c2dafb3cd | https://clinicaltrials.gov/ct2/show/NCT01450267

Glutathione (GSH, also called as reduced glutathione) is a tripeptide with many roles in cells. It conjugates to drugs to make them more soluble for excretion, is a cofactor for some enzymes such as, glutathione reductase, glutathione peroxidases, peroxiredoxins. Glutathione S-transferases catalyse the conjugation of GSH via a sulfhydryl group to electrophilic centers on a wide variety of substrates in order to make the compounds more water-soluble. As a part of homeopathic product, glutathione is used for temporary relief of symptoms related to Free Radical Toxicity including tingling in hands and feet, mood changes, frequent colds, poor digestion, fatigue, and constipation. In addition, for temporary relief of pain in the back from urinating, constant urging and frequent urination, kidneys sensitive to pressure, and pain from back extending down the thigh. Glutathione is an important nutrient for brain function and loss of glutathione has been implicated in Parkinson's disease. In phase II of the clinical trial was investigated whether administration of either dose of glutathione, as a nasal spray, improves PD symptoms over time in a population of individuals with Parkinson's disease (PD). In addition in phase II of clinical trial was shown, that reduced glutathione, an ingredient of RayGel™, has been helpful in decreasing some radiation therapy side effects to the skin. Reduced glutathione plays a vital role in both making DNA and cell repair. Cystic fibrosis (CF) is the most common inherited disease among the Caucasian population with considerable morbidity and reduced life expectancy. Glutathione (GSH) represents the first-line defence of the lung against oxidative stress-induced cell injury. Therapeutic approaches with inhaled GSH could improve the reduced lung antioxidant capacity in order to counterbalance the oxidant stress linked to the chronic airway inflammation and bacterial infection.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Glutathione S-transferases
Target ID: P00390
Gene ID: 2936.0
Gene Symbol: GSR
Target Organism: Homo sapiens (Human)
Conditions
PubMed

PubMed

TitleDatePubMed
Glutathione S-transferase catalyzes the isomerization of (R)-2-hydroxymenthofuran to mintlactones.
1999 Oct 1
Stimulation of p38 mitogen-activated protein kinase is an early regulatory event for the cadmium-induced apoptosis in human promonocytic cells.
2000 Apr 14
Perturbation of the pore of the cystic fibrosis transmembrane conductance regulator (CFTR) inhibits its atpase activity.
2001 Apr 13
Nitrogen monoxide (no) and glucose: unexpected links between energy metabolism and no-mediated iron mobilization from cells.
2001 Feb 16
Expression of gamma-glutamyl transpeptidase protects ramos B cells from oxidation-induced cell death.
2001 Feb 9
Oxidative stress and antioxidant defenses in goldfish Carassius auratus during anoxia and reoxygenation.
2001 Jan
Glutathione in induced sputum of healthy individuals and patients with asthma.
2001 Jan
Antioxidant modulation in response to metal-induced oxidative stress in algal chloroplasts.
2001 Jan
Mechanism and significance of increased glutathione level in human hepatocellular carcinoma and liver regeneration.
2001 Jan
Differential effects of bcl-2 on cell death triggered under ATP-depleting conditions.
2001 Jan 1
Affinity labeling of rat glutathione S-transferase isozyme 1-1 by 17beta -iodoacetoxy-estradiol-3-sulfate.
2001 Jan 19
A proteome analysis of the cadmium response in Saccharomyces cerevisiae.
2001 Mar 16
Characterization of transsulfuration and cysteine biosynthetic pathways in the protozoan hemoflagellate, Trypanosoma cruzi. Isolation and molecular characterization of cystathionine beta-synthase and serine acetyltransferase from Trypanosoma.
2001 Mar 2
Enhanced multispecificity of arabidopsis vacuolar multidrug resistance-associated protein-type ATP-binding cassette transporter, AtMRP2.
2001 Mar 23
Functional characterization of and cooperation between the double-stranded RNA-binding motifs of the protein kinase PKR.
2001 Mar 30
Assembly of scaffold-mediated complexes containing Cdc42p, the exchange factor Cdc24p, and the effector Cla4p required for cell cycle-regulated phosphorylation of Cdc24p.
2001 Mar 9
Hrs interacts with sorting nexin 1 and regulates degradation of epidermal growth factor receptor.
2001 Mar 9
Zinc release from the CH2C6 zinc finger domain of FILAMENTOUS FLOWER protein from Arabidopsis thaliana induces self-assembly.
2001 Mar 9
Patents

Sample Use Guides

For temporary relief of symptoms related to Free Radical Toxicity: 1-10 drops under the tongue, 3 times a day or as directed by a health professional. Consult a physician for use in children under 12 years of age. pain in the back from urinating: 10 drops orally, 3 times a day. Consult a physician for use in children under 12 years of age. Breast Cancer: RayGel Topical Cream applied in thin layer to the area exposed to radiation 60-90 minutes prior to radiotherapy, standard skin care between treatments. Cystic Fibrosis: Inhaled Reduced Glutathione 10 mg/kg, twice daily, 12 months
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:12:46 UTC 2023
Edited
by admin
on Fri Dec 15 15:12:46 UTC 2023
Record UNII
GAN16C9B8O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Glutathione
EP   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
GLUTATHIONE [VANDF]
Common Name English
γ-Glutamylcysteinylglycine
Systematic Name English
GLUTATHIONE [INCI]
Common Name English
ISETHION
Common Name English
γ-Glu-Cys-Gly
Systematic Name English
GLUTATHIONE, L-
Common Name English
GLUTATHIONE [JAN]
Common Name English
GLUTHAM
Brand Name English
REDUCED L-GLUTATHIONE
Common Name English
GLUTATHIONE [MI]
Common Name English
GLUTATHIONE [EP MONOGRAPH]
Common Name English
GLUTATHIONE [II]
Common Name English
GLUTATHIONE [MART.]
Common Name English
L-γ-Glutamyl-L-cysteinylglycine
Systematic Name English
TATHIONE
Common Name English
Glutathione [WHO-DD]
Common Name English
Glycine, L-γ-glutamyl-L-cysteinyl-
Systematic Name English
NSC-400639
Code English
GLUTATHIONE [USP-RS]
Common Name English
L-GLUTATHIONE REDUCED
Brand Name English
Classification Tree Code System Code
LOINC 57005-1
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
FDA ORPHAN DRUG 303410
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
LOINC 91685-8
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
DSLD 1621 (Number of products:627)
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
WHO-VATC QV03AB32
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
FDA ORPHAN DRUG 77493
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
LOINC 16918-5
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
LOINC 65363-4
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
FDA ORPHAN DRUG 545816
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
NCI_THESAURUS C275
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
FDA ORPHAN DRUG 311910
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
CFR 21 CFR 862.1365
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
FDA ORPHAN DRUG 519216
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
EU-Orphan Drug EU/3/06/361
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
DSLD 178 (Number of products:20)
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
WHO-ATC V03AB32
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
LOINC 2383-8
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
Code System Code Type Description
RS_ITEM_NUM
1294820
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
DAILYMED
GAN16C9B8O
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
CHEBI
16856
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
WIKIPEDIA
GLUTATHIONE
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
NSC
400639
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
CHEBI
57925
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
SMS_ID
100000092913
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
CAS
70-18-8
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
NCI_THESAURUS
C523
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
ChEMBL
CHEMBL1543
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
DRUG BANK
DB00143
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
EVMPD
SUB13990MIG
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
RXCUI
4890
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY RxNorm
PUBCHEM
124886
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID6023101
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
GRAS Notification (GRN No.)
244
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
GRAS Notification (GRN No.)
293
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
DRUG CENTRAL
1312
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
MERCK INDEX
m5781
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
200-725-4
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
FDA UNII
GAN16C9B8O
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
MESH
D005978
Created by admin on Fri Dec 15 15:12:46 UTC 2023 , Edited by admin on Fri Dec 15 15:12:46 UTC 2023
PRIMARY
Related Record Type Details
TRANSPORTER -> SUBSTRATE
SUBSTRATE -> TARGET
DERIVATIVE -> PARENT
SALT/SOLVATE -> PARENT
TRANSPORTER -> SUBSTRATE
INHIBITOR -> TARGET
Reacts with thiols leading to depletion and indirect oxidative damge.
TRANSPORTER -> SUBSTRATE
Related Record Type Details
ACTIVE MOIETY