S-Methylglutathione
PubChem CID
115260
Structure
Molecular Formula
Synonyms
- S-Methylglutathione
- S-Methyl glutathione
- 2922-56-7
- Glutathione ester
- S-METHYL-GLUTATHIONE
Molecular Weight
321.35 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-06-24
- Modify:2025-01-18
Description
S-methylglutathione is an S-substituted glutathione that is glutathione in which the mercapto hydrogen has been replaced by a methyl group. It is a S-substituted glutathione and a methyl sulfide. It is a tautomer of a S-methylglutathione zwitterion.
Chemical Structure Depiction
SVG Image
IUPAC Condensed
H-gGlu-Cys(Me)-Gly-OH
Sequence
XXG
HELM
PEPTIDE1{[Ggu].[*C(=O)[C@H](CSC)N* |$_R2;;;;;;;;_R1$|].G}$$$$
IUPAC
L-gamma-glutamyl-S-methyl-L-cysteinyl-glycine
(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-methylsulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C11H19N3O6S/c1-21-5-7(10(18)13-4-9(16)17)14-8(15)3-2-6(12)11(19)20/h6-7H,2-5,12H2,1H3,(H,13,18)(H,14,15)(H,16,17)(H,19,20)/t6-,7-/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
QTQDDTSVRVWHMO-BQBZGAKWSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C11H19N3O6S
Computed by PubChem 2.2 (PubChem release 2021.10.14)
- S-methyl glutathione
- S-methylglutathione
- S-Methylglutathione
- S-Methyl glutathione
- 2922-56-7
- Glutathione ester
- S-METHYL-GLUTATHIONE
- Glutathione S-methyl ester
- L-gamma-Glutamyl-S-methyl-L-cysteinylglycine
- S-Methyl GSH
- Glycine, L-gamma-glutamyl-S-methyl-L-cysteinyl-
- OOW3025SR1
- L-GAMMA-GLUTAMYL-S-METHYLCYSTEINYLGLYCINE
- (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-methylsulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
- N5-((R)-1-((carboxymethyl)amino)-3-(methylthio)-1-oxopropan-2-yl)-L-glutamine
- GSM
- UNII-OOW3025SR1
- glutathione, S-methyl-
- S-METHYL-GSH
- SCHEMBL1767370
- CHEMBL1233129
- Glycine, N-(N-L-gamma-glutamyl-S-methyl-L-cysteinyl)-
- DTXSID10183479
- CHEBI:141472
- QTQDDTSVRVWHMO-BQBZGAKWSA-N
- BDBM225232
- AKOS040746355
- CS-W009893
- DB04701
- HY-W009177
- 1ST40004
- AS-77779
- DA-67641
- NS00068559
- Glycine, L-?-glutamyl-S-methyl-L-cysteinyl-
- D95549
- G-4000
- SR-01000884011
- SR-01000884011-1
- Q27095444
- GLYCINE, L-.GAMMA.-GLUTAMYL-S-METHYL-L-CYSTEINYL-
- (2S)-2-amino-5-[[(1R)-2-(carboxymethylamino)-1-(methylsulfanylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
- (S)-2-Amino-5-(((R)-1-((carboxymethyl)amino)-3-(methylthio)-1-oxopropan-2-yl)amino)-5-oxopentanoic acid
- (S)-2-amino-5-((R)-1-(carboxymethylamino)-3-(methylthio)-1-oxopropan-2-ylamino)-5-oxopentanoic acid
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
321.35 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
-4.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
10
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
321.09945651 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
321.09945651 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
184 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
21
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
403
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
2
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Pharmaceuticals -> Listed in ZINC15
S55 | ZINC15PHARMA | Pharmaceuticals from ZINC15 | DOI:10.5281/zenodo.3247749
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Methylglutathione is a known human metabolite of 1-iodomethane.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=QTQDDTSVRVWHMO-BQBZGAKWSA-N
- BindingDBLICENSEAll data curated by BindingDB staff are provided under the Creative Commons Attribution 3.0 License (https://creativecommons.org/licenses/by/3.0/us/).https://www.bindingdb.org/rwd/bind/info.jsp
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jspS-methyl glutathionehttps://ctdbase.org/detail.go?type=chem&acc=C017514
- DrugBankLICENSECreative Common's Attribution-NonCommercial 4.0 International License (http://creativecommons.org/licenses/by-nc/4.0/legalcode)https://www.drugbank.ca/legal/terms_of_useS-Methyl glutathionehttps://www.drugbank.ca/drugs/DB04701
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/S-Methylglutathionehttps://commonchemistry.cas.org/detail?cas_rn=2922-56-7
- ChemIDplusS-Methyl glutathionehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0002922567ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSToxS-Methyl glutathionehttps://comptox.epa.gov/dashboard/DTXSID10183479CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingS-METHYLGLUTATHIONEhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/OOW3025SR1
- ChEBIS-methylglutathionehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:141472
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- IUPAC Digitized pKa Datasetglutathione, S-methyl-https://github.com/IUPAC/Dissociation-Constants
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- Metabolomics WorkbenchS-Methylglutathionehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=68115
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/S-Methyl glutathioneNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- Springer Nature
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- WikidataS-methylglutathionehttps://www.wikidata.org/wiki/Q27095444
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlS-methyl glutathionehttps://www.ncbi.nlm.nih.gov/mesh/67017514
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 390288513https://pubchem.ncbi.nlm.nih.gov/substance/390288513
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