U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C4H9NO2S
Molecular Weight 135.185
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of S-METHYLCYSTEINE

SMILES

CSC[C@H](N)C(O)=O

InChI

InChIKey=IDIDJDIHTAOVLG-VKHMYHEASA-N
InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
The cytotoxic effects of some selected gold(III) complexes on 4T1 cells and their role in the prevention of breast tumor growth in BALB/c mice.
2011-01-14
Metabolome analysis revealed increase in S-methylcysteine and phosphatidylisopropanolamine synthesis upon L-cysteine deprivation in the anaerobic protozoan parasite Entamoeba histolytica.
2010-12-10
Rhodium-catalysed conjugate addition of arylboronic acids to enantiopure dehydroamino acid derivatives.
2010-11-21
Rhizobium leguminosarum bv. trifolii rosR is required for interaction with clover, biofilm formation and adaptation to the environment.
2010-11-11
TXNL6 is a novel oxidative stress-induced reducing system for methionine sulfoxide reductase a repair of α-crystallin and cytochrome C in the eye lens.
2010-11-04
The effects of time-released garlic powder tablets on multifunctional cardiovascular risk in patients with coronary artery disease.
2010-10-19
Global regulation of gene expression in response to cysteine availability in Clostridium perfringens.
2010-09-07
Ligand substitution reactions and cytotoxic properties of [Au(L)Cl2](+) and [AuCl2(DMSO)2]+ complexes (L=ethylenediamine and S-methyl-l-cysteine).
2010-09
Drosophila melanogaster in the study of human neurodegeneration.
2010-08
No Modifying Effect of Antioxidant N-Acetyl-L-Cysteine on Fenofibrate-induced Hepatocarcinogenesis in Rats.
2009-12
Phenylalanine 4-monooxygenase and the role of endobiotic metabolism enzymes in xenobiotic biotransformation.
2009-10
Methionine gamma-lyase: mechanistic deductions from the kinetic pH-effects. The role of the ionic state of a substrate in the enzymatic activity.
2009-10
Methionine, alpha-methylmethionine and S-methylcysteine radical cations: generations and dissociations in the gas phase.
2009-09-21
Influence of the chloride concentration on ligand substitution reactions of [Pt(SMC)Cl(2)] with biologically relevant nucleophiles.
2009-06-21
Deletion of mouse MsrA results in HBO-induced cataract: MsrA repairs mitochondrial cytochrome c.
2009-05-15
Evaluation of respiratory parameters in rats and rabbits exposed to methyl iodide.
2009-05
Two-day inhalation toxicity study of methyl iodide in the rat.
2009-05
Methyl iodide-induced fetal hypothyroidism implicated in late-stage fetal death in rabbits.
2009-05
Ecological genomics of Boechera stricta: identification of a QTL controlling the allocation of methionine- vs branched-chain amino acid-derived glucosinolates and levels of insect herbivory.
2009-05
Mouse recombinant phenylalanine monooxygenase and the S-oxygenation of thioether substrates.
2009-04-16
Bioactivation of selenocysteine derivatives by beta-lyases present in common gastrointestinal bacterial species.
2009-03-28
Identification and molecular characterization of tryptophanase encoded by tnaA in Porphyromonas gingivalis.
2009-03
Coordinations between gene modules control the operation of plant amino acid metabolic networks.
2009-01-26
Human phenylalanine monooxygenase and thioether metabolism.
2009-01
Measurement of phenylalanine monooxygenase (PAH) activities.
2009
Equilibrium and kinetic investigations of the interaction of model platinum(II) complex with DNA constituents in reference to the antitumour activity: complex-formation reactions of [Pd(N,N-diethylethylenediamine)(H2O)2]2+ with ligands of biological significance and displacement reactions of DNA constituents.
2009
Effects of cisplatin and other Pt(II) complexes on spontaneous motility of isolated human oviduct.
2008-12
Protection of vascular smooth muscle cells by over-expressed methionine sulphoxide reductase A: role of intracellular localization and substrate availability.
2008-11
Red Cabbage (Brassica oleracea) Ameliorates Diabetic Nephropathy in Rats.
2008-09
Seed storage protein deficiency improves sulfur amino acid content in common bean (Phaseolus vulgaris L.): redirection of sulfur from gamma-glutamyl-S-methyl-cysteine.
2008-07-23
Complex-formation reactions of dicholoro(S-methyl-L-cysteine)palladium(II) with bio-relevant ligands. Labilization induced by S-donor chelates.
2008-02-14
Influence of various combinations of mucolytic agent and non-ionic surfactant on intestinal absorption of poorly absorbed hydrophilic compounds.
2008-02-12
Methionine sulfoxide reductase A and a dietary supplement S-methyl-L-cysteine prevent Parkinson's-like symptoms.
2007-11-21
Protective and alleviative effects from 4 cysteine-containing compounds on ethanol-induced acute liver injury through suppression of oxidation and inflammation.
2007-09
Post-translational modifications in the active site region of methyl-coenzyme M reductase from methanogenic and methanotrophic archaea.
2007-09
Antiinflammatory and antifibrogenic effects of s-ethyl cysteine and s-methyl cysteine in the kidney of diabetic mice.
2007-05
Antioxidative and anti-inflammatory effects of four cysteine-containing agents in striatum of MPTP-treated mice.
2007-02-15
Synthesis, crystal structure, DNA binding and photo-induced DNA cleavage activity of (S-methyl-L-cysteine)copper(II) complexes of heterocyclic bases.
2007-02
N-acetylcysteine and S-methylcysteine inhibit MeIQx rat hepatocarcinogenesis in the post-initiation stage.
2006-05
Function of domains of human O6-alkylguanine-DNA alkyltransferase.
2005-11-22
TMAO and other organic osmolytes in the muscles of amphipods (Crustacea) from shallow and deep water of Lake Baikal.
2005-09
Re(CO)(3) complexes synthesized via an improved preparation of aqueous fac-[Re(CO)(3)(H(2)O)(3)](+) as an aid in assessing (99m)Tc imaging agents. Structural characterization and solution behavior of complexes with thioether-bearing amino acids as tridentate ligands.
2005-07-25
Versatile and stereoselective syntheses of orthogonally protected beta-methylcysteine and beta-methyllanthionine.
2005-06-23
Conserved protein TTHA1554 from Thermus thermophilus HB8 binds to glutamine synthetase and cystathionine beta-lyase.
2005-06-15
Analysis of sulfur and selenium assimilation in Astragalus plants with varying capacities to accumulate selenium.
2005-06
Vanadium(III) complexes with L-cysteine--stability, speciation and the effect on actin in hepatoma Morris 5123 cells.
2004-12
Kinetic mechanism of the serine acetyltransferase from Haemophilus influenzae.
2004-09-15
Garlic's ability to prevent in vitro Cu2+-induced lipoprotein oxidation in human serum is preserved in heated garlic: effect unrelated to Cu2+-chelation.
2004-09-01
Effect of five cysteine-containing compounds on three lipogenic enzymes in Balb/cA mice consuming a high saturated fat diet.
2004-09
Phenylalanine 4-monooxygenase and the S-oxidation of S-carboxymethyl-L-cysteine.
2004
Patents
Name Type Language
NSC-15387
Preferred Name English
S-METHYLCYSTEINE
Systematic Name English
S-METHYL-(R)-CYSTEINE
Systematic Name English
S-METHYL-L-CYSTEINE, (-)-
Systematic Name English
S-METHYL-L-CYSTEINE
Systematic Name English
ALANINE, 3-(METHYLTHIO)-, L-
Systematic Name English
3-(METHYLTHIO)ALANINE
Systematic Name English
L-CYSTEINE, S-METHYL-
Systematic Name English
S-METHYLCYSTEINE, L-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
S-Methylcysteine
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
PRIMARY
CAS
1187-84-4
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
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FDA UNII
A34I1H07YM
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
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PUBCHEM
24417
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-701-6
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
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CHEBI
45658
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
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EPA CompTox
DTXSID50862579
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
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NSC
15387
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
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DRUG BANK
DB02216
Created by admin on Mon Mar 31 19:13:28 GMT 2025 , Edited by admin on Mon Mar 31 19:13:28 GMT 2025
PRIMARY