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

Molecular Formula C4H9NO2S
Molecular Weight 135.185
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:13:28 GMT 2025
Edited
by admin
on Mon Mar 31 19:13:28 GMT 2025
Record UNII
A34I1H07YM
Record Status Validated (UNII)
Record Version
  • Download
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
PRIMARY
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
Related Record Type Details
LABELED -> NON-LABELED
a PET tracer for tumor imaging, reportedly an analogue of 11C-MET, seemed to have potential value as a PET imaging agent for tumors.1