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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
Late confirmation of acute methyl bromide poisoning using S-methylcysteine adduct testing.
2001 Aug
lcd from Streptococcus anginosus encodes a C-S lyase with alpha,beta-elimination activity that degrades L-cysteine.
2002 Dec
Redox inversion of helicity in propeller-shaped molecules derived from s-methyl cysteine and methioninol.
2003 Mar 6
Phenylalanine 4-monooxygenase and the S-oxidation of S-carboxymethyl-L-cysteine.
2004
Revised rat multi-organ carcinogenesis bioassay for whole-body detection of chemopreventive agents: modifying potential of S-methylcysteine.
2004 Mar 31
S-methylcysteine may be a causal factor in monohalomethane neurotoxicity.
2004 Sep
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 Sep 1
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 Jul 25
Function of domains of human O6-alkylguanine-DNA alkyltransferase.
2005 Nov 22
TMAO and other organic osmolytes in the muscles of amphipods (Crustacea) from shallow and deep water of Lake Baikal.
2005 Sep
N-acetylcysteine and S-methylcysteine inhibit MeIQx rat hepatocarcinogenesis in the post-initiation stage.
2006 May
Synthesis, crystal structure, DNA binding and photo-induced DNA cleavage activity of (S-methyl-L-cysteine)copper(II) complexes of heterocyclic bases.
2007 Feb
Antiinflammatory and antifibrogenic effects of s-ethyl cysteine and s-methyl cysteine in the kidney of diabetic mice.
2007 May
Methionine sulfoxide reductase A and a dietary supplement S-methyl-L-cysteine prevent Parkinson's-like symptoms.
2007 Nov 21
Protective and alleviative effects from 4 cysteine-containing compounds on ethanol-induced acute liver injury through suppression of oxidation and inflammation.
2007 Sep
Post-translational modifications in the active site region of methyl-coenzyme M reductase from methanogenic and methanotrophic archaea.
2007 Sep
Influence of various combinations of mucolytic agent and non-ionic surfactant on intestinal absorption of poorly absorbed hydrophilic compounds.
2008 Feb 12
Complex-formation reactions of dicholoro(S-methyl-L-cysteine)palladium(II) with bio-relevant ligands. Labilization induced by S-donor chelates.
2008 Feb 14
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 Jul 23
Protection of vascular smooth muscle cells by over-expressed methionine sulphoxide reductase A: role of intracellular localization and substrate availability.
2008 Nov
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
No Modifying Effect of Antioxidant N-Acetyl-L-Cysteine on Fenofibrate-induced Hepatocarcinogenesis in Rats.
2009 Dec
Evaluation of respiratory parameters in rats and rabbits exposed to methyl iodide.
2009 May
Two-day inhalation toxicity study of methyl iodide in the rat.
2009 May
Methyl iodide-induced fetal hypothyroidism implicated in late-stage fetal death in rabbits.
2009 May
Deletion of mouse MsrA results in HBO-induced cataract: MsrA repairs mitochondrial cytochrome c.
2009 May 15
Phenylalanine 4-monooxygenase and the role of endobiotic metabolism enzymes in xenobiotic biotransformation.
2009 Oct
Methionine, alpha-methylmethionine and S-methylcysteine radical cations: generations and dissociations in the gas phase.
2009 Sep 21
Drosophila melanogaster in the study of human neurodegeneration.
2010 Aug
Metabolome analysis revealed increase in S-methylcysteine and phosphatidylisopropanolamine synthesis upon L-cysteine deprivation in the anaerobic protozoan parasite Entamoeba histolytica.
2010 Dec 10
Rhizobium leguminosarum bv. trifolii rosR is required for interaction with clover, biofilm formation and adaptation to the environment.
2010 Nov 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 Nov 4
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.
2010 Oct-Dec
Ligand substitution reactions and cytotoxic properties of [Au(L)Cl2](+) and [AuCl2(DMSO)2]+ complexes (L=ethylenediamine and S-methyl-l-cysteine).
2010 Sep
Global regulation of gene expression in response to cysteine availability in Clostridium perfringens.
2010 Sep 7
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:29:28 GMT 2023
Edited
by admin
on Fri Dec 15 18:29:28 GMT 2023
Record UNII
A34I1H07YM
Record Status Validated (UNII)
Record Version
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Name Type Language
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
NSC-15387
Code English
S-METHYLCYSTEINE, L-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
S-Methylcysteine
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
CAS
1187-84-4
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
FDA UNII
A34I1H07YM
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
PUBCHEM
24417
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-701-6
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
CHEBI
45658
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID50862579
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
NSC
15387
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
DRUG BANK
DB02216
Created by admin on Fri Dec 15 18:29:28 GMT 2023 , Edited by admin on Fri Dec 15 18:29:28 GMT 2023
PRIMARY
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