S-METHYLCYSTEINE

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 Search

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

Title	Date	PubMed
Late confirmation of acute methyl bromide poisoning using S-methylcysteine adduct testing.	2001 Aug	11474733
Studies on a growth-inhibitory peptide derived from alpha-fetoprotein and some analogs.	2001 Jan	11168886
lcd from Streptococcus anginosus encodes a C-S lyase with alpha,beta-elimination activity that degrades L-cysteine.	2002 Dec	12480900
Synthesis of orthogonally protected (R)- and (S)-2-methylcysteine via an enzymatic desymmeterization and Curtius rearrangement.	2003 Jun 27	12816509
Redox inversion of helicity in propeller-shaped molecules derived from s-methyl cysteine and methioninol.	2003 Mar 6	12605496
Antioxidative activity of sulfur-containing compounds in Allium species for human low-density lipoprotein (LDL) oxidation in vitro.	2003 Nov 19	14611195
Phenylalanine 4-monooxygenase and the S-oxidation of S-carboxymethyl-L-cysteine.	2004	15508431
Vanadium(III) complexes with L-cysteine--stability, speciation and the effect on actin in hepatoma Morris 5123 cells.	2004 Dec	15541498
Production of Se-methylselenocysteine in transgenic plants expressing selenocysteine methyltransferase.	2004 Jan 28	15005814
Antioxidative and antiglycative effects of six organosulfur compounds in low-density lipoprotein and plasma.	2004 Jun 2	15161248
Revised rat multi-organ carcinogenesis bioassay for whole-body detection of chemopreventive agents: modifying potential of S-methylcysteine.	2004 Mar 31	15019155
Effect of five cysteine-containing compounds on three lipogenic enzymes in Balb/cA mice consuming a high saturated fat diet.	2004 Sep	15669759
S-methylcysteine may be a causal factor in monohalomethane neurotoxicity.	2004 Sep	15288512
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	15341661
Kinetic mechanism of the serine acetyltransferase from Haemophilus influenzae.	2004 Sep 15	15313214
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	16022542
Analysis of sulfur and selenium assimilation in Astragalus plants with varying capacities to accumulate selenium.	2005 Jun	15941393
Conserved protein TTHA1554 from Thermus thermophilus HB8 binds to glutamine synthetase and cystathionine beta-lyase.	2005 Jun 15	15893507
Versatile and stereoselective syntheses of orthogonally protected beta-methylcysteine and beta-methyllanthionine.	2005 Jun 23	15957914
Function of domains of human O6-alkylguanine-DNA alkyltransferase.	2005 Nov 22	16285744
TMAO and other organic osmolytes in the muscles of amphipods (Crustacea) from shallow and deep water of Lake Baikal.	2005 Sep	16139539
N-acetylcysteine and S-methylcysteine inhibit MeIQx rat hepatocarcinogenesis in the post-initiation stage.	2006 May	16338951
Synthesis, crystal structure, DNA binding and photo-induced DNA cleavage activity of (S-methyl-L-cysteine)copper(II) complexes of heterocyclic bases.	2007 Feb	17084459
Antioxidative and anti-inflammatory effects of four cysteine-containing agents in striatum of MPTP-treated mice.	2007 Jul-Aug	17574387
Antiinflammatory and antifibrogenic effects of s-ethyl cysteine and s-methyl cysteine in the kidney of diabetic mice.	2007 May	17440992
Post-translational modifications in the active site region of methyl-coenzyme M reductase from methanogenic and methanotrophic archaea.	2007 Sep	17725644
Complex-formation reactions of dicholoro(S-methyl-L-cysteine)palladium(II) with bio-relevant ligands. Labilization induced by S-donor chelates.	2008 Feb 14	18239833
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	18588315
Measurement of phenylalanine monooxygenase (PAH) activities.	2009	23045014
No Modifying Effect of Antioxidant N-Acetyl-L-Cysteine on Fenofibrate-induced Hepatocarcinogenesis in Rats.	2009 Dec	22272000
Coordinations between gene modules control the operation of plant amino acid metabolic networks.	2009 Jan 26	19171064
Identification and molecular characterization of tryptophanase encoded by tnaA in Porphyromonas gingivalis.	2009 Mar	19246767
Evaluation of respiratory parameters in rats and rabbits exposed to methyl iodide.	2009 May	19519150
Methionine gamma-lyase: mechanistic deductions from the kinetic pH-effects. The role of the ionic state of a substrate in the enzymatic activity.	2009 Oct	19501676
Metabolome analysis revealed increase in S-methylcysteine and phosphatidylisopropanolamine synthesis upon L-cysteine deprivation in the anaerobic protozoan parasite Entamoeba histolytica.	2010 Dec 10	20923776
Rhizobium leguminosarum bv. trifolii rosR is required for interaction with clover, biofilm formation and adaptation to the environment.	2010 Nov 11	21070666
Rhodium-catalysed conjugate addition of arylboronic acids to enantiopure dehydroamino acid derivatives.	2010 Nov 21	20835454
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	21079812
The effects of time-released garlic powder tablets on multifunctional cardiovascular risk in patients with coronary artery disease.	2010 Oct 19	20958974
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	21229644
Global regulation of gene expression in response to cysteine availability in Clostridium perfringens.	2010 Sep 7	20822510

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

Download

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