CHEBI:45658 - S-methylcysteine

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ChEBI Name S-methylcysteine
ChEBI ID CHEBI:45658
ChEBI ASCII Name S-methylcysteine
Definition A cysteine derivative that is L-cysteine in which the hydrogen attached to the sulfur is replaced by a methyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:90363, CHEBI:45655, CHEBI:22056
Supplier Information
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Formulae C4H9NO2S
C4H9NO2S
Net Charge 0
Average Mass 135.18500
InChI InChI=1S/C4H9NO2S/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
InChIKey IDIDJDIHTAOVLG-VKHMYHEASA-N
SMILES CSC[C@H](N)C(O)=O
Metabolite of Species Details
Allium cepa (NCBI:4679) See: PubMed
Allium sativum (NCBI:4682) See: PubMed
Homo Sapiens (NCBI:9606) Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:9606) See: MetaboLights Study
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing S-methylcysteine (CHEBI:45658) has role human urinary metabolite (CHEBI:84087)
S-methylcysteine (CHEBI:45658) has role plant metabolite (CHEBI:76924)
S-methylcysteine (CHEBI:45658) is a S-alkyl-L-cysteine (CHEBI:47915)
IUPAC Name
S-methyl-L-cysteine
Synonyms Sources
(2R)-2-amino-3-(methylsulfanyl)propanoic acid IUPAC
(R)-2-amino-3-(methylthio)propanoic acid ChEBI
3-(Methylthio)-L-alanine HMDB
L-Methylcysteine HMDB
S-methyl-L-cysteine PDBeChem
S-METHYLCYSTEINE PDBeChem
Database Links Databases
DB02216 DrugBank
HMDB02108 HMDB
S-METHYL-L-CYSTEINE MetaCyc
SMC PDBeChem
View more database links
Registry Numbers Types Sources
1187-84-4 CAS Registry Number ChemIDplus
1721675 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15161248 PubMed citation CiteXplore
19367645 PubMed citation CiteXplore
21110385 PubMed citation CiteXplore
23417484 PubMed citation CiteXplore
25650289 PubMed citation CiteXplore
26887651 PubMed citation CiteXplore
26928722 PubMed citation CiteXplore
508804 PubMed citation CiteXplore
7451605 PubMed citation CiteXplore
993852 PubMed citation CiteXplore
Last Modified
23 June 2016