S-methylcysteine (CHEBI:45658)

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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

Average Mass

135.180

Monoisotopic Mass

135.03540

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

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

Metabolite of Species	Details
Allium cepa (NCBI:txid4679)	See: PubMed
Allium sativum (NCBI:txid4682)	See: PubMed
Homo sapiens (NCBI:txid9606)	Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606)	See: MetaboLights Study

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) 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.

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) S-methylcysteine (CHEBI:45658) is tautomer of S-methylcysteine zwitterion (CHEBI:133545)

Incoming	S-methylcysteine zwitterion (CHEBI:133545) is tautomer of S-methylcysteine (CHEBI:45658)

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

Last Modified

25 November 2019