Basic information
- Standard SMILES
CSC[C@H](N)C(=O)O- InChIKey
IDIDJDIHTAOVLG-VKHMYHEASA-N- Molecular formula
- C4H9NO2S
- Average molar mass
- 135.19 g/mol
- Monoisotopic mass
- 135.03539953
Overview
S-methylcysteine is a cysteine derivative that is L-cysteine in which the hydrogen attached to the sulfur is replaced by a methyl group. It has a role as a plant metabolite and a human urinary metabolite. It is a tautomer of a S-methylcysteine zwitterion.
Names & identifiers
- Preferred name
- (-)-S-Methyl-L-cysteine
- IUPAC
- (2R)-2-amino-3-methylsulfanylpropanoic acid
Names & synonyms
S-Methyl-L-cysteine1187-84-4S-MethylcysteineL-Cysteine, S-methyl-ALANINE, 3-(METHYLTHIO)-, L-(2R)-2-amino-3-(methylsulfanyl)propanoic acid(-)-S-Methyl-L-cysteine(2R)-2-amino-3-methylsulfanylpropanoic acidA34I1H07YMCHEBI:45658NSC-15387RefChem:884264
Show more names
(2R)-2-azaniumyl-3-methylsulfanylpropanoate214-701-6231-787-07728-98-5H-Cys(Me)-OHS-methyl-cysteineMFCD00002612(R)-2-amino-3-(methylthio)propanoic acid
Database identifiers
- CAS
1187-84-4、19651-44-6、7728-98-5- PubChem CID
- 24417
- DTXSID
DTXSID50862579- ChEMBL
CHEMBL394875- ChEBI
CHEBI:45658- UNII
- A34I1H07YM
- EC Number
- 214-701-6、231-787-0、243-203-1
- Nikkaji
- J55.191K
Properties
Computed structural properties
- XLogP
- -2.7
- Topological polar surface area
- 88.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 86.1
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionBeige powder; [Sigma-Aldrich MSDS]
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazards SummaryNot considered hazardous by GHS classification; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Related reactions
3 records
Linked notes
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