CHEBI:28490 - L-methionine sulfoximine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-methionine sulfoximine
ChEBI ID CHEBI:28490
ChEBI ASCII Name L-methionine sulfoximine
Definition A methionine sulfoximine in which the amino group has S-stereochemistry.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6273, CHEBI:21364
Supplier Information ChemicalBook:CB7690727, eMolecules:526509
Download Molfile XML SDF
Formula C5H12N2O3S
Net Charge 0
Average Mass 180.22646
Monoisotopic Mass 180.05686
InChI InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1
InChIKey SXTAYKAGBXMACB-DPVSGNNYSA-N
SMILES CS(=N)(=O)CC[C@H](N)C(O)=O
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): EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor
An EC 6.3.* (C1N bond-forming ligase) inhibitor that interferes with the action of glutamateammonia ligase (EC 6.3.1.2).
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-methionine sulfoximine (CHEBI:28490) has role EC 6.3.1.2 (glutamate—ammonia ligase) inhibitor (CHEBI:24319)
L-methionine sulfoximine (CHEBI:28490) has role geroprotector (CHEBI:176497)
L-methionine sulfoximine (CHEBI:28490) is a L-methionine derivative (CHEBI:84121)
L-methionine sulfoximine (CHEBI:28490) is a methionine sulfoximine (CHEBI:47833)
L-methionine sulfoximine (CHEBI:28490) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-methionine sulfoximine (CHEBI:28490) is tautomer of L-methionine sulfoximine zwitterion (CHEBI:87826)
Incoming (2S,5R)-methionine sulfoximine (CHEBI:47832) is a L-methionine sulfoximine (CHEBI:28490)
(2S,5S)-methionine sulfoximine (CHEBI:28227) is a L-methionine sulfoximine (CHEBI:28490)
L-methionine sulfoximine zwitterion (CHEBI:87826) is tautomer of L-methionine sulfoximine (CHEBI:28490)
IUPAC Name
(2S)-2-amino-4-(S-methylsulfonimidoyl)butanoic acid
Synonym Source
L-Methionine sulfoximine KEGG COMPOUND
Manual Xrefs Databases
C03510 KEGG COMPOUND
C03829 KEGG COMPOUND
CPD-9035 MetaCyc
HMDB0029430 HMDB
MSL PDBeChem
View more database links
Registry Numbers Types Sources
15985-39-4 CAS Registry Number ChemIDplus
6175446 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
26 October 2021