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CHEBI:28490 - L-methionine sulfoximine

ChEBI IDCHEBI:28490
ChEBI NameL-methionine sulfoximine
Stars
ASCII NameL-methionine sulfoximine
DefinitionA methionine sulfoximine in which the amino group has S-stereochemistry.
Secondary ChEBI IDsCHEBI:6273, CHEBI:21364
Last Modified26 October 2021
DownloadsMolfile
FormulaC5H12N2O3S
Net Charge0
Average Mass180.229
Monoisotopic Mass180.05686
SMILESCS(=N)(=O)CC[C@H](N)C(=O)O
InChIInChI=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
InChIKeySXTAYKAGBXMACB-DPVSGNNYSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor  An EC 6.3.* (C‒N bond-forming ligase) inhibitor that interferes with the action of glutamate—ammonia ligase (EC 6.3.1.2).
Application:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(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 sulfoximineKEGG COMPOUND
Manual XrefsDatabases
C03510KEGG COMPOUND
MSLPDBeChem
C03829KEGG COMPOUND
HMDB0029430HMDB
CPD-9035MetaCyc
Registry NumbersSources
Reaxys:6175446Reaxys
CAS:15985-39-4KEGG COMPOUND
CAS:15985-39-4ChemIDplus
Citations