CHEBI:28227 - (2S,5S)-methionine sulfoximine

ChEBI IDCHEBI:28227
ChEBI Name(2S,5S)-methionine sulfoximine
Stars
ASCII Name(2S,5S)-methionine sulfoximine
Secondary ChEBI IDsCHEBI:1314, CHEBI:19818
Last Modified20 November 2007
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FormulaC5H12N2O3S
Net Charge0
Average Mass180.229
Monoisotopic Mass180.05686
SMILESC[S@](=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-AUIPBDMJSA-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).
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.* (CN 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)
(2S,5S)-methionine sulfoximine (CHEBI:28227) is a L-methionine sulfoximine (CHEBI:28490)
IUPAC Name 
(2S,5S)-2-amino-4-(S-methylsulfonimidoyl)butanoic acid
Synonym  Source
2S,5S-Methionine sulfoximineKEGG COMPOUND
Manual XrefsDatabases
C03829KEGG COMPOUND
Registry NumbersSources
Beilstein:4132528Beilstein