CHEBI:28714 - S-butyl-DL-homocysteine (S,R)-sulfoximine

ChEBI IDCHEBI:28714
ChEBI NameS-butyl-DL-homocysteine (S,R)-sulfoximine
Stars
ASCII NameS-butyl-DL-homocysteine (S,R)-sulfoximine
DefinitionA sulfoximide that is the sulfoximine derivative of an analogue of DL-methionine in which the S-methyl group is replaced by S-butyl.
Secondary ChEBI IDsCHEBI:8953, CHEBI:22039
Last Modified14 June 2021
DownloadsMolfile
FormulaC8H18N2O3S
Net Charge0
Average Mass222.310
Monoisotopic Mass222.10381
SMILESCCCCS(=N)(=O)CCC(N)C(=O)O
InChIInChI=1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)
InChIKeyKJQFBVYMGADDTQ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
ferroptosis inducer  Any substance that induces or promotes ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
EC 6.3.2.2 (glutamate--cysteine ligase) inhibitor  An acid—amino-acid ligase inhibitor that inhibits the action of a glutamate—cysteine ligase (EC 6.3.2.2)
ChEBI Ontology
Outgoing Relation(s)
S-butyl-DL-homocysteine (S,R)-sulfoximine (CHEBI:28714) has part D-buthionine-(S,R)-sulfoximine (CHEBI:176509)
S-butyl-DL-homocysteine (S,R)-sulfoximine (CHEBI:28714) has part L-buthionine-(S,R)-sulfoximine (CHEBI:94288)
S-butyl-DL-homocysteine (S,R)-sulfoximine (CHEBI:28714) has role EC 6.3.2.2 (glutamate—cysteine ligase) inhibitor (CHEBI:75599)
S-butyl-DL-homocysteine (S,R)-sulfoximine (CHEBI:28714) has role ferroptosis inducer (CHEBI:173085)
S-butyl-DL-homocysteine (S,R)-sulfoximine (CHEBI:28714) is a diastereoisomeric mixture (CHEBI:60915)
IUPAC Name 
(2RS)-2-amino-4-(S-butylsulfonimidoyl)butanoic acid
Synonyms  Source
S-butyl-DL-homocysteine-[S,R]-sulfoximineKEGG COMPOUND
Buthionine sulfoximineKEGG COMPOUND
buthionine sulphoximineChemIDplus
DL-butathionine-(S,R)-sulfoximineChEBI
buthionine sulfoximineChemIDplus
(2RS)-2-amino-4-(S-butylsulfonimidoyl)butanoic acidChEBI
Manual XrefsDatabases
C04543KEGG COMPOUND
LSM-36606LINCS
Buthionine_sulfoximineWikipedia
Registry NumbersSources
Beilstein:236716Beilstein
CAS:5072-26-4KEGG COMPOUND
CAS:5072-26-4ChemIDplus
Citations