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CHEBI:52722 - lactacystin

ChEBI IDCHEBI:52722
ChEBI Namelactacystin
Stars
DefinitionL-Cysteine substituted at nitrogen by an acetyl group and at sulfur by a substituted-lactam carbonyl group.
Last Modified17 October 2009
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC15H24N2O7S
Net Charge0
Average Mass376.431
Monoisotopic Mass376.13042
SMILESCC(=O)N[C@@H](CSC(=O)[C@]1([C@@H](O)C(C)C)NC(=O)[C@H](C)[C@@H]1O)C(=O)O
InChIInChI=1S/C15H24N2O7S/c1-6(2)10(19)15(11(20)7(3)12(21)17-15)14(24)25-5-9(13(22)23)16-8(4)18/h6-7,9-11,19-20H,5H2,1-4H3,(H,16,18)(H,17,21)(H,22,23)/t7-,9+,10+,11+,15-/m1/s1
InChIKeyDAQAKHDKYAWHCG-RWTHQLGUSA-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).
ChEBI Ontology
Outgoing Relation(s)
lactacystin (CHEBI:52722) is a S-substituted L-cysteine (CHEBI:47910)
lactacystin (CHEBI:52722) is a lactam (CHEBI:24995)
Incoming Relation(s)
PS-519 (CHEBI:52724) has functional parent lactacystin (CHEBI:52722)
IUPAC Name 
N-acetyl-S-({(2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxopyrrolidin-2-yl}carbonyl)-L-cysteine
Registry NumbersSources
CAS:133343-34-7ChemIDplus