CHEBI:52722 - lactacystin

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ChEBI Name lactacystin
ChEBI ID CHEBI:52722
Definition L-Cysteine substituted at nitrogen by an acetyl group and at sulfur by a substituted-lactam carbonyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H24N2O7S
Net Charge 0
Average Mass 376.42500
InChI InChI=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
InChIKey DAQAKHDKYAWHCG-RWTHQLGUSA-N
SMILES CC(C)[C@H](O)[C@]1(NC(=O)[C@H](C)[C@@H]1O)C(=O)SC[C@H](NC(C)=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lactacystin (CHEBI:52722) is a S-substituted L-cysteine (CHEBI:47910)
lactacystin (CHEBI:52722) is a lactam (CHEBI:24995)
Incoming 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 Number Type Source
133343-34-7 CAS Registry Number ChemIDplus
Last Modified
17 October 2009