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CHEBI:7960 - penicillenic acid

ChEBI IDCHEBI:7960
ChEBI Namepenicillenic acid
Stars
DefinitionA compound formed spontaneously from a penicillin in aqueous solution via a rearrangement which involves fission of the beta-lactam ring, formation of an oxazolone ring and cleavage of the thiazolidine ring to generate a free sulfhydryl group.
Last Modified3 August 2014
DownloadsMolfile
FormulaC9H11N2O4SR
Net Charge0
Average Mass (excl. R groups)243.260
Monoisotopic Mass (excl. R groups)243.04395
SMILES*C1=NC(=C([H])N[C@@H](C(=O)O)C(C)(C)S)C(=O)O1
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
penicillenic acid (CHEBI:7960) has functional parent D-valine (CHEBI:27477)
penicillenic acid (CHEBI:7960) is a 1,3-oxazoles (CHEBI:46812)
penicillenic acid (CHEBI:7960) is a monocarboxylic acid (CHEBI:25384)
Incoming Relation(s)
benzylpenicillenic acid (CHEBI:60209) is a penicillenic acid (CHEBI:7960)
Synonyms  Source
Penicillenic acidKEGG COMPOUND
penicillenic acidsChEBI
Manual XrefsDatabases
C11747KEGG COMPOUND
Citations