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CHEBI:139227 - benzylpenicillenyl group

ChEBI IDCHEBI:139227
ChEBI Namebenzylpenicillenyl group
Stars
DefinitionA penicillin-derived group formed from benzylpenicillin via cleavage of the β-lactam and thiazolidine rings and subsequent rearrangement enabling a link to be made between its sulfur atom and the thiol group of a protein cysteine residue.
Last Modified6 December 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC16H17N2O4S
Net Charge0
Average Mass333.389
Monoisotopic Mass333.09090
SMILES*SC(C)(C)C(N/C=C1/N=C(Cc2ccccc2)OC1=O)C(=O)O
Roles Classification
Biological Role:
epitope  The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
ChEBI Ontology
Outgoing Relation(s)
benzylpenicillenyl group (CHEBI:139227) has role epitope (CHEBI:53000)
benzylpenicillenyl group (CHEBI:139227) is a penicillin-derived group (CHEBI:139226)
benzylpenicillenyl group (CHEBI:139227) is substituent group from benzylpenicillin (CHEBI:18208)
IUPAC Name 
(1-{[(E)-(2-benzyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]amino}-1-carboxy-2-methylpropan-2-yl)sulfanediyl
Synonyms  Source
penicillenyl G groupChEBI
N-[(E)-(2-benzyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]-3,3-dimethylcystein-S-ylChEBI
Citations