EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:139225 - benzylpenamidyl group

ChEBI IDCHEBI:139225
ChEBI Namebenzylpenamidyl group
Stars
DefinitionA penicillinyl group arising from nucleophilic cleavage of the β-lactam ring of benzylpenicillin and amidation of the thiazolidine nitrogen atom.
Last Modified5 December 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC17H19N2O6S
Net Charge0
Average Mass379.414
Monoisotopic Mass379.09638
SMILES*C(=O)N1[C@@H](C(=O)O)C(C)(C)S[C@]1([H])[C@H](NC(=O)Cc1ccccc1)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)
benzylpenamidyl group (CHEBI:139225) has role epitope (CHEBI:53000)
benzylpenamidyl group (CHEBI:139225) is a penicillin-derived group (CHEBI:139226)
benzylpenamidyl group (CHEBI:139225) is substituent group from benzylpenicillin (CHEBI:18208)
IUPAC Name 
(2R,4S)-4-carboxy-2-[(R)-carboxy(2-phenylacetamido)methyl]-5,5-dimethyl-1,3-thiazolidine-3-carbonyl
Synonym  Source
penamidyl G groupChEBI
Citations