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CHEBI:139245 - benzylpenilloic acid

ChEBI IDCHEBI:139245
ChEBI Namebenzylpenilloic acid
Stars
DefinitionA thiazolidinemonocarboxylic acid resulting from nucleophilic cleavage of the β-lactam ring of benzylpenicillin.
Last Modified10 July 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC15H20N2O3S
Net Charge0
Average Mass308.403
Monoisotopic Mass308.11946
SMILES[H][C@@]1(CNC(=O)Cc2ccccc2)N[C@@H](C(=O)O)C(C)(C)S1
InChIInChI=1S/C15H20N2O3S/c1-15(2)13(14(19)20)17-12(21-15)9-16-11(18)8-10-6-4-3-5-7-10/h3-7,12-13,17H,8-9H2,1-2H3,(H,16,18)(H,19,20)/t12-,13+/m1/s1
InChIKeyLRWFMQCGNBOTQP-OLZOCXBDSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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)
benzylpenilloic acid (CHEBI:139245) has functional parent benzylpenicillin (CHEBI:18208)
benzylpenilloic acid (CHEBI:139245) has role epitope (CHEBI:53000)
benzylpenilloic acid (CHEBI:139245) is a thiazolidinemonocarboxylic acid (CHEBI:48875)
IUPAC Name 
(2R,4S)-5,5-dimethyl-2-[(2-phenylacetamido)methyl]-1,3-thiazolidine-4-carboxylic acid
Synonyms  Source
penilloic G acidIUPAC
(5R,3S)-benzyl-D-penilloic acidChEBI
Manual XrefsDatabases
EP0367090Patent
Registry NumbersSources
Reaxys:90605Reaxys
Citations