CHEBI:60178 - benzylpenicilloyl-cysteine

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ChEBI Name benzylpenicilloyl-cysteine ChEBI ID CHEBI:60178 Definition A compound obtained from nucleophilic cleavage of the β-lactam ring of benzylpenicillin by the amino group of L-cysteine. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C19H25N3O6S2 Net Charge 0 Average Mass 455.54800 Monoisotopic Mass 455.11848 InChI InChI=1S/C19H25N3O6S2/c1-19(2)14(18(27)28)22-16(30-19)13(15(24)20-11(9-29)17(25)26)21-12(23)8-10-6-4-3-5-7-10/h3-7,11,13-14,16,22,29H,8-9H2,1-2H3,(H,20,24)(H,21,23)(H,25,26)(H,27,28)/t11-,13+,14-,16+/m0/s1 InChIKey ZKVQVUUPDWIKAR-ZGMNHVEMSA-N SMILES [H][C@]1(N[C@@H](C(O)=O)C(C)(C)S1)[C@H](NC(=O)Cc1ccccc1)C(=O)N[C@@H](CS)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 benzylpenicilloyl-cysteine (CHEBI:60178) has functional parent L-cysteine (CHEBI:17561) benzylpenicilloyl-cysteine (CHEBI:60178) has functional parent benzylpenicillin (CHEBI:18208) benzylpenicilloyl-cysteine (CHEBI:60178) is a dicarboxylic acid (CHEBI:35692) benzylpenicilloyl-cysteine (CHEBI:60178) is a thiazolidinedicarboxylic acid (CHEBI:36176) IUPAC Name (2R,4S)-2-{(1R)-2-{[(1R)-1-carboxy-2-sulfanylethyl]amino}-2-oxo-1-[(phenylacetyl)amino]ethyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid Synonyms Sources benzylpenicilloyl cysteine ChEBI cysteine derivative of benzylpenicillin ChEBI cysteine derivative of penicillin ChEBI PNCy ChEBI Registry Numbers Types Sources 64275 Reaxys Registry Number Reaxys 64275 Beilstein Registry Number Beilstein Citation Type Source 13720937 PubMed citation Europe PMC Last Modified 26 September 2017