Carbenicillin

Class: Beta-lactam (carboxypenicillin)

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive and some Gram-negative bacteria including Pseudomonas aeruginosa, but vulnerable to beta-lactamases
Description:	Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Parenteral application
Year first mentioned:	1967
Development status:	Approved, off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)C(C3=CC=CC=C3)C(=O)O
Isomeric SMILES:	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C
InChI:	InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
InChI Key:	FPPNZSSZRUTDAP-UWFZAAFLSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/20824

External links:
Guide to Pharmacology:	carbenicillin
Main Source:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC183721/
Citations:	https://pubmed.ncbi.nlm.nih.gov/6092639/ https://pubmed.ncbi.nlm.nih.gov/7038341/