Compound ID | 1927

Update compound information

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
Highest developmental phase: Approved by FDA
Development status: Discontinued
Chemical structure(s):
Click here for structure editor
Molecular weight: 378.4
Iso. 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 Key: FPPNZSSZRUTDAP-UWFZAAFLSA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/20824
Guide to Pharmacology: carbenicillin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/6092639/
  • https://pubmed.ncbi.nlm.nih.gov/7038341/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC183721/

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.