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LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet]. Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases; 2012-.

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LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet].

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Penicillins (1st Generation)

Last Update: October 20, 2020.

OVERVIEW

The natural or "first generation" penicillins are bactericidal antibiotics naturally derived from the mold, Penicillium chrysogenum. Their basic structure includes a thiazolidine ring connected to a beta-lactam ring with a variable side chain. Penicillins bind to bacterial proteins and inhibit synthesis of the bacterial cell wall, causing cell lysis particularly in rapidly growing organisms. Bacterial resistance to penicillin is usually mediated by beta-lactamase, an enzyme which destroys the beta-lactam ring of penicillin, rendering it inactive. Penicillin was introduced into medicine in the 1940’s and ushered in the modern era of antibiotic therapy, ending the dominance of many diseases that had been major causes of morbidity and mortality. At present, several first generation penicillins are available in the United States: the benzathine, potassium, procaine and sodium salts of penicillin G and the orally available penicillin V potassium. These agents are discussed together as they are rare causes of hepatotoxicity and can be considered similar enough to be grouped together.

Drug Class: Antiinfective Agents

The following are links to each drug record:

CHEMICAL FORMULAS AND STRUCTURES

DRUGCAS REGISTRY NOMOLECULAR FORMULASTRUCTURE
Penicillin G
(Benzylpenicillin)
61-33-6C16-H18-N2-O4-Simage 134971028 in the ncbi pubchem database
Penicillin G
Sodium
69-57-8C16-H18-N2-O4-Simage 134971671 in the ncbi pubchem database
Penicillin G
Potassium
113-98-4C16-H18-N2-O4-S.Kimage 134974188 in the ncbi pubchem database
Penicillin V87-08-1C16-H18-N2-O5-Simage 134971429 in the ncbi pubchem database
Penicillin V
Potassium
132-98-9C16-H17-K-N2-O5-S
C16-H17-N2-O5-S.K
C16-H18-N2-O5-S.K
image 134974408 in the ncbi pubchem database

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