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Merck

1502508

USP

Penicillin G potassium

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Penicillin G potassium salt, Benzylpenicillin potassium salt

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About This Item

Empirical Formula (Hill Notation):
C16H17KN2O4S
CAS Number:
113-98-4
Molecular Weight:
372.48
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329750683
MDL number:
MFCD00036193
Beilstein/REAXYS Number:
3832841

Key Documents

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Product Name

Penicillin G potassium, United States Pharmacopeia (USP) Reference Standard

InChI

1S/C16H18N2O4S.K/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1

SMILES string

[K+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)Cc3ccccc3)C([O-])=O

InChI key

IYNDLOXRXUOGIU-LQDWTQKMSA-M

grade

pharmaceutical primary standard

API family

penicillin & derivatives

form

powder

manufacturer/tradename

USP

application(s)

USP Biologics
pharmaceutical (small molecule)

format

neat

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Related Categories

Application

Penicillin G potassium USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Penicillamine
  • Penicillin G Benzathine
  • Penicillin G Benzathine and Penicillin G Procaine Injectable Suspension
  • Penicillin G Benzathine Injectable Suspension
  • Penicillin G Potassium
  • Penicillin G Potassium for Injection
  • Penicillin G Potassium for Oral Solution

Biochem/physiol Actions

Mode of Action: Penicillin G acts by inhibiting cell wall synthesis through binding to penicillin binding proteins (PBPs), inhibiting peptidoglycan chain cross-linking.

Antimicrobial spectrum: This product is active against gram-positive and gram-negative bacteria.

General description

Penicillin G potassium is a natural β-lactam antibiotic that targets bacterial cell wall synthesis by inhibiting transpeptidase enzymes. It is effective against non-β-lactamase-producing Gram-positive organisms. The USP standard facilitates microbiological potency tests and purity analysis.

The USP biologics antibiotics category includes a wide range of antimicrobial agents that are essential in treating bacterial infections. These antibiotics are derived from various natural sources or synthesized to combat specific pathogens effectively. The USP provides comprehensive standards, reference materials, and analytical procedures to ensure the identity, quality, purity, and consistency of antibiotic therapeutics throughout their lifecycle.

The United States Pharmacopeia (USP) provides quality standards for biologics to ensure their safety, efficacy, and quality throughout the manufacturing process. These standards assist manufacturers in adhering to regulatory requirements and help safeguard public health by reducing risks associated with biologics.

Other Notes

Sales restrictions may apply.
This product is part of the USP Biologics program.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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Nahid Pourreza et al.
Journal of AOAC International, 97(4), 1225-1229 (2014-08-26)
A cloud point extraction (CPE) method for determination of trace amounts of penicillin G by spectrophotometry based on its effect on the triiodide ion (I3(-)) has been developed. Penicillin G is converted to the corresponding penicilloic acid by carrying out
Matthieu Picard et al.
Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology, 113(1), 75-81 (2014-05-27)
The absence of commercially available penicilloyl-polylysine (PPL) for most of the last decade severely hampered the practice of penicillin allergy evaluation because skin testing without PPL is reported to have a poor negative predictive value (NPV). To determine the safety
Chronic inflammatory demyelinating polyneuropathy associated with neurosyphilis.
Evangelia Kararizou et al.
The American journal of the medical sciences, 349(1), 90-91 (2014-12-04)

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