Penicillin g

• CAS: 61-33-6
• Catalog Number: ACM61336
• Category: Main Products
• Molecular Weight: 334.39
• Molecular Formula: C₁₆H₁₈N₂O₄S
• Synonyms: PENICILLIN G K-SALT;PENICILLIN G POTASSIUM;PENICILLIN G POTASSIUM SALT;(5r,6r)-benzylpenicillin;(phenylmethyl)-penicilli;(phenylmethyl)penicillin;(phenylmethyl)-penicillinicaci;(phenylmethyl)penicillinicacid
• IUPAC Name: (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
• Canonical SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C
• InChI Key: JGSARLDLIJGVTE-MBNYWOFBSA-N
• Boiling Point: 663.3ºC at 760 mmHg
• Flash Point: 355ºC
• Density: 1.42g/cm³
• Appearance: powder
• Application: Penicillin G, also known as benzylpenicillin, is the drug of choice for infections caused by sensitive organisms such as streptococci infections (except enterococci), gonococci, and meningococci that do not produce beta-lactam anaerobes. It is commonly used for croupous and focal pneumonia, skin infections, soft tissue and mucous membranes, peritonitis, cystitis, syphilis, diphtheria, and other infectious diseases. Penicillin G is an antimicrobial agent with antibacterial properties.
• EC Number: 200-506-3
• Exact Mass: 334.09900
• Hazard Statements: Xn
• Safety Description: 36/37
• WGK Germany: 2

Case Study

Effects of pH and temperature on the decomposition of penicillin G

Kheirolomoom, A., et al. Process Biochemistry 35.1-2 (1999): 205-211.

The stability of penicillin G as a function of temperature and pH was analyzed, and the combined effects of pH and temperature were studied by proposing a second-order polynomial model for the decomposition reaction rate constant of penicillin G. The simulation results of the first-order decomposition reaction of penicillin G were in good agreement with the experimental data in the pH range of 1.8-10.0 and the temperature range of 0-52°C. The stability analysis showed that penicillin G was more stable in the pH range of 5.0-8.0 than outside the pH range, and the temperature for subsequent separation was lower. The maximum stability of penicillin G was around pH 6.0, and its instability at acidic pH values was much higher than that at alkaline pH values. For all pH values, the stability of penicillin G decreased with increasing temperature. The stability results and the proposed second-order model for the decomposition reaction rate constant of penicillin G can be used to study the loss of penicillin G during the separation process.
Penicillin G solutions of different pH values (1.8 to 10) were prepared using different buffers. KCl-HCl buffers with pH values between 1.8 and 2.5, citrate buffers with pH values between 4.0 and 6.0, phosphate buffers with pH values between 6.0 and 8.0, and glycine-NaOH buffer solutions with pH values between 8.5 and 10 were used. Penicillin G potassium salt buffer solutions with different pH values were incubated at 0, 5, 10, 25, 37 and 52°C, and the residual penicillin G concentration values at the specified pH and temperature values and at different time intervals were used to determine the decomposition rate constant. The value of the decomposition rate constant was obtained from the slope of the linear equation of the first-order decomposition reaction of penicillin G.

Identification of Penicillin G Metabolites Using UHPLC-MS/MS

Aldeek, Fadi, et al. Journal of agricultural and food chemistry 64.31 (2016): 6100-6107.

The stability of penicillin G under various conditions including acidic, alkaline, natural acidic matrices, and after treatment of citrus trees infected with citrus greening disease was investigated. Penicillin G and its various metabolites were identified, confirmed, and quantified using two UHPLC-MS/MS systems with variable capabilities. Our data showed that 100 ng/mL of penicillin G degraded rapidly under both acidic and alkaline conditions with a half-life of approximately 2 hours determined. Penicillic acid, penicillinic acid, and penicillic acid were found to be the most abundant metabolites of penicillin G. These major metabolites along with isopenicillinic acid were found when penicillin G was used to treat trees infected with citrus greening disease.
Solutions of penicillin G potassium salt, penicillic acid, and penicillic acid were prepared at 1000 μg/mL by dissolving the standards (after adjustment for salt content and purity) in a mixture of water and acetonitrile (1:1, v/v), while a separate stock solution of penicillic acid at 1000 μg/mL was prepared by first dissolving the standards with 300 μL DMSO and then adding phosphate buffer. These standard stock solutions were stored at -20°C for extended periods of time (>5 months) without degradation. These stock solutions, all at a concentration of 1000 μg/mL, were used to prepare 1 μg/mL standard solutions of each compound. These solutions were prepared by adding 100 μL of each separate stock solution to an appropriate 100 mL volumetric flask and filling each flask to the mark with phosphate buffer (0.1 M, pH 7) to yield a solution at a concentration of 1 μg/mL.

Custom Q&A

What is the molecular formula of Penicillin G?

The molecular formula of Penicillin G is C16H18N2O4S.

What are some synonyms for Penicillin G?

Some synonyms for Penicillin G are Benzylpenicillin, Benzylpenicillin G, and Benzylpenicillinic acid.

What is the Chemical Safety information for Penicillin G?

Penicillin G is categorized as an Irritant, Health Hazard, and Environmental Hazard.

What is the CAS number for Penicillin G?

The CAS number for Penicillin G is 61-33-6.

What is the 3D structure of Penicillin G?

The 3D structure of Penicillin G is not provided in the reference.

What are some brand names for Penicillin G?

Some brand names for Penicillin G are Dropcillin, Gelacillin, and Liquacillin.

What is the pharmacological classification of Penicillin G?

The pharmacological classification of Penicillin G is J01CE01.

What is the chemical formula of Penicillin G potassium?

The chemical formula of Penicillin G potassium is C16H18N2O4S.K.

What are some alternative names for Penicillin G?

Some alternative names for Penicillin G are Benzylpenicillin and Bencilpenicilina.

What is the trade name for Penicillin G?

The trade name for Penicillin G is Pfizerpen.