Basic information
- CAS
113-98-4- Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)[O-].[K+]- InChIKey
IYNDLOXRXUOGIU-LQDWTQKMSA-M- Molecular formula
- C16H17KN2O4S
- Average molar mass
- 372.5 g/mol
- Monoisotopic mass
- 372.0546097
Overview
Benzylpenicillin potassium is organic potassium salt of benzylpenicillin. It contains a benzylpenicillin(1-).
Names & identifiers
- Preferred name
- Penicillin G Potassium
- IUPAC
- potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- English name
- Penicillin G potassium salt
- Molecular formula
- C16H17KN2O4S
- Molecular weight
- 373.49
Names & synonyms
Penicillin G potassium113-98-4Benzylpenicillin potassiumPenicillin G potassium saltPotassium benzylpenicillinPotassium penicillin GPentidsBenzylpenicillin potassium saltPenicillin G KPotassium benzylpenicillinatePfizerpenbenzylpenicilline potassique
Show more names
Penicilline GPen-GPenicillin PotassiuMPenicillin G potassium First Crystalpotassium [2s-(2alpha,5alpha,6beta)]-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SugracillinCapicillinLiquapenScotcilTabilinPotassium salt of benzylpenicillinPfizerpen GPENICILLIN-2
Database identifiers
- CAS
113-98-4- PubChem CID
- 23664709
- DTXSID
DTXSID7045106- ChEMBL
Properties
Computed structural properties
- Topological polar surface area
- 115 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 536
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsActive Ingredients (Penicillin G Potassium) -> FDA Greenbook
Collision Cross Section174.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 214 · 214-217 C
- alpha
- 22 · D22 +285° (c = 0.748 in water)
- refractive index
- 294 ° · 294 ° (C=1, H2O)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- 2 O: · H2O: 100 mg/mL
- form
- powder
- color
- Needles from butanol (aq)
- PH
- pH (10g/L, 25℃) : 5.0～7.5
- Water Solubility
- Soluble in water (100 mg/ml), methanol, ethanol (sparingly), and alcohol. Insoluble in chloroform.
Safety & regulation
GHS classification
GHS Classification
Danger
H315 (16.2%): Causes skin irritation [Warning Skin corrosion/irritation]
P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 80 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Status: Active Update: 30-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22421
Penicillin g potassium: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2.alpha.,5.alpha.,6.beta.)]-, monopotassium salt: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (16.2%)
Safety data
- F
- 10-23
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- XH9700000
- hs_code
- 29411000
- Toxicity
- LD50 oral in rabbit: 5848mg/kg
- risk_code
- 42/43-34-11
- Signal word
- Warning
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
BUFFERED PENICILLIN G POTASSIUM
Penicillin-class Antibacterial [EPC]; Penicillins [CS]
PENICILLIN G POTASSIUM
Penicillins [CS]; Penicillin-class Antibacterial [EPC]
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Uses & manufacturing
Use ClassificationAnimal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
General Manufacturing Information4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-, potassium salt (1:1): ACTIVE
Applications
DescriptionBenzylpenicillin potassiumwas the first crystalline penicillin produced on an industrial scale , . It is produced in the pure state by the addition of phenylacetate to a culture of Penicillium chrysogenum. The crystalline benzylpenicillin potassium contains 1598 U/mg.
UsesPenicillin G is a narrow spectrum antibiotic derived from Streptococcus pneumoniae. Penicillin G potassium salt is used as a cell culture additive as an antibiotics. Use to inhibit the synthesis of bacterial cell walls by inhibition of the cell wall peptidoglycan chain cross-lining. It is the drug of choice for groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridians group streptococci, and non-penicillinase producing staphylococcus. The potassium salt has been used to study murosomes of staphylococci and the penicillin-induced lysis of Streptococcus mutans.
General DescriptionPenicillin G Potassium is the potassium salt form of penicillin G, a broad-spectrum penicillin antibiotic. Penicillin G potassium binds to penicillin binding proteins (PBP), the enzymes that catalyze the synthesis of peptidoglycan, which is a critical component of the bacterial cell wall. This leads to the interruption of cell wall synthesis, consequently leading to bacterial cell growth inhibition and cell lysis.
Related reactions
57 records
Compound notes
Loading…