Phenoxymethylpenicillin potassiumProduct ingredient for Phenoxymethylpenicillin
- Name
- Phenoxymethylpenicillin potassium
- Drug Entry
- Phenoxymethylpenicillin
Phenoxymethylpenicillin is a narrow spectrum antibiotic also commonly referred to as Penicillin V or Penicillin VK.3 It is a phenoxymethyl analog of Penicillin G, or benzylpenicillin. An orally active naturally penicillin, phenoxymethylpenicillin is used to treat mild to moderate infections in the respiratory tract, skin, and soft tissues caused by penicillin G-sensitive microorganisms. Phenoxymethylpenicillin has also be used in some cases as prophylaxis against susceptible organisms. While there have been no controlled clinical efficacy studies that were conducted, phenoxymethylpenicillin has been suggested by the American Heart Association and the American Dental Association for use as an oral regimen for prophylaxis against bacterial endocarditis in patients with congenital heart disease or rheumatic or other acquired valvular heart disease when they undergo dental procedures and surgical procedures of the upper respiratory tract, except for those who are at an elevated risk for endocarditis.Label
- Accession Number
- DBSALT000299
- Structure
- Synonyms
- Penicillin V potassium / Penicillin vk
- UNII
- 146T0TU1JB
- CAS Number
- 132-98-9
- Weight
- Average: 388.48
Monoisotopic: 388.04952432 - Chemical Formula
- C16H17KN2O5S
- InChI Key
- HCTVWSOKIJULET-LQDWTQKMSA-M
- InChI
- InChI=1S/C16H18N2O5S.K/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1
- IUPAC Name
- potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- SMILES
- [K+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)COC1=CC=CC=C1)C([O-])=O
- External Links
- KEGG Drug
- D00497
- PubChem Compound
- 6869
- ChemSpider
- 8286
- ChEBI
- 7967
- ChEMBL
- CHEMBL1200852
- Wikipedia
- Phenoxymethylpenicillin
- Predicted Properties
Property Value Source Water Solubility 0.636 mg/mL ALOGPS logP 1.47 ALOGPS logP 0.76 Chemaxon logS -2.8 ALOGPS pKa (Strongest Acidic) 3.39 Chemaxon pKa (Strongest Basic) -4.9 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 98.77 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 96.61 m3·mol-1 Chemaxon Polarizability 33.89 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon