Ceftiofur sodiumProduct ingredient for Ceftiofur
- Name
- Ceftiofur sodium
- Drug Entry
- Ceftiofur
Ceftiofur is a third generation cephalosporin antibiotic, first described in 1987, and now used in veterinary medicine. It is marketed by pharmaceutical company Zoetis as Excenel, and is the active ingredient in that company's Specramast LC (lactating cow formula) product. It is resistant to hydrolysis by beta-lactamase, and has activity against both Gram-positive and Gram-negative bacteria. E. coli strains resistant to ceftiofur have been reported. The metabolite desfurolyceftiofur also has antibiotic activity, consequently the two compounds are measured together to monitor for antibiotic activity in the milk.
- Accession Number
- DBSALT001644
- Structure
Structure for Ceftiofur sodium (DBSALT001644)
- Synonyms
- Not Available
- UNII
- NHI34IS56E
- CAS Number
- 104010-37-9
- Weight
- Average: 545.53
Monoisotopic: 545.01095568 - Chemical Formula
- C19H16N5NaO7S3
- InChI Key
- RFLHUYUQCKHUKS-JUODUXDSSA-M
- InChI
- InChI=1S/C19H17N5O7S3.Na/c1-30-23-11(9-7-34-19(20)21-9)14(25)22-12-15(26)24-13(17(27)28)8(5-32-16(12)24)6-33-18(29)10-3-2-4-31-10;/h2-4,7,12,16H,5-6H2,1H3,(H2,20,21)(H,22,25)(H,27,28);/q;+1/p-1/b23-11-;/t12-,16-;/m1./s1
- IUPAC Name
- sodium (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(furan-2-carbonylsulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- SMILES
- [Na+].[H][C@]12SCC(CSC(=O)C3=CC=CO3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C([O-])=O
- External Links
- KEGG Drug
- D01682
- KEGG Compound
- C13143
- ChemSpider
- 7845539
- ChEBI
- 31383
- ChEMBL
- CHEMBL2105998
- Predicted Properties
Property Value Source Water Solubility 0.145 mg/mL ALOGPS logP 1.63 ALOGPS logP -0.43 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 2.83 Chemaxon pKa (Strongest Basic) 4.19 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 9 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 180.25 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 135.35 m3·mol-1 Chemaxon Polarizability 49.3 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon