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Ceftiofur

CAT: 1299-RM-C200600-02Size: 25 mgDry Ice: NoHazardous: No
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CAT#:1299-RM-C200600-02Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
80370-57-6
Synonyms
(6R,7R) -7- ((Z) -2- (2-aminothiazol-4-yl) -2- (methoxyimino) acetamido) -3- (((furan-2-carbonyl) thio) methyl) -8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Formula
C19H17N5O7S3
Molecular Weight
523.55
Target Alternative Name
Ceftiofur
Product Name Synonym
(6R,7R) -7- ((Z) -2- (2-aminothiazol-4-yl) -2- (methoxyimino) acetamido) -3- (((furan-2-carbonyl) thio) methyl) -8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Information

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.

CAS Number80370-57-6
PubChem CID6328657
IUPAC Name(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(furan-2-carbonylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC19H17N5O7S3
Molecular Weight523.6
XLogP0.2
Topological Polar Surface Area256
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count9
Heavy Atom Count34
Formal Charge0
Complexity945
SMILES
CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)CSC(=O)C4=CC=CO4)C(=O)O
InChI
InChI=1S/C19H17N5O7S3/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)/b23-11-/t12-,16-/m1/s1
InChIKey
ZBHXIWJRIFEVQY-IHMPYVIRSA-N
Chemical Structure
2D Structure
2D structure of Ceftiofur
CAS: 80370-57-6
CID: 6328657
Formula: C19H17N5O7S3
MW: 523.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight523.6
XLogP30.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count9
Exact Mass523.02901142
Monoisotopic Mass523.02901142
Topological Polar Surface Area256 Ų
Heavy Atom Count34
Formal Charge0
Complexity945
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
574465Ceftiofur
527042Ceftiofur Hydrochloride
C061-5GCeftiofur Sodium
MBS3600204-01Sodium ceftiofur
TRC-C244720-10MGCeftiofur Dioxime

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