CHEBI:59343 - cefditoren

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ChEBI Name cefditoren
ChEBI ID CHEBI:59343
Definition A broad spectrum, third-generation cephalosporin antibiotic with (Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. Generally administered as its orally absorbed pivaloyloxymethyl ester prodrug, it is used for the treatment of mild to moderate infections caused by susceptible strains of microorganisms in acute bacterial exacerbation of chronic bronchitis, community-acquired pneumonia, pharyngitis/tonsillitis, and uncomplicated skin and skin-structure infections.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H18N6O5S3
Net Charge 0
Average Mass 506.57800
Monoisotopic Mass 506.050
InChI InChI=1S/C19H18N6O5S3/c1-8-11(33-7-21-8)4-3-9-5-31-17-13(16(27)25(17)14(9)18(28)29)23-15(26)12(24-30-2)10-6-32-19(20)22-10/h3-4,6-7,13,17H,5H2,1-2H3,(H2,20,22)(H,23,26)(H,28,29)/b4-3-,24-12-/t13-,17-/m1/s1
InChIKey KMIPKYQIOVAHOP-YLGJWRNMSA-N
SMILES [H][C@]12SCC(\C=C/c3scnc3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cefditoren (CHEBI:59343) has role antibacterial drug (CHEBI:36047)
cefditoren (CHEBI:59343) is a carboxylic acid (CHEBI:33575)
cefditoren (CHEBI:59343) is a cephalosporin (CHEBI:23066)
Incoming cefditoren pivoxil (CHEBI:560555) has functional parent cefditoren (CHEBI:59343)
IUPAC Name
7β-(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-3,4-didehydrocepham-4-carboxylic acid
INN Source
cefditoren ChemIDplus
Synonym Source
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC
Manual Xrefs Databases
D07639 KEGG DRUG
DB01066 DrugBank
EP475610 Patent
US2003225265 Patent
US4839650 Patent
View more database links
Registry Numbers Types Sources
104145-95-1 CAS Registry Number ChemIDplus
8174297 Beilstein Registry Number Beilstein
8174297 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11687308 PubMed citation Europe PMC
11856949 PubMed citation Europe PMC
22521692 PubMed citation Europe PMC
22675264 PubMed citation Europe PMC
23009290 PubMed citation Europe PMC
25871785 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
29199418 PubMed citation Europe PMC
Last Modified
13 February 2018