CHEBI:3510 - ceftibuten

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ChEBI Name ceftibuten
ChEBI ID CHEBI:3510
Definition A third-generation cephalosporin antibiotic with a [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino substituent at the 7 position of the cephem skeleton. An orally-administered agent, ceftibuten is used as the dihydrate to treat urinary-tract and respiratory-tract infections.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:554578
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Formula C15H14N4O6S2
Net Charge 0
Average Mass 410.42500
Monoisotopic Mass 410.035
InChI InChI=1S/C15H14N4O6S2/c16-15-17-7(5-27-15)6(1-2-9(20)21)11(22)18-10-12(23)19-8(14(24)25)3-4-26-13(10)19/h1,3,5,10,13H,2,4H2,(H2,16,17)(H,18,22)(H,20,21)(H,24,25)/b6-1-/t10-,13-/m1/s1
InChIKey UNJFKXSSGBWRBZ-BJCIPQKHSA-N
SMILES [H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=C/CC(O)=O)\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 )
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ChEBI Ontology
Outgoing ceftibuten (CHEBI:3510) has role antibacterial drug (CHEBI:36047)
ceftibuten (CHEBI:3510) is a cephalosporin (CHEBI:23066)
ceftibuten (CHEBI:3510) is a dicarboxylic acid (CHEBI:35692)
Incoming ceftibuten dihydrate (CHEBI:34618) has part ceftibuten (CHEBI:3510)
IUPAC Name
7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino}-3,4-didehydrocepham-4-carboxylic acid
INNs Sources
ceftibuten ChemIDplus
ceftibutene ChemIDplus
ceftibuteno ChemIDplus
ceftibutenum ChemIDplus
Synonyms Sources
(+)-(6R,7R)-7-((Z)-2-(2-amino-4-thiazolyl)-4-carboxycrotonamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid COMe
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC
cis-ceftibuten ChemIDplus
Manual Xrefs Databases
562 DrugCentral
C08117 KEGG COMPOUND
Ceftibuten Wikipedia
CN105153198 Patent
CN106397455 Patent
D00922 KEGG DRUG
DB01415 DrugBank
EP136721 Patent
US4634697 Patent
View more database links
Registry Numbers Types Sources
5892046 Beilstein Registry Number Beilstein
97519-39-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
29017833 PubMed citation Europe PMC
9250548 PubMed citation Europe PMC
Last Modified
07 March 2018