EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:3510 - ceftibuten

ChEBI IDCHEBI:3510
ChEBI Nameceftibuten
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:554578
Last Modified7 March 2018
DownloadsMolfile
FormulaC15H14N4O6S2
Net Charge0
Average Mass410.433
Monoisotopic Mass410.03548
SMILES[H][C@]12SCC=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=C\CC(=O)O)c1csc(N)n1
InChIInChI=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
InChIKeyUNJFKXSSGBWRBZ-BJCIPQKHSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
ceftibutenChemIDplus
ceftibuteneChemIDplus
ceftibutenumChemIDplus
ceftibutenoChemIDplus
Synonyms  Source
(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 acidIUPAC
cis-ceftibutenChemIDplus
Manual XrefsDatabases
C08117KEGG COMPOUND
DB01415DrugBank
D00922KEGG DRUG
EP136721Patent
US4634697Patent
CeftibutenWikipedia
562DrugCentral
CN106397455Patent
CN105153198Patent
Registry NumbersSources
Beilstein:5892046Beilstein
CAS:97519-39-6KEGG COMPOUND
CAS:97519-39-6ChemIDplus
Citations