CHEBI:3515 - cefuroxime

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ChEBI Name cefuroxime
ChEBI ID CHEBI:3515
Definition A 3-(carbamoyloxymethyl)cephalosporin compound having a 7-(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido side chain.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H16N4O8S
Net Charge 0
Average Mass 424.38640
Monoisotopic Mass 424.069
InChI InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1
InChIKey JFPVXVDWJQMJEE-IZRZKJBUSA-N
SMILES [H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1ccco1)C(O)=O
Roles Classification
Biological Role(s): 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): drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
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ChEBI Ontology
Outgoing cefuroxime (CHEBI:3515) has role drug allergen (CHEBI:88188)
cefuroxime (CHEBI:3515) is a 3-(carbamoyloxymethyl)cephalosporin (CHEBI:28084)
cefuroxime (CHEBI:3515) is a furans (CHEBI:24129)
cefuroxime (CHEBI:3515) is a oxime O-ether (CHEBI:36816)
IUPAC Name
3-[(carbamoyloxy)methyl]-7β-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-3,4-didehydrocepham-4-carboxylic acid
INNs Sources
cefuroxime ChemIDplus
cefuroximo ChemIDplus
cefuroximum ChemIDplus
Synonyms Sources
(6R,7R)-3-[(carbamoyloxy)methyl]-7-{[(2Z)-2-furan-2-yl-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC
Cefuroxim ChemIDplus
Cefuroxime KEGG COMPOUND
Cephuroxime ChemIDplus
Brand Names Sources
Sharox ChemIDplus
Zinacef Danmark ChemIDplus
Database Links Databases
565 DrugCentral
C06894 KEGG COMPOUND
Cefuroxime Wikipedia
CPD0-2069 MetaCyc
D00262 KEGG DRUG
DB01112 DrugBank
DE2439880 Patent
DE2706413 Patent
US3974153 Patent
US4267320 Patent
View more database links
Registry Numbers Types Sources
55268-75-2 CAS Registry Number KEGG COMPOUND
55268-75-2 CAS Registry Number ChemIDplus
5783190 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017