CHEBI:3515 - cefuroxime

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C16H16N4O8S
Net Charge 0
Average Mass 424.38640
Monoisotopic Mass 424.06888
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 )
View more via ChEBI Ontology
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
Manual Xrefs 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
11168076 PubMed citation Europe PMC
11322179 PubMed citation Europe PMC
11581233 PubMed citation Europe PMC
12141712 PubMed citation Europe PMC
12235459 PubMed citation Europe PMC
12833570 PubMed citation Europe PMC
12898829 PubMed citation Europe PMC
14658923 PubMed citation Europe PMC
15052582 PubMed citation Europe PMC
15828440 PubMed citation Europe PMC
16341950 PubMed citation Europe PMC
17111749 PubMed citation Europe PMC
17113884 PubMed citation Europe PMC
17261579 PubMed citation Europe PMC
17366015 PubMed citation Europe PMC
17676080 PubMed citation Europe PMC
18208759 PubMed citation Europe PMC
18611587 PubMed citation Europe PMC
18795089 PubMed citation Europe PMC
18931469 PubMed citation Europe PMC
19069618 PubMed citation Europe PMC
19142482 PubMed citation Europe PMC
19411164 PubMed citation Europe PMC
21425867 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
Last Modified
13 February 2018