CHEBI:3515 - cefuroxime

ChEBI IDCHEBI:3515
ChEBI Namecefuroxime
Stars
DefinitionA 3-(carbamoyloxymethyl)cephalosporin compound having a 7-(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido side chain.
Last Modified13 February 2018
DownloadsMolfile
FormulaC16H16N4O8S
Net Charge0
Average Mass424.391
Monoisotopic Mass424.06888
SMILES[H][C@]12SCC(COC(N)=O)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1ccco1
InChIInChI=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
InChIKeyJFPVXVDWJQMJEE-IZRZKJBUSA-N
Wikipedia
Roles Classification
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
drug allergen  Any drug which causes the onset of an allergic reaction.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
drug allergen  Any drug which causes the onset of an allergic reaction.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
cefuroxime (CHEBI:3515) has role antibacterial agent (CHEBI:33282)
cefuroxime (CHEBI:3515) has role antimicrobial agent (CHEBI:33281)
cefuroxime (CHEBI:3515) has role drug allergen (CHEBI:88188)
cefuroxime (CHEBI:3515) has role ophthalmology drug (CHEBI:66981)
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  Source
cefuroximaWHO MedNet
cefuroximeChemIDplus
cefuroximoChemIDplus
cefuroximumChemIDplus
Synonyms  Source
640/359ChEMBL
(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 acidIUPAC
CefuroximChemIDplus
CefuroximeKEGG COMPOUND
CefuroximineChEMBL
CephuroximeChemIDplus
Brand Names  Source
SharoxChemIDplus
Zinacef DanmarkChemIDplus
Manual XrefsDatabases
565DrugCentral
C06894KEGG COMPOUND
CefuroximeWikipedia
CPD0-2069MetaCyc
D00262KEGG DRUG
DB01112DrugBank
DE2439880Patent
DE2706413Patent
US3974153Patent
US4267320Patent
Registry NumbersSources
Reaxys:5783190Reaxys
CAS:55268-75-2ChemIDplus
CAS:55268-75-2KEGG COMPOUND
Citations