EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:204928 - cefotaxime

Default Structure
ChEBI IDCHEBI:204928
ChEBI Namecefotaxime
Stars
DefinitionA cephalosporin compound having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups.
Secondary ChEBI IDsCHEBI:3497, CHEBI:41475, CHEBI:112504
Last Modified13 February 2018
DownloadsMolfile
FormulaC16H17N5O7S2
Net Charge0
Average Mass455.474
Monoisotopic Mass455.05694
SMILES[H][C@]12SCC(COC(C)=O)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)/C(=N\OC)c1csc(N)n1
InChIInChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1
InChIKeyGPRBEKHLDVQUJE-QSWIMTSFSA-N
Wikipedia
Roles Classification
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
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:
drug allergen  Any drug which causes the onset of an allergic reaction.
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)
cefotaxime (CHEBI:204928) has role antibacterial drug (CHEBI:36047)
cefotaxime (CHEBI:204928) has role drug allergen (CHEBI:88188)
cefotaxime (CHEBI:204928) is a 1,3-thiazoles (CHEBI:38418)
cefotaxime (CHEBI:204928) is a cephalosporin (CHEBI:23066)
cefotaxime (CHEBI:204928) is a oxime O-ether (CHEBI:36816)
cefotaxime (CHEBI:204928) is conjugate acid of cefotaxime(1−) (CHEBI:53670)
Incoming Relation(s)
cefotaxime(1−) (CHEBI:53670) is conjugate base of cefotaxime (CHEBI:204928)
IUPAC Name 
3-(acetoxymethyl)-7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxylic acid
INNs  Source
cefotaximaChemIDplus
cefotaximeKEGG DRUG
cefotaximumChemIDplus
Synonyms  Source
(6R,7R)-3-(acetoxymethyl)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
(6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acidChEMBL
(6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acidChEMBL
CephotaximeChemIDplus
Manual XrefsDatabases
546DrugCentral
C06885KEGG COMPOUND
CE3PDBeChem
CefotaximeWikipedia
D07647KEGG DRUG
DB00493DrugBank
DE2556736Patent
DE2702501Patent
US4098888Patent
US4152432Patent
Registry NumbersSources
Beilstein:1096643Beilstein
Reaxys:1096643Reaxys
CAS:63527-52-6KEGG COMPOUND
CAS:63527-52-6DrugBank
CAS:63527-52-6ChemIDplus
CAS:63527-52-6KEGG DRUG
Citations