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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:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
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.
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