CHEBI:204928 - cefotaxime

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ChEBI Name cefotaxime
ChEBI ID CHEBI:204928
Definition A cephalosporin compound having acetoxymethyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:112504, CHEBI:41475, CHEBI:3497
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Formula C16H17N5O7S2
Net Charge 0
Average Mass 455.46500
Monoisotopic Mass 455.057
InChI InChI=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
InChIKey GPRBEKHLDVQUJE-QSWIMTSFSA-N
SMILES [H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c1csc(N)n1)C(O)=O
Roles Classification
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
antibacterial drug
A drug used to treat or prevent bacterial infections.
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 )
antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing 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 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 Sources
cefotaxima ChemIDplus
cefotaxime KEGG DRUG
cefotaximum ChemIDplus
Synonyms Sources
(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 acid IUPAC
(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 acid ChEMBL
(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 acid ChEMBL
Cephotaxime ChemIDplus
Manual Xrefs Databases
546 DrugCentral
C06885 KEGG COMPOUND
CE3 PDBeChem
Cefotaxime Wikipedia
D07647 KEGG DRUG
DB00493 DrugBank
DE2556736 Patent
DE2702501 Patent
US4098888 Patent
US4152432 Patent
View more database links
Registry Numbers Types Sources
1096643 Beilstein Registry Number Beilstein
1096643 Reaxys Registry Number Reaxys
63527-52-6 CAS Registry Number KEGG DRUG
63527-52-6 CAS Registry Number DrugBank
63527-52-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10866367 PubMed citation ChEMBL
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Last Modified
13 February 2018