CHEBI:3491 - cefonicid

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ChEBI Name cefonicid
ChEBI ID CHEBI:3491
Definition A cephalosporin bearing {[1-(sulfomethyl)-1H-tetrazol-5-yl]sulfanyl}methyl and (R)-2-hydroxy-2-phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H18N6O8S3
Net Charge 0
Average Mass 542.56600
Monoisotopic Mass 542.035
InChI InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13-,16-/m1/s1
InChIKey DYAIAHUQIPBDIP-AXAPSJFSSA-N
SMILES [H][C@]12SCC(CSc3nnnn3CS(O)(=O)=O)=C(N1C(=O)[C@H]2NC(=O)[C@H](O)c1ccccc1)C(O)=O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
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): antibacterial drug
A drug used to treat or prevent bacterial infections.
drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cefonicid (CHEBI:3491) has role antibacterial drug (CHEBI:36047)
cefonicid (CHEBI:3491) is a cephalosporin (CHEBI:23066)
cefonicid (CHEBI:3491) is conjugate acid of cefonicid(2−) (CHEBI:52441)
Incoming cefonicid(2−) (CHEBI:52441) is conjugate base of cefonicid (CHEBI:3491)
IUPAC Name
6β-[(2R)-2-hydroxy-2-phenylacetamido]-3-({[1-(sulfomethyl)-1H-tetrazol-5-yl]sulfanyl}methyl)ceph-3-em-4-carboxylic acid
INNs Sources
cefonicid KEGG DRUG
cefonicido DrugBank
cefonicidum DrugBank
Synonyms Sources
(6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-8-oxo-3-({[1-(sulfomethyl)-1H-tetrazol-5-yl]sulfanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC
Cefonicid KEGG COMPOUND
Manual Xrefs Databases
542 DrugCentral
C06882 KEGG COMPOUND
Cefonicid Wikipedia
D07644 KEGG DRUG
DB01328 DrugBank
DE2611270 Patent
US4048311 Patent
US4093723 Patent
US4159373 Patent
View more database links
Registry Numbers Types Sources
61270-58-4 CAS Registry Number ChemIDplus
8175049 Beilstein Registry Number Beilstein
8175049 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12041774 PubMed citation Europe PMC
21425867 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
Last Modified
13 February 2018