CHEBI:3503 - cefpirome

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ChEBI Name cefpirome
ChEBI ID CHEBI:3503
Definition A fourth-generation cephalosporin antibiotic having 6,7-dihydro-5H-cyclopenta[b]pyridinium-1-ylmethyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups located at positions 3 and 7 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H22N6O5S2
Net Charge 0
Average Mass 514.580
Monoisotopic Mass 514.10931
InChI InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1
InChIKey DKOQGJHPHLTOJR-WHRDSVKCSA-N
SMILES [C@]12(N(C(=C(CS1)C[N+]3=CC=CC4=C3CCC4)C([O-])=O)C([C@H]2NC(=O)/C(/C5=CSC(=N5)N)=N\OC)=O)[H]
Roles Classification
Biological Role(s): 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): drug allergen
Any drug which causes the onset of an allergic reaction.
(via cephalosporin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cefpirome (CHEBI:3503) is a cephalosporin (CHEBI:23066)
cefpirome (CHEBI:3503) is a cyclopentapyridine (CHEBI:37940)
Incoming cefpirome sulfate (CHEBI:31378) has functional parent cefpirome (CHEBI:3503)
IUPAC Name
7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(6,7-dihydro-5H-cyclopenta[b]pyridinium-1-ylmethyl)-3,4-didehydrocepham-4-carboxylic acid
INNs Sources
cefpiroma ChemIDplus
cefpirome ChemIDplus
cefpiromum ChemIDplus
Synonyms Sources
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(6,7-dihydro-5H-cyclopenta[b]pyridinium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate IUPAC
Cefpirome KEGG COMPOUND
cefrom DrugCentral
HR 810 KEGG COMPOUND
Manual Xrefs Databases
553 DrugCentral
C11199 KEGG COMPOUND
Cefpirome Wikipedia
D07649 KEGG DRUG
View more database links
Registry Numbers Types Sources
4241500 Reaxys Registry Number Reaxys
84957-29-9 CAS Registry Number KEGG COMPOUND
84957-29-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1287135 PubMed citation Europe PMC
26004702 PubMed citation Europe PMC
26870331 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
Last Modified
07 March 2018