CHEBI:3506 - cefprozil

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ChEBI Name cefprozil
ChEBI ID CHEBI:3506
Definition A semisynthetic, second-generation cephalosporin, with prop-1-enyl and (R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. It is used to treat bronchitis as well as ear, skin and other bacterial infections.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H19N3O5S
Net Charge 0
Average Mass 389.42600
Monoisotopic Mass 389.105
InChI InChI=1S/C18H19N3O5S/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1
InChIKey WDLWHQDACQUCJR-PBFPGSCMSA-N
SMILES [H][C@]12SCC(C=CC)=C(N1C(=O)[C@@]2([H])NC(=O)[C@H](N)c1ccc(O)cc1)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 cefprozil (CHEBI:3506) has role antibacterial drug (CHEBI:36047)
cefprozil (CHEBI:3506) is a cephalosporin (CHEBI:23066)
cefprozil (CHEBI:3506) is a semisynthetic derivative (CHEBI:72588)
IUPAC Name
(6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-(prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
INNs Sources
cefprozil WHO MedNet
cefprozil WHO MedNet
cefprozilo ChemIDplus
cefprozilum ChemIDplus
Synonym Source
Cefprozil anhydrous KEGG COMPOUND
Brand Name Source
Cefzil KEGG DRUG
Manual Xrefs Databases
C06888 KEGG COMPOUND
Cefprozil Wikipedia
D07651 KEGG DRUG
DB01150 DrugBank
DE3402642 Patent
HMDB0015281 HMDB
US4520022 Patent
View more database links
Registry Numbers Types Sources
8167198 Beilstein Registry Number Beilstein
92665-29-7 CAS Registry Number KEGG COMPOUND
92665-29-7 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
29017833 PubMed citation Europe PMC
Last Modified
13 February 2018