CHEBI:3547 - cephradine

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ChEBI Name cephradine
ChEBI ID CHEBI:3547
Definition A first-generation cephalosporin antibiotic with a methyl substituent at position 3, and a (2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetamido substituent at position 7, of the cephem skeleton.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H19N3O4S
Net Charge 0
Average Mass 349.40500
Monoisotopic Mass 349.10963
InChI InChI=1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
InChIKey RDLPVSKMFDYCOR-UEKVPHQBSA-N
SMILES [H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=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 )
allergen
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
(via beta-lactam antibiotic allergen )
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 cephradine (CHEBI:3547) has role antibacterial drug (CHEBI:36047)
cephradine (CHEBI:3547) is a β-lactam antibiotic allergen (CHEBI:88225)
cephradine (CHEBI:3547) is a cephalosporin (CHEBI:23066)
IUPAC Name
7β-[(2R)-2-(cyclohexa-1,4-dienyl)-2-phenylacetamido]-3-methyl-3,4-didehydrocepham-4-carboxylic acid
INNs Sources
cefradina ChemIDplus
cefradine ChEBI
cefradinum ChemIDplus
Synonyms Sources
(6R,7R)-7-((R)-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid ChemIDplus
(6R,7R)-7-{[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC
7-(D-2-Amino-2-(1,4-cyclohexadienyl)acetamide)desacetoxycephalosporanicacid ChemIDplus
Anspor KEGG DRUG
CED KEGG DRUG
Cefradine KEGG COMPOUND
Cephradin ChemIDplus
Cephradine KEGG COMPOUND
Eskacef ChemIDplus
Sefril ChemIDplus
Brand Name Source
Velosef KEGG DRUG
Manual Xrefs Databases
576 DrugCentral
Cephradine Wikipedia
D00264 KEGG DRUG
DB01333 DrugBank
HMDB0015428 HMDB
View more database links
Registry Numbers Types Sources
38821-53-3 CAS Registry Number ChemIDplus
4211105 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20188984 PubMed citation Europe PMC
2083978 PubMed citation Europe PMC
22305202 PubMed citation Europe PMC
24035952 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
9131470 PubMed citation Europe PMC
Last Modified
07 March 2019