CHEBI:3479 - cefadroxil

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ChEBI Name cefadroxil
ChEBI ID CHEBI:3479
Definition A cephalosporin bearing methyl and (2R)-2-amino-2-(4-hydroxyphenyl)acetamido 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 C16H17N3O5S
Net Charge 0
Average Mass 363.38800
Monoisotopic Mass 363.08889
InChI InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1
InChIKey BOEGTKLJZSQCCD-UEKVPHQBSA-N
SMILES [H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=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 )
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ChEBI Ontology
Outgoing cefadroxil (CHEBI:3479) has role antibacterial drug (CHEBI:36047)
cefadroxil (CHEBI:3479) is a cephalosporin (CHEBI:23066)
cefadroxil (CHEBI:3479) is conjugate acid of cefadroxil(1−) (CHEBI:53669)
Incoming cefadroxil monohydrate (CHEBI:53667) has part cefadroxil (CHEBI:3479)
cefadroxil(1−) (CHEBI:53669) is conjugate base of cefadroxil (CHEBI:3479)
IUPAC Name
7β-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-3,4-didehydrocepham-4-carboxylic acid
INNs Sources
cefadroxilo ChemIDplus
cefadroxilum ChemIDplus
Synonyms Sources
(6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid IUPAC
CDX KEGG DRUG
Cefadroxil KEGG DRUG
Cefadroxil anhydrous ChemIDplus
Cephadroxil ChemIDplus
D-Cefadroxil ChemIDplus
Manual Xrefs Databases
526 DrugCentral
C06878 KEGG COMPOUND
Cefadroxil Wikipedia
D00257 KEGG DRUG
DB01140 DrugBank
DE2216113 Patent
LSM-5722 LINCS
NL6812382 Patent
US3489752 Patent
US3816253 Patent
View more database links
Registry Numbers Types Sources
50370-12-2 CAS Registry Number ChemIDplus
50370-12-2 CAS Registry Number KEGG DRUG
5393893 Reaxys Registry Number Reaxys
5933893 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
12833570 PubMed citation Europe PMC
21425867 PubMed citation Europe PMC
23224978 PubMed citation Europe PMC
23959853 PubMed citation Europe PMC
24080658 PubMed citation Europe PMC
24412692 PubMed citation Europe PMC
24667741 PubMed citation Europe PMC
29017833 PubMed citation Europe PMC
9131470 PubMed citation Europe PMC
Last Modified
13 February 2018