CHEBI:3479 - cefadroxil

ChEBI IDCHEBI:3479
ChEBI Namecefadroxil
Stars
DefinitionA cephalosporin bearing methyl and (2R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton.
Last Modified13 February 2018
DownloadsMolfile
FormulaC16H17N3O5S
Net Charge0
Average Mass363.395
Monoisotopic Mass363.08889
SMILES[H][C@]12SCC(C)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1
InChIInChI=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
InChIKeyBOEGTKLJZSQCCD-UEKVPHQBSA-N
Wikipedia
Roles Classification
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
cefadroxiloChemIDplus
cefadroxilumChemIDplus
Synonyms  Source
CefadroxilKEGG DRUG
CDXKEGG DRUG
Cefadroxil anhydrousChemIDplus
CephadroxilChemIDplus
D-CefadroxilChemIDplus
(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 acidIUPAC
Manual XrefsDatabases
C06878KEGG COMPOUND
D00257KEGG DRUG
DB01140DrugBank
NL6812382Patent
US3489752Patent
DE2216113Patent
US3816253Patent
CefadroxilWikipedia
LSM-5722LINCS
526DrugCentral
Registry NumbersSources
Beilstein:5933893Beilstein
Reaxys:5393893Reaxys
CAS:50370-12-2KEGG DRUG
CAS:50370-12-2ChemIDplus
Citations