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CHEBI:3534 - cephalexin

ChEBI IDCHEBI:3534
ChEBI Namecephalexin
Stars
DefinitionA semisynthetic first-generation cephalosporin antibiotic having methyl and β-(2R)-2-amino-2-phenylacetamido groups at the 3- and 7- of the cephem skeleton, respectively. It is effective against both Gram-negative and Gram-positive organisms, and is used for treatment of infections of the skin, respiratory tract and urinary tract.
Last Modified7 March 2019
DownloadsMolfile

FormulaC16H17N3O4S
Net Charge0
Average Mass347.396
Monoisotopic Mass347.09398
SMILES[H][C@]12SCC(C)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1
InChIInChI=1S/C16H17N3O4S/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/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
InChIKeyZAIPMKNFIOOWCQ-UEKVPHQBSA-N

Wikipedia
Roles Classification

ChEBI Ontology
IUPAC Name 
7β-[(2R)-2-amino-2-phenylacetamido]-3-methyl-3,4-didehydrocepham-4-carboxylic acid
INNs  Source
cefalexina  esChemIDplus
cefalexine  frChemIDplus
cefalexinum  laChemIDplus
Synonyms  Source
CefalexinKEGG COMPOUND
(6R,7R)-7-{[(2R)-2-amino-2-phenylacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
CephacillinChemIDplus
CepexinChemIDplus
CelexinChemIDplus
CepastarChemIDplus
Manual XrefsDatabases
C06895KEGG COMPOUND
D00263KEGG DRUG
DB00567DrugBank
US3275626Patent
US3507861Patent
CefalexinWikipedia
HMDB0014707HMDB
LSM-5957LINCS
571DrugCentral
1791VSDB
Registry NumbersSources
Beilstein:965503Beilstein
Reaxys:4238892Reaxys
CAS:15686-71-2KEGG COMPOUND
CAS:15686-71-2ChemIDplus
Citations