EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:7809 - oxacillin

ChEBI IDCHEBI:7809
ChEBI Nameoxacillin
Stars
DefinitionA penicillin antibiotic carrying a 5-methyl-3-phenylisoxazole-4-carboxamide group at position 6β.
Last Modified15 March 2018
DownloadsMolfile

FormulaC19H19N3O5S
Net Charge0
Average Mass401.444
Monoisotopic Mass401.10454
SMILES[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)c1c(-c2ccccc2)noc1C
InChIInChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1
InChIKeyUWYHMGVUTGAWSP-JKIFEVAISA-N

Wikipedia
Roles Classification

ChEBI Ontology
IUPAC Name 
2,2-dimethyl-6β-(5-methyl-3-phenyl-1,2-oxazole-4-carboxamido)penam-3α-carboxylic acid
Synonyms  Source
OxacillinKEGG COMPOUND
5-methyl-3-phenyl-4-isoxazolyl-penicillinChemIDplus
(2S,5R,6R)-3,3-dimethyl-6-{[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidIUPAC
(5-methyl-3-phenyl-4-isoxazolyl)penicillinChemIDplus
oxazocillinChemIDplus
6β-(5-methyl-3-phenylisoxazol-4-yl)penicillanic acidChEBI
Manual XrefsDatabases
C07334KEGG COMPOUND
DB00713DrugBank
US2996501Patent
D08307KEGG DRUG
HMDB0014851HMDB
OxacillinWikipedia
LSM-6005LINCS
2006DrugCentral
Registry NumbersSources
Reaxys:1093589Reaxys
CAS:66-79-5KEGG COMPOUND
CAS:66-79-5ChemIDplus
Citations