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CHEBI:3488 - cefluprenam

ChEBI IDCHEBI:3488
ChEBI Namecefluprenam
Stars
DefinitionA fourth-generation cephalosporin antibiotic having (1E)-3-[(2-amino-2-oxoethyl)(ethyl)methylazaniumyl]prop-1-en-1-yl and {(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(fluoromethoxy)imino]acetyl}amino side groups located at positions 3 and 7 respectively.
Last Modified12 March 2018
DownloadsMolfile
FormulaC20H25FN8O6S2
Net Charge0
Average Mass556.602
Monoisotopic Mass556.13225
SMILES[H][C@]12SCC(/C=C/C[N+](C)(CC)CC(N)=O)=C(C(=O)[O-])N1C(=O)[C@H]2NC(=O)/C(=N\OCF)c1nsc(N)n1
InChIInChI=1S/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1
InChIKeyXAKKNLNAJBNLPC-MAYKBZFQSA-N
Wikipedia
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
Application:
drug allergen  Any drug which causes the onset of an allergic reaction.
ChEBI Ontology
Outgoing Relation(s)
cefluprenam (CHEBI:3488) has role antimicrobial agent (CHEBI:33281)
cefluprenam (CHEBI:3488) is a cephalosporin (CHEBI:23066)
cefluprenam (CHEBI:3488) is a thiadiazoles (CHEBI:38099)
IUPAC Name 
7-({(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(fluoromethoxy)imino]acetyl}amino)-3-[(1E)-3-[(2-amino-2-oxoethyl)(ethyl)methylazaniumyl]prop-1-en-1-yl]-3,4-didehydrocepham-4-carboxylate
INNs  Source
cefluprenamumWHO MedNet
céfluprénamWHO MedNet
cefluprenamWHO MedNet
cefluprenamChemIDplus
Synonyms  Source
(6R,7R)-3-{(1E)-3-[(2-amino-2-oxoethyl)(ethyl)methylazaniumyl]prop-1-en-1-yl}-7-({(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-[(fluoromethoxy)imino]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateIUPAC
Antibiotic E 1077ChEBI
Manual XrefsDatabases
D01054KEGG DRUG
CefluprenamWikipedia
US5994340Patent
Registry NumbersSources
CAS:116853-25-9ChemIDplus
Citations