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CHEBI:140116 - ceftiolene

ChEBI IDCHEBI:140116
ChEBI Nameceftiolene
Stars
DefinitionA cephalosporin compound having (E)-2-{[5,6-dioxo-4-(2-oxoethyl)-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl]sulfanyl}ethenyl and [(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side-groups; a third-generation cephalosporin antibiotic.
Last Modified23 November 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H18N8O8S3
Net Charge0
Average Mass594.613
Monoisotopic Mass594.04097
SMILES[H]C(=O)Cn1c(S/C=C/C2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)/C(=N\OC)c4csc(N)n4)[C@@]3([H])SC2)nnc(=O)c1=O
InChIInChI=1S/C20H18N8O8S3/c1-36-26-10(9-7-39-19(21)22-9)13(30)23-11-15(32)28-12(18(34)35)8(6-38-17(11)28)2-5-37-20-25-24-14(31)16(33)27(20)3-4-29/h2,4-5,7,11,17H,3,6H2,1H3,(H2,21,22)(H,23,30)(H,24,31)(H,34,35)/b5-2+,26-10-/t11-,17-/m1/s1
InChIKeyWJXAHFZIHLTPFR-JLRJEBFFSA-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)
ceftiolene (CHEBI:140116) has role antibacterial drug (CHEBI:36047)
ceftiolene (CHEBI:140116) is a cephalosporin (CHEBI:23066)
IUPAC Name 
3-[(E)-2-{[5,6-dioxo-4-(2-oxoethyl)-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl]sulfanyl}ethenyl]-7β-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3,4-didehydrocepham-4-carboxyic acid
INNs  Source
ceftioleneWHO MedNet
ceftioléneWHO MedNet
ceftiolenoWHO MedNet
ceftiolenumWHO MedNet
Synonyms  Source
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(E)-2-{[5,6-dioxo-4-(2-oxoethyl)-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl]sulfanyl}ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidIUPAC
42980RPChEBI
Manual XrefsDatabases
CeftioleneWikipedia
5020599ChemSpider
Registry NumbersSources
CAS:77360-52-2ChemIDplus
Citations