CHEBI:3716 - cinoxacin

ChEBI IDCHEBI:3716
ChEBI Namecinoxacin
Stars
DefinitionA member of the class of cinnolines that is 6,7-methylenedioxycinnolin-4(1H)-one bearing an ethyl group at position 1 and a carboxylic acid group at position 3. An analogue of oxolinic acid, it has similar antibacterial actions. It was formerly used for the treatment of urinary tract infections.
Secondary ChEBI IDCHEBI:314701
Last Modified19 June 2018
DownloadsMolfile
FormulaC12H10N2O5
Net Charge0
Average Mass262.221
Monoisotopic Mass262.05897
SMILESCCn1nc(C(=O)O)c(=O)c2cc3c(cc21)OCO3
InChIInChI=1S/C12H10N2O5/c1-2-14-7-4-9-8(18-5-19-9)3-6(7)11(15)10(13-14)12(16)17/h3-4H,2,5H2,1H3,(H,16,17)
InChIKeyVDUWPHTZYNWKRN-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
antibacterial drug  A drug used to treat or prevent bacterial infections.
Applications:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
cinoxacin (CHEBI:3716) has role antibacterial drug (CHEBI:36047)
cinoxacin (CHEBI:3716) has role antiinfective agent (CHEBI:35441)
cinoxacin (CHEBI:3716) is a cinnolines (CHEBI:38770)
cinoxacin (CHEBI:3716) is a oxacycle (CHEBI:38104)
cinoxacin (CHEBI:3716) is a oxo carboxylic acid (CHEBI:25754)
IUPAC Name 
1-ethyl-4-oxo-1,4-dihydro[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
INNs  Source
cinoxacinoChemIDplus
cinoxacinChemIDplus
cinoxacinumChemIDplus
cinoxacineChemIDplus
Synonyms  Source
5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylic acidChEMBL
1-ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acidChemIDplus
Manual XrefsDatabases
D00872KEGG DRUG
DB00827DrugBank
DE2005104Patent
US3669965Patent
CinoxacinWikipedia
HMDB0014965HMDB
LSM-6552LINCS
657DrugCentral
US6441167Patent
1881VSDB
Registry NumbersSources
Beilstein:1084304Beilstein
CAS:28657-80-9ChemIDplus
Citations