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CHEBI:138856 - oxolinic acid

ChEBI IDCHEBI:138856
ChEBI Nameoxolinic acid
Stars
DefinitionA quinolinemonocarboxylic acid having the carboxy group at position 7 as well as oxo and ethyl groups at positions 4 and 1 respectively and a dioxolo ring fused at the 5- and 6-positions. A synthetic antibiotic, it is used in veterinary medicine for the treatment of bacterial infections in cattle, pigs and poultry.
Secondary ChEBI IDsCHEBI:7848, CHEBI:44731
Last Modified20 June 2018
DownloadsMolfile
FormulaC13H11NO5
Net Charge0
Average Mass261.233
Monoisotopic Mass261.06372
SMILESCCn1cc(C(=O)O)c(=O)c2cc3c(cc21)OCO3
InChIInChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17)
InChIKeyKYGZCKSPAKDVKC-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
enzyme inhibitor  A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic 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.
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:
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)
oxolinic acid (CHEBI:138856) has role antibacterial drug (CHEBI:36047)
oxolinic acid (CHEBI:138856) has role antifungal agent (CHEBI:35718)
oxolinic acid (CHEBI:138856) has role antiinfective agent (CHEBI:35441)
oxolinic acid (CHEBI:138856) has role antimicrobial agent (CHEBI:33281)
oxolinic acid (CHEBI:138856) has role enzyme inhibitor (CHEBI:23924)
oxolinic acid (CHEBI:138856) is a aromatic carboxylic acid (CHEBI:33859)
oxolinic acid (CHEBI:138856) is a organic heterotricyclic compound (CHEBI:26979)
oxolinic acid (CHEBI:138856) is a oxacycle (CHEBI:38104)
oxolinic acid (CHEBI:138856) is a quinolinemonocarboxylic acid (CHEBI:26512)
oxolinic acid (CHEBI:138856) is a quinolone antibiotic (CHEBI:86324)
oxolinic acid (CHEBI:138856) is conjugate acid of oxolinate (CHEBI:59066)
Incoming Relation(s)
oxolinate (CHEBI:59066) is conjugate base of oxolinic acid (CHEBI:138856)
IUPAC Name 
5-ethyl-8-oxo-5,8-dihydro[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
INNs  Source
oxolinic acidKEGG DRUG
acide oxoliniqueChemIDplus
ácido oxolínicoWHO MedNet
acidum oxolinicumChemIDplus
oxolinic acidWHO MedNet
Synonyms  Source
OAKEGG DRUG
1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acidChemIDplus
1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic acidChemIDplus
5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylic acidChemIDplus
Manual XrefsDatabases
C11342KEGG COMPOUND
OXIPDBeChem
D02301KEGG DRUG
US3287458Patent
Oxolinic_acidWikipedia
LSM-5811LINCS
2024DrugCentral
1879VSDB
Registry NumbersSources
Gmelin:2609419Gmelin
Reaxys:620635Reaxys
CAS:14698-29-4KEGG COMPOUND
CAS:14698-29-4ChemIDplus
Citations