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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
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
acide oxoliniqueChemIDplus
ácido oxolínicoWHO MedNet
acidum oxolinicumChemIDplus
oxolinic acidKEGG DRUG
oxolinic acidWHO MedNet
Synonyms  Source
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
OAKEGG DRUG
Manual XrefsDatabases
1879VSDB
2024DrugCentral
C11342KEGG COMPOUND
D02301KEGG DRUG
LSM-5811LINCS
OXIPDBeChem
Oxolinic_acidWikipedia
US3287458Patent
Registry NumbersSources
Gmelin:2609419Gmelin
Reaxys:620635Reaxys
CAS:14698-29-4KEGG COMPOUND
CAS:14698-29-4ChemIDplus
Citations