oxolinic acid (CHEBI:138856)

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ChEBI Name	oxolinic acid

ChEBI ID	CHEBI:138856

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:44731, CHEBI:7848

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Formula

C13H11NO5

Net Charge

Average Mass

261.23010

Monoisotopic Mass

261.06372

InChI

InChI=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)

InChIKey

KYGZCKSPAKDVKC-UHFFFAOYSA-N

SMILES

CCn1cc(C(O)=O)c(=O)c2cc3OCOc3cc12

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. (via quinolone antibiotic ) (via heterocyclic antibiotic ) antibacterial drug A drug used to treat or prevent bacterial infections. 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.

Application(s):	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	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	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

Synonyms	Sources
1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acid	ChemIDplus
1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic acid	ChemIDplus
5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylic acid	ChemIDplus
OA	KEGG DRUG

Last Modified

20 June 2018