oxolinic acid

CHEBI:138856 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:26512 CHEBI:26512
CHEBI:26979 CHEBI:26979
CHEBI:33859 CHEBI:33859
CHEBI:38104 CHEBI:38104
CHEBI:86324 CHEBI:86324

Chemical structure

Computed structure properties
Molecular formula	C13H11NO5
Charge	0
Average mass	261.233 Da
Monoisotopic mass	261.06372 Da
Source	ChEBI
InChIKey	KYGZCKSPAKDVKC-UHFFFAOYSA-N

SMILES

CCn1cc(C(=O)O)c(=O)c2cc3c(cc21)OCO3

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)

Also called

acide oxolinique (INN)— chebi
acidum oxolinicum (INN)— chebi
ácido oxolínico (INN)— chebi
5-ethyl-8-oxo-5,8-dihydro[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid (EXACT_SYNONYM)— chebi
1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acid (EXACT_SYNONYM)— chebi
1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic acid (EXACT_SYNONYM)— chebi
5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylic acid (EXACT_SYNONYM)— chebi
OA (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:14698-29-4
drugcentral:2024
gmelin:2609419
kegg.compound:C11342
kegg.drug:D02301
lincs.smallmolecule:LSM-5811
patent:US3287458
pdb-ccd:OXI
reaxys:620635
vsdb:1879
wikipedia.en:Oxolinic_acid

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281
CHEBI:35718 CHEBI:35718
CHEBI:36047 CHEBI:36047

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:138856`	oxolinic acid	`antibioticmech:chebi-15e7fd472c`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.