Oxolinic acid (CED0006928)

Record Information
Version1.0
Creation Date2016-05-22 03:29:38 UTC
Update Date2026-08-18 22:49:22 UTC
Accession NumberCHEM016380
Identification
Common NameOxolinic acid
ClassSmall Molecule
Description
Oxolinic acid is an organic compound with the chemical formula C13H11NO5 and an average molecular weight of 261.23 g/mol. Oxolinic acid belongs to the quinoline carboxylic acids, a subclass of quinolines and derivatives within the organic compounds. This substance is recorded as being found in or released from 22 different sources across several categories. Within healthcare, pharmaceuticals, and veterinary products, it is used in antibiotics. It is identified in drinking water and water supply systems. In the context of food, food processing, and cookware, it is associated with food preservation and the preparation of malt. Its presence is noted in building and construction materials, specifically floors and fencing. Furthermore, it is found in household cleaning and consumer products, including soap dispensers, tobacco pipes, tobacco smoke filters, perfumes within detergents and soaps, and match receptacles or boxes. It is also released from electrical and electronic equipment, such as electric switches, amplifiers, coils, electrically stimulated smoking devices, and electric hearing aids, among six other sources. Recorded exposure routes for the compound include oral and inhalation.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylic acidChEBI
1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic acidChEBI
5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylic acidChEBI
Acide oxoliniqueChEBI
Acido oxolinicoChEBI
Acidum oxolinicumChEBI
OAChEBI
AqualinicKegg
1-Ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylateGenerator
1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylateGenerator
5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo(4,5-g)quinoline-7-carboxylateGenerator
OxolinateGenerator
Acid, oxolinicMeSH
GramurinMeSH
Oxolinate, sodiumMeSH
Sodium oxolinateMeSH
Chemical FormulaC13H11NO5
Average Molecular Mass261.230 g/mol
Monoisotopic Mass261.064 g/mol
CAS Registry Number14698-29-4
IUPAC Name5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
Traditional Nameossian
SMILESCCN1C=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12
InChI IdentifierInChI=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)
InChI KeyKYGZCKSPAKDVKC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinoline carboxylic acids
Direct ParentQuinoline carboxylic acids
Alternative Parents
Substituents
  • Quinoline-3-carboxylic acid
  • Dihydroquinolone
  • Dihydroquinoline
  • Benzodioxole
  • Pyridine carboxylic acid
  • Pyridine carboxylic acid or derivatives
  • Pyridine
  • Benzenoid
  • Vinylogous amide
  • Heteroaromatic compound
  • Acetal
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Azacycle
  • Oxacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.91 g/LALOGPS
logP0.86ALOGPS
logP1.35ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)5.58ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area76.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity65.84 m³·mol⁻¹ChemAxon
Polarizability25.52 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00l6-0490000000-237ab4e22ca8c87c87f9Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-42a1a31f158e9bef1a7dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0790000000-0196f4b3fe02d848ac04Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0920000000-8df3687ee0c2e91f987fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-24298432855bfc523660Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-0511184317d1b6d18d3fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-95faf056ba91e8007c9bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-0290000000-db6274d8128c051d14b8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03e9-0960000000-c51deba0c41087d2cab2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03e9-0910000000-bb9589ba074c27740963Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ho0-4900000000-a825bf27d8d3c0aee71fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02di-9500000000-bccf49f73f4aeba1dfa3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-9100000000-55f0b933bb95b8ac1a52Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03e9-0910000000-3c81458019c3bf0c9692Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03e9-0960000000-f0f7c0d17b8af04334ceNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-0290000000-bf8142d91cf36f4709f4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-0511184317d1b6d18d3fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-9000f1dd05ac3d9ad631Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0920000000-741ae3bcdfd5e8398bf6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0790000000-a21c32a280f959c2466bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-24298432855bfc523660Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0920000000-8df3687ee0c2e91f987fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-678c4174161cdc963f13Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0790000000-0196f4b3fe02d848ac04Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0090000000-37dc156faa14512ceaabNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0296-0090000000-4381353df0b7e7aeee1dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0wtc-0790000000-e290c90d551c56e1ef77Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-02t9-0090000000-8aae635e5bdea056ef12Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0590000000-4a91cc6c672c3b18ada6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000l-0920000000-cd83ad14bff62acfdf66Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
997.0Log mg/kg[560:1800]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
233BrushesPersonal care & cosmeticsNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
496FencingBuilding & ConstructionNot Available
497FloorsBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
532SelectorsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
558Match Receptables Or BoxesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
564Soap DispensersHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
620Card GamesRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Isocitrate lyase structureClick to view 3D structureIsocitrate lyaseP9WKK7Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)Predicted (SEA)0.389246
Click to view 3D structureGlycoprotein GQ9IH62Henipavirus nipahensePredicted (SEA)2.33548
Click to view 3D structureDNA topoisomerase 4 subunit AP0C1U9Staphylococcus aureusPredicted (SEA)2.41333
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)244.447
V-type proton ATPase subunit B, brain isoform structureClick to view 3D structureV-type proton ATPase subunit B, brain isoformP21281HumansPredicted (SEA)2.41333
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)660.473
Bromodomain-containing protein 4 structureClick to view 3D structureBromodomain-containing protein 4O60885HumansPredicted (SEA)409.331
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)889.661
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)4165.24
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)911.848
Serine/threonine-protein kinase pim-1 structureClick to view 3D structureSerine/threonine-protein kinase pim-1P11309HumansPredicted (SEA)2821.96
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)1755.97
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)1687.93
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP41143HumansPredicted (SEA)1307.09
Dual specificity tyrosine-phosphorylation-regulated kinase 1A structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 1AQ13627HumansPredicted (SEA)2854.34
Dual specificity tyrosine-phosphorylation-regulated kinase 2 structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 2Q92630HumansPredicted (SEA)792.116
Click to view 3D structureEndothelin-1 receptorP26684Rattus norvegicusPredicted (SEA)125.259
Click to view 3D structurePlasminogen activator inhibitor 1P20961Rattus norvegicusPredicted (SEA)52.8596
Click to view 3D structureDual specificity protein kinase CLK1P22518Mus musculusPredicted (SEA)97.078
Click to view 3D structureDual specificity protein kinase CLK3O35492Mus musculusPredicted (SEA)25.8459
Click to view 3D structureAmine oxidase [flavin-containing] BP19643Rattus norvegicusPredicted (SEA)320.817
Click to view 3D structureHTH-type transcriptional regulator MgrAP0C1S0Staphylococcus aureusPredicted (SEA)21.4864
Click to view 3D structureChymaseP21842Canis lupus familiarisPredicted (SEA)7.39568
Low molecular weight phosphotyrosine protein phosphatase structureClick to view 3D structureLow molecular weight phosphotyrosine protein phosphataseP24666HumansPredicted (SEA)121.445
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)705.547
Concentrations
Not Available
External Links
DrugBank IDDB13627
HMDB IDHMDB0255996
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkOxolinic_acid
Chemspider ID4467
ChEBI ID138856
PubChem Compound IDNot Available
Kegg Compound IDC11342
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1245092
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1245092
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1650428
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19596082
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20151406
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22670590
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23353085
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23773949
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23816421
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=26678217
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=26920300
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=29438107
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=4616804