Cinoxacin (CED0010723)

Record Information
Version1.0
Creation Date2016-05-22 03:38:58 UTC
Update Date2026-08-18 15:42:55 UTC
Accession NumberCHEM016633
Identification
Common NameCinoxacin
ClassSmall Molecule
Description
Cinoxacin is an organic compound with the formula C12H10N2O5 and an average molecular weight of 262.22 g/mol. Cinoxacin belongs to the benzodiazines, a subclass of diazanaphthalenes within the organic compounds. This substance is identified as an inhibitor of three protein targets: DNA topoisomerase 2-beta (TOP2B), DNA topoisomerase 2-alpha (TOP2A), and DNA gyrase subunit A (gyrA). The compound is found in or released from seven recorded sources across various sectors. In the realm of healthcare, pharmaceuticals, and veterinary products, it is used in antibiotics. Within food, food processing, and cookware, it is utilized for food preservation. Other recorded sources include household cleaning and consumer products, specifically soap detergents and tobacco smoke filters, as well as electrical and electronic equipment, including thin magnetic films, hybrid capacitors, and electrically stimulated smoking devices. Recorded exposure routes for cinoxacin include oral and inhalation pathways.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acidChEBI
5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylic acidChEBI
CinoxacineChEBI
CinoxacinoChEBI
CinoxacinumChEBI
CINXKegg
CinobacKegg
1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylateGenerator
5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylateGenerator
64716, CompoundHMDB
Azolinic acidHMDB
Acid, azolinicHMDB
Compound 64716HMDB
ClinoxacinHMDB
Chemical FormulaC12H10N2O5
Average Molecular Mass262.218 g/mol
Monoisotopic Mass262.059 g/mol
CAS Registry Number28657-80-9
IUPAC Name1-ethyl-4-oxo-1H,4H,7H-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
Traditional Namecinoxacin
SMILESCCN1N=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12
InChI IdentifierInChI=1S/C12H10N2O5/c1-2-14-7-4-9-8(18-5-19-9)3-6(7)11(15)10(13-14)12(16)17/h3-4H,2,5H2,1H3,(H,16,17)
InChI KeyVDUWPHTZYNWKRN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cinnolines. These are organic aromatic compounds containing a benzene fused to a pyridazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazanaphthalenes
Sub ClassBenzodiazines
Direct ParentCinnolines
Alternative Parents
Substituents
  • Cinnoline
  • Benzodioxole
  • Pyridazine
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous amide
  • Oxacycle
  • Azacycle
  • Acetal
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen 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 Solubility0.96 g/LALOGPS
logP1.25ALOGPS
logP1.72ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.93ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area88.43 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity73.6 m³·mol⁻¹ChemAxon
Polarizability24.72 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 Spectrumsplash10-0006-0970000000-d6e7abdaf83ac6915d9cNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0006-4934000000-f98fd908e7ab28b030cfNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kr-2930000000-d8548621f53001ee222dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00kr-2930000000-d8548621f53001ee222dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0090000000-334244d6a89f0ca6b546Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-02ta-0190000000-4212f062c3b83386b041Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0gi0-0890000000-25eee1869a982bf913fcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-02t9-0290000000-79e8373fadc199462102Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0790000000-7942d2310d6730a23c27Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dl-1900000000-05b7716167bca8f2dd58Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0090000000-4fd0af9aad9b9655f431Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0090000000-4e532ea6a8a7a3dfc2f7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03xr-1950000000-5d613602c0ff21ac9ab5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03xr-0090000000-4920e9eef443d07b78d7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0920000000-9e4a8c05b0c3ecae8d01Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0909-0980000000-b400ebb127f6687745bfNot 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
2169.0Log mg/kg[1200:3900]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
631Anthraquinone DyesTextiles, leather & furnishingsNot Available
632ApparelTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Cinoxacin Drug Metabolism
Cinoxacin Drug Metabolism
Cinoxacin Drug Metabolism Action Pathway
Cinoxacin Drug Metabolism Action Pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Dual specificity tyrosine-phosphorylation-regulated kinase 2 structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 2Q92630HumansPredicted (SEA)511.392
Click to view 3D structureDual specificity protein kinase CLK1P22518Mus musculusPredicted (SEA)59.9439
Click to view 3D structureDual specificity protein kinase CLK3O35492Mus musculusPredicted (SEA)17.3604
Serine/threonine-protein kinase pim-1 structureClick to view 3D structureSerine/threonine-protein kinase pim-1P11309HumansPredicted (SEA)2425.16
Click to view 3D structureEndothelin-1 receptorP26684Rattus norvegicusPredicted (SEA)110.935
Dual specificity tyrosine-phosphorylation-regulated kinase 1A structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 1AQ13627HumansPredicted (SEA)2559.68
Click to view 3D structureDual specificity protein kinase CLK4O35493Mus musculusPredicted (SEA)49.4343
Click to view 3D structureDual specificity protein kinase CLK2O35491Mus musculusPredicted (SEA)45.1525
Isocitrate lyase structureClick to view 3D structureIsocitrate lyaseP9WKK7Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)Predicted (SEA)7.78492
Click to view 3D structureProteasome subunit betaO96673Trypanosoma cruziPredicted (SEA)24.9896
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)1938.6
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)1846.66
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP41143HumansPredicted (SEA)1436.4
Dual specificity tyrosine-phosphorylation-regulated kinase 1B structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 1BQ9Y463HumansPredicted (SEA)1773.95
Dual specificity tyrosine-phosphorylation-regulated kinase 3 structureClick to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 3O43781HumansPredicted (SEA)1926.61
Dual specificity protein kinase CLK2 structureClick to view 3D structureDual specificity protein kinase CLK2P49760HumansPredicted (SEA)2874.74
Glycogen synthase kinase-3 alpha structureClick to view 3D structureGlycogen synthase kinase-3 alphaP49840HumansPredicted (SEA)3117.24
Cyclin-dependent kinase 5 structureClick to view 3D structureCyclin-dependent kinase 5Q00535HumansPredicted (SEA)3044.99
Click to view 3D structureProtein kinase C zeta typeQ05513HumansPredicted (SEA)2355.33
RAC-alpha serine/threonine-protein kinase structureClick to view 3D structureRAC-alpha serine/threonine-protein kinaseP31749HumansPredicted (SEA)3103.23
Aurora kinase B structureClick to view 3D structureAurora kinase BQ96GD4HumansPredicted (SEA)3491.3
Click to view 3D structureAmine oxidase [flavin-containing] BP19643Rattus norvegicusPredicted (SEA)367.526
Mitogen-activated protein kinase 9 structureClick to view 3D structureMitogen-activated protein kinase 9P45984HumansPredicted (SEA)3240.47
Aurora kinase A structureClick to view 3D structureAurora kinase AO14965HumansPredicted (SEA)3658.14
Click to view 3D structureDual specificity tyrosine-phosphorylation-regulated kinase 1AQ63470Rattus norvegicusPredicted (SEA)238.374
Concentrations
Not Available
External Links
DrugBank IDDB00827
HMDB IDHMDB0014965
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCinoxacin
Chemspider ID2660
ChEBI ID3716
PubChem Compound ID2762
Kegg Compound IDC08052
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12204384
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16295658
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=29438107
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3005575
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=3147004
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=6226270