8-Quinolinol (CED0008070)

Record Information
Version1.0
Creation Date2016-05-19 03:19:41 UTC
Update Date2026-05-14 19:07:20 UTC
Accession NumberCHEM010278
Identification
Common Name8-Quinolinol
ClassSmall Molecule
Description
8-Quinolinol is an organoheterocyclic compound with the formula C9H7NO and an average molecular weight of 145.16 g/mol. 8-Quinolinol belongs to the 8-hydroxyquinolines, a subclass of quinolines and derivatives within the organic compounds. In industrial applications, the compound serves as a stabilizing agent. It is also recorded as an inhibitor of the protein target Methionine aminopeptidase 2 (METAP2). The compound is found in or released from 49 recorded sources across multiple sectors. In healthcare, pharmaceuticals, and veterinary products, it is used in antibiotics, gynecologicals, throat preparations, antiseptics and disinfectants, and stomatological preparations. Within the food, food processing, and cookware sector, it is associated with food preservation, food contact materials, the preparation of malt, the preparation of vinegar, and fermentation processes for beer. In the household cleaning and consumer products sector, it is found in bleaching agents, perfumes within detergents and soaps, match receptacles or boxes, cigar cigarettes, and non-electric simulated smoking devices. Additional sources include drinking water and water supply, as well as building and construction materials such as stairs, ramps, and fencing. In the electrical and electronic equipment sector, it is found in amplifiers, antennas, coils, discharge lamps, and conductors or conductive bodies characterized by the conductive materials. Recorded exposure routes for 8-Quinolinol include oral, inhalation, topical, vaginal, touch, and dental.
Contaminant Type
  • Human Neurotoxin
  • Pesticide
Chemical Structure
Synonyms
ValueSource
1-Azanaphthalene-8-olChEBI
8-ChinolinolChEBI
8-Hydroxy-chinolinChEBI
8-HydroxyquinolineChEBI
8-OQChEBI
8-QuinolChEBI
8-QuinolinolChEBI
8 QuinolinolMeSH
8 Hydroxyquinoline sulfateMeSH
OxineMeSH
Oxyquinoline potassium sulfate (2:1)MeSH
BioquinMeSH
Sulfate, oxyquinolineMeSH
KhinozolMeSH
8-OxyquinolineMeSH
SuperolMeSH
ChinosolMeSH
8-Hydroxyquinoline sulfateMeSH
OxyquinolMeSH
8 HydroxyquinolineMeSH
QuinosolMeSH
LeiodermMeSH
Oxyquinoline sulfateMeSH
Sulfate, 8-hydroxyquinolineMeSH
8 OxyquinolineMeSH
OxyquinolineChEBI
Tendem brand OF oxyquinoline sulfateMeSH
Chinosol brand OF oxyquinoline potassium sulfate (2:1)MeSH
Riemser brand OF oxyquinoline sulfateMeSH
Chemical FormulaC9H7NO
Average Molecular Mass145.158 g/mol
Monoisotopic Mass145.053 g/mol
CAS Registry Number148-24-3
IUPAC Namequinolin-8-ol
Traditional Name8 hydroxyquinoline
SMILESOC1=CC=CC2=C1N=CC=C2
InChI IdentifierInChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H
InChI KeyMCJGNVYPOGVAJF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 8-hydroxyquinolines. 8-Hydroxyquinolines are compounds containing a quinoline moiety, which carries a hydroxy group at the 8-position. Quinoline consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub Class8-hydroxyquinolines
Direct Parent8-hydroxyquinolines
Alternative Parents
Substituents
  • 8-hydroxyquinoline
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen 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 Solubility4.18 g/LALOGPS
logP1.91ALOGPS
logP1.83ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)9.36ChemAxon
pKa (Strongest Basic)4.83ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area33.12 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.96 m³·mol⁻¹ChemAxon
Polarizability14.87 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-00kb-4900000000-dbee61b764231929582eNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-00kb-8900000000-9f44d33e560065cf0670Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00kb-1900000000-96b2c0c0581fb370e413Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-0900000000-98366904cdd9ed4a8caaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-bfd99e94a278d100e421Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-1da96ca298de1d1abdccNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ftb-6900000000-e10d76bae4a5d148b57eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-0900000000-4e8fb7810ae0924e5fc0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-0900000000-5985e123e731604a2e0cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-1900000000-0dcb0d6feae8a8fc68fbNot AvailableView Spectrum
MSMS Spectrumsplash10-00kb-6900000000-884423812367e06a25faNot 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
970.0Log mg/kg[550:1700]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
10InsecticidesAgriculture & land managementNot Available
19Indoor airAir, dust & atmospheric transportNot Available
115Drinking waterDrinking water & water supplyNot Available
233BrushesPersonal care & cosmeticsNot Available
241Stomatological preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
312Antiseptics and disinfectantsHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
390Throat preparationsHealthcare, pharmaceuticals & veterinary productsNot Available
490Personal care & cosmeticsNot Available
494Food contact materialsFood, food processing & cookwareNot Available
496FencingBuilding & ConstructionNot Available
500Stairs And RampsBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
508CoilsElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
514Discharge LampsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
523Gas Filled Discharge Tubes With Solid CathodeElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
526LoudspeakersElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
534Still Video CamerasElectrical & Electronic EquipmentNot Available
536Superconductive Or Hyperconductive Conductors Cables Or Transmission LinesElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
558Match Receptables Or BoxesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
564Soap DispensersHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
577Watch ChainsHousehold itemsNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
589Life BuoysMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
620Card GamesRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
631Anthraquinone DyesTextiles, leather & furnishingsNot Available
632ApparelTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
634BucklesTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
641Foam DyeingTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Methionine aminopeptidase 2 structureClick to view 3D structureMethionine aminopeptidase 2P50579HumansPredicted (SEA)0.0778492
Click to view 3D structureBotulinum neurotoxin type AP0DPI0Clostridium botulinumPredicted (SEA)0.155698
Click to view 3D structureNonstructural protein 1Q194T2Influenza A virusPredicted (SEA)0.856341
Click to view 3D structureATP-dependent molecular chaperone HSP82C4YTQ8Candida albicans (strain WO-1) (Yeast)Predicted (SEA)2.88042
C-C chemokine receptor type 8 structureClick to view 3D structureC-C chemokine receptor type 8P51685HumansPredicted (SEA)0.155698
C-C chemokine receptor type 1 structureClick to view 3D structureC-C chemokine receptor type 1P32246HumansPredicted (SEA)1.79053
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)58.854
Metallo-beta-lactamase type 2 structureClick to view 3D structureMetallo-beta-lactamase type 2C7C422Klebsiella pneumoniaePredicted (SEA)0.389246
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)21.6421
Type-1 angiotensin II receptor structureClick to view 3D structureType-1 angiotensin II receptorP30556HumansPredicted (SEA)59.2433
Bacterial leucyl aminopeptidase structureClick to view 3D structureBacterial leucyl aminopeptidaseQ01693Vibrio proteolyticusPredicted (SEA)0.155698
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)205.755
C-C chemokine receptor type 5 structureClick to view 3D structureC-C chemokine receptor type 5P51681HumansPredicted (SEA)11.4438
Cholinesterase structureClick to view 3D structureCholinesteraseP06276HumansPredicted (SEA)52.0811
Ferroportin structureClick to view 3D structureFerroportinQ9NP59HumansPredicted (SEA)1.71268
Click to view 3D structureMitochondrial import inner membrane translocase subunit TIM23P32897Saccharomyces cerevisiae S288cPredicted (SEA)4.51525
Lysine-specific demethylase 4E structureClick to view 3D structureLysine-specific demethylase 4EB2RXH2HumansPredicted (SEA)5.83869
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)63.3693
Indoleamine 2,3-dioxygenase 1 structureClick to view 3D structureIndoleamine 2,3-dioxygenase 1P14902HumansPredicted (SEA)15.7255
Transcription factor p65 structureClick to view 3D structureTranscription factor p65Q04206HumansPredicted (SEA)4.43741
Lysine-specific demethylase 4A structureClick to view 3D structureLysine-specific demethylase 4AO75164HumansPredicted (SEA)6.77288
Bromodomain-containing protein 4 structureClick to view 3D structureBromodomain-containing protein 4O60885HumansPredicted (SEA)75.7473
Histone deacetylase 1 structureClick to view 3D structureHistone deacetylase 1Q13547HumansPredicted (SEA)301.666
Click to view 3D structurePoly [ADP-ribose] polymerase tankyrase-2Q3UES3Mus musculusPredicted (SEA)1.55698
Click to view 3D structurePoly [ADP-ribose] polymerase tankyrase-1Q6PFX9Mus musculusPredicted (SEA)1.55698
Concentrations
Not Available
External Links
DrugBank IDDB11145
HMDB IDHMDB0165772
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc ID8-HYDROXYQUINOLINE
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link8-Hydroxyquinoline
Chemspider IDNot Available
ChEBI ID48981
PubChem Compound ID1923
Kegg Compound IDC19434
YMDB IDNot Available
ECMDB IDECMDB20247
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16914038
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24206710
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24445658
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=26067700
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=8877786
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=8902522