3-Hydroxyflavone (CED0008340)

Record Information
Version1.0
Creation Date2016-05-25 23:09:23 UTC
Update Date2026-04-04 19:34:09 UTC
Accession NumberCHEM026661
Identification
Common Name3-Hydroxyflavone
ClassSmall Molecule
Description
3-Hydroxyflavone is an organic compound with the formula C15H10O3 and an average molecular weight of 238.24 g/mol. 3-Hydroxyflavone belongs to the flavones, a subclass of flavonoids within the organic compounds. It is categorized under the superclass of phenylpropanoids and polyketides. Biologically, this compound serves as an antioxidant (PMC11393805, PMC12386615, PMC12898388, PMC4222091, PMC4252864, PMC8391949, PMC9501439, PMC9609092). The compound is found in or released from 21 recorded sources. These include food, food processing and cookware, such as the preparation of malt and vinegar, molasses and the treatment of molasses, food preservation, and fermentation processes for beer, among four others. It is also associated with household cleaning and consumer products, including soap detergents, bleaching agents, perfumes within detergents and soaps, tobacco product cases, and cigar cigarettes, plus one additional source. In the realm of electrical and electronic equipment, it is found in antennas, electrodes, still video cameras, and conductors or conductive bodies characterised by the conductive materials, as well as electrically stimulated smoking devices. Additionally, it is recorded in building and construction materials, specifically stairs and ramps. Regarding health effects, 3-Hydroxyflavone is associated with obesity (PMC9609092) and is linked to a decrease in cancer (PMC11393805). It has demonstrated therapeutic effects on leukemia, breast cancer, cancer (PMC11732501), and atherosclerosis (PMC11732501).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
3-Hydroxy-2-phenyl-4H-1-benzopyran-4-oneChEBI
3-Hydroxy-2-phenylchromoneChEBI
Flavon-3-olChEBI
FlavonolMeSH
3-HydroxyflavoneChEBI
3,4-FlavandioneHMDB
3-Hydroxy-2-phenyl-4H-1-benzopyran-4-one, 9ciHMDB
FlavonolsHMDB
Chemical FormulaC15H10O3
Average Molecular Mass238.238 g/mol
Monoisotopic Mass238.063 g/mol
CAS Registry Number577-85-5
IUPAC Name3-hydroxy-2-phenyl-4H-chromen-4-one
Traditional Nameflavonol
SMILESOC1=C(OC2=CC=CC=C2C1=O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H10O3/c16-13-11-8-4-5-9-12(11)18-15(14(13)17)10-6-2-1-3-7-10/h1-9,17H
InChI KeyHVQAJTFOCKOKIN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavonols
Alternative Parents
Substituents
  • 3-hydroxyflavone
  • 3-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen 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 Roles
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 Solubility0.14 g/LALOGPS
logP2.55ALOGPS
logP2.72ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)9.29ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.94 m³·mol⁻¹ChemAxon
Polarizability24.61 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0002-2790000000-fb06fe76861dbbc79bc2Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0002-2790000000-fb06fe76861dbbc79bc2Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0002-1790000000-d7254b6d6e38adb8254bNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0j4r-3970000000-cca8540eae3e3bb79590Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-5971000000-da7b50539b258f519b6fNot 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 Spectrumsplash10-000i-0090000000-cfa015b97699d9b8d3a9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-cfa015b97699d9b8d3a9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-cfa015b97699d9b8d3a9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-cfa015b97699d9b8d3a9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-cfa015b97699d9b8d3a9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-372c492e8d989ae65894Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0019-0490000000-028720cf2dae809285c2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0910000000-637b7b8e665ded7f7238Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1901100000-9b4d6d398cf5a7740959Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0592-5920000000-6aa6df51d1733c78a081Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a59-0590000000-dd68f07dfbc80c00f463Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-d5b22acf6b4068da7ea1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0590000000-edd89304f88fa2da7ef1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0590000000-ceb8680f2e250e4cef3fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0590000000-c1438a6f5815544f559dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0690000000-2be2fbb0850a2c12e489Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0690000000-6726371696c5a0f9dcfcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-372c492e8d989ae65894Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0019-0490000000-028720cf2dae809285c2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0910000000-637b7b8e665ded7f7238Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dl-0920000000-ad9a8790580462d9343eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0091000000-f2e1b5ba585a655dc0feNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0059-0970000000-a9e7028403a9b8cb7ed2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-7fbb5f68a617837c7c24Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-0930000000-bd5824259576cb067d84Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-1920000000-c361453b54f1aad7d81eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0089-1930000000-f859da831ab3a2f13b0aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00ri-0930000000-bcca8d136287153da5b0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0790000000-da65563549c9dfb4d385Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0910000000-637b7b8e665ded7f7238Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-71199a15e282a4937ec3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-6dd35b08414ff4cbb004Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0590000000-7ad71f925add81c46448Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0019-0490000000-028720cf2dae809285c2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-016s-4900000000-68afa70301f15ee194d0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-66b489d6e00e1a29e693Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-9e648c77c4b7c9c51cb1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9200000000-0632eaa4b4f5da62c0beNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-655016884b53d70905e6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0390000000-c49ef22803b64fa2d522Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kf-8910000000-c63a8ce64fbe1aba6066Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-c981763f8013825dd11cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0590000000-d81a442ad041119e72a8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-4910000000-c08f9470fb4aba9c5beaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-e94a22792ac30a201a69Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-0a0a0b3b1f0430512f13Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dr-2930000000-105ec7edbe92e2d5060dNot 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
2572.0Log mg/kg[1400:4600]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
cancerassociated_withdecreasePMC11393805
cancerhas_therapeutic_effect_onNot AvailablePMC11732501
leukemiahas_therapeutic_effect_onNot AvailablePMC11732501
obesityassociated_withNot AvailablePMC9609092
atherosclerosishas_therapeutic_effect_onNot AvailablePMC11732501
breasthas_therapeutic_effect_onNot AvailablePMC11732501
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
500Stairs And RampsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
534Still Video CamerasElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
546Molasses And Treatment Of MolassesFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot 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
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
656Snap FastenersTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
658Touch FastenersTextiles, leather & furnishingsNot Available
661UmbrellasTextiles, 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
Cytochrome P450 1B1 structureClick to view 3D structureCytochrome P450 1B1Q16678HumansPredicted (SEA)2.72472
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)4.20386
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)2.25763
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)3.34752
ATP-dependent translocase ABCB1 structureClick to view 3D structureATP-dependent translocase ABCB1P08183HumansPredicted (SEA)2.95827
Pyruvate kinase PKM structureClick to view 3D structurePyruvate kinase PKMP14618HumansPredicted (SEA)0.233548
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)7.47353
Poly [ADP-ribose] polymerase tankyrase-1 structureClick to view 3D structurePoly [ADP-ribose] polymerase tankyrase-1O95271HumansPredicted (SEA)3.50322
Click to view 3D structureAdenosine receptor A1P25099Rattus norvegicusPredicted (SEA)27.9479
Click to view 3D structureNAD(P)H dehydrogenase [quinone] 1P05982Rattus norvegicusPredicted (SEA)0.389246
Click to view 3D structureGag-Pol polyproteinQ7ZJM1Human immunodeficiency virus 1Predicted (SEA)7.70707
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21397HumansPredicted (SEA)13.935
Xanthine dehydrogenase/oxidase structureClick to view 3D structureXanthine dehydrogenase/oxidaseP47989HumansPredicted (SEA)2.64687
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)40.1702
Click to view 3D structureAdenosine receptor A2aP30543Rattus norvegicusPredicted (SEA)43.8291
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)48.7336
Cytochrome P450 1A1 structureClick to view 3D structureCytochrome P450 1A1P04798HumansPredicted (SEA)8.01847
Receptor-type tyrosine-protein kinase FLT3 structureClick to view 3D structureReceptor-type tyrosine-protein kinase FLT3P36888HumansPredicted (SEA)186.838
Broad substrate specificity ATP-binding cassette transporter ABCG2 structureClick to view 3D structureBroad substrate specificity ATP-binding cassette transporter ABCG2Q9UNQ0HumansPredicted (SEA)21.9535
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)24.1333
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)17.5939
Protein deacetylase HDAC6 structureClick to view 3D structureProtein deacetylase HDAC6Q9UBN7HumansPredicted (SEA)63.7585
Click to view 3D structureATP-dependent translocase ABCB1P21447Mus musculusPredicted (SEA)1.08989
Multidrug resistance-associated protein 1 structureClick to view 3D structureMultidrug resistance-associated protein 1P33527HumansPredicted (SEA)4.28171
Short transient receptor potential channel 5 structureClick to view 3D structureShort transient receptor potential channel 5Q9UL62HumansPredicted (SEA)1.86838
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0031816
FooDB IDFDB008491
Phenol Explorer IDNot Available
KNApSAcK IDC00052681
BiGG IDNot Available
BioCyc IDCPD-3261
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link3-hydroxyflavone
Chemspider ID10871
ChEBI ID5078
PubChem Compound ID11349
Kegg Compound IDC01495
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.