Fisetin (CED0003155)

Record Information
Version1.0
Creation Date2016-05-25 20:54:34 UTC
Update Date2026-05-14 18:47:00 UTC
Accession NumberCHEM023218
Identification
Common NameFisetin
ClassSmall Molecule
Description
Fisetin is an organic compound with the formula C15H10O6 and an average molecular weight of 286.24 g/mol. Fisetin belongs to the flavones, a subclass of flavonoids within the organic compounds. This compound is categorized under the superclass of phenylpropanoids and polyketides. Biologically, fisetin acts as an antioxidant (PMC11478989, PMC11991570) and has a therapeutic effect on stroke (PMC3004475). It is recorded as an inhibitor of three protein targets: Fatty acid synthase (FASN), Cyclin-dependent kinase 6 (CDK6), and Cyclin homolog (72). In industrial applications, it is utilized as a dye, as well as a softener and conditioner (PMC11478989, PMC11991570). Fisetin is found in or released from 20 recorded sources across several sectors. These include electrical and electronic equipment such as batteries, printed circuit boards, capacitors, wires and cables, and cell phones. It is found in healthcare, pharmaceuticals, and veterinary products via medical devices, and in the energy, oil, and gas sector within lubricants. Other sources include synthetic textiles, carpets and rugs, and food, food processing, and cookware, specifically in the preparation of wine or sparkling wine, the preparation of vinegar, and food packaging. Additionally, it is associated with household cleaning and consumer products, including tobacco product cases, pipe accessories, other smoking requisites, and non electric simulated smoking devices. Recorded exposure routes for the compound include touch, oral, and inhalation.
Contaminant Type
  • PFAS
  • Phytotoxin
Chemical Structure
Synonyms
ValueSource
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-1-benzopyran-4-oneChEBI
3,3',4',7-TetrahydroxyflavoneChEBI
3,7,3',4'-TETRAHYDROXYFLAVONEChEBI
5-DesoxyquercetinChEBI
7,3',4'-TrihydroxyflavonolChEBI
3,3',4',7-Tetrahydroxy-flavoneMeSH
5-Desoxy-quercetinMeSH
FisetinidinMeSH
2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-4H-benzopyran-4-onePhytoBank
3,3’,4’,7-TetrahydroxyflavonePhytoBank
FiestinPhytoBank
FietinPhytoBank
FisetholzPhytoBank
FisitinPhytoBank
SuperfustelPhytoBank
Superfustel KPhytoBank
Chemical FormulaC15H10O6
Average Molecular Mass286.236 g/mol
Monoisotopic Mass286.048 g/mol
CAS Registry Number528-48-3
IUPAC Name2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one
Traditional Nameviset
SMILESOC1=CC2=C(C=C1)C(=O)C(O)=C(O2)C1=CC=C(O)C(O)=C1
InChI IdentifierInChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
InChI KeyXHEFDIBZLJXQHF-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
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Pyranone
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • 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 Solubility0.15 g/LALOGPS
logP2.03ALOGPS
logP1.81ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)6.32ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity74.88 m³·mol⁻¹ChemAxon
Polarizability27.64 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 Spectrumsplash10-0ab9-1690000000-d5039a5fb028f0a7256eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4r-0290000000-5c8ad469168402341b9fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0090000000-f3c523b1f1bc8f01642bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0090000000-f3c523b1f1bc8f01642bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4r-0290000000-5c8ad469168402341b9fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0090000000-f3c523b1f1bc8f01642bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0890000000-a1442e3e62aebd868eccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-c1553f0c611f67bf4f9dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0590000000-d5ae2c650c208f2280a1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0f79-0940000000-01a46744a5b3400edf4eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0079-0920000000-e90e3306aeee5a3a860cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00du-2910000000-290829e57b6f173be8a6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0390000000-5b81a7908f16f0a7ea48Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-d6424bbb654f1f6f9a3dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dr-0930000000-e2686cac73cb1e9d586cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03dr-0930000000-fc2111437a5a1f4d2f76Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4r-0290000000-5c8ad469168402341b9fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0890000000-a1442e3e62aebd868eccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-60a3ecd3089a9c06f89bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-1ecacca5cc3e871c68dcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0190000000-9735c20afc466c288b66Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0960000000-ca43a054785d31625955Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0920000000-76dea0f1763f3705a124Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0090000000-fa8ea3d7ca32952650d3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4s-0900000000-752f52a6aa237a03bea0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01py-0390000000-5cddff1a8299cea287f7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01pp-0390000000-df0f65b084511f53d17bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000i-0290000000-e9c0c8202292d2ce3c4fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-02a6-0190000000-df473b9cd1426503d464Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01q3-0290000000-68ff0941f6467f97da82Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-6d3e3fae302b13749b3cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0190000000-fa6ae23672d8fb2c4efbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05tr-9850000000-14051005517b6d072cd0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0090000000-102aac56e2bc55e0dcfcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0190000000-69c5e8b68799012b7919Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014l-4940000000-9709db31d8ea67c1140bNot 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
2002.0Log mg/kg[1100:3600]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
strokehas_therapeutic_effect_onNot AvailablePMC3004475
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
120Wires and cablesElectrical & Electronic EquipmentNot Available
121Printed circuit boardsElectrical & Electronic EquipmentNot Available
125BatteriesElectrical & Electronic EquipmentNot Available
130SemiconductorsElectrical & Electronic EquipmentNot Available
138LubricantsEnergy, oil & gasNot Available
147Food packagingFood, food processing & cookwareNot Available
174LubricantsIndustrial manufacturing & chemical processingNot Available
234Medical devicesHealthcare, pharmaceuticals & veterinary productsNot Available
451Carpets and RugsTextiles, leather & furnishingsNot Available
454Synthetic textilesTextiles, leather & furnishingsNot Available
490Personal care & cosmeticsNot Available
492Cell phonesElectrical & Electronic EquipmentNot Available
493CapacitorsElectrical & Electronic EquipmentNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
597ChemosterilantsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureGag-Pol polyproteinQ7ZJM1Human immunodeficiency virus 1Predicted (SEA)0.233548
Click to view 3D structureD-alanine--D-alanine ligaseQ1CTD3Helicobacter pylori (strain HPAG1)Predicted (SEA)0.233548
Click to view 3D structureAldo-keto reductase family 1 member C21Q91WR5Mus musculusPredicted (SEA)0.233548
Click to view 3D structure3-oxoacyl-acyl-carrier protein reductaseQ965D6Plasmodium falciparumPredicted (SEA)0.233548
Xanthine dehydrogenase/oxidase structureClick to view 3D structureXanthine dehydrogenase/oxidaseP47989HumansPredicted (SEA)0.155698
Protein deacetylase HDAC6 structureClick to view 3D structureProtein deacetylase HDAC6Q9UBN7HumansPredicted (SEA)1.79053
Click to view 3D structureEnoyl-acyl-carrier protein reductaseQ965D5Plasmodium falciparumPredicted (SEA)0.233548
Alpha-ketoglutarate-dependent dioxygenase FTO structureClick to view 3D structureAlpha-ketoglutarate-dependent dioxygenase FTOQ9C0B1HumansPredicted (SEA)0.155698
Click to view 3D structureFatty acid synthaseQ965D7Plasmodium falciparumPredicted (SEA)0.233548
Click to view 3D structureArginaseO96394Leishmania amazonensisPredicted (SEA)0.155698
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)9.6533
Multidrug resistance-associated protein 1 structureClick to view 3D structureMultidrug resistance-associated protein 1P33527HumansPredicted (SEA)0.389246
Click to view 3D structureSolute carrier organic anion transporter family member 2B1O94956HumansPredicted (SEA)0.233548
Pyruvate kinase PKM structureClick to view 3D structurePyruvate kinase PKMP14618HumansPredicted (SEA)0.155698
Click to view 3D structureInositol hexakisphosphate kinase 2Q9UHH9HumansPredicted (SEA)0.622794
Amyloid-beta precursor protein structureClick to view 3D structureAmyloid-beta precursor proteinP05067HumansPredicted (SEA)2.49118
Casein kinase II subunit alpha structureClick to view 3D structureCasein kinase II subunit alphaP68400HumansPredicted (SEA)10.2761
Aldo-keto reductase family 1 member B1 structureClick to view 3D structureAldo-keto reductase family 1 member B1P15121HumansPredicted (SEA)1.63483
Click to view 3D structurePolyunsaturated fatty acid lipoxygenase ALOX15P16050HumansPredicted (SEA)0.155698
Cytochrome P450 1B1 structureClick to view 3D structureCytochrome P450 1B1Q16678HumansPredicted (SEA)4.04816
Polyunsaturated fatty acid 5-lipoxygenase structureClick to view 3D structurePolyunsaturated fatty acid 5-lipoxygenaseP09917HumansPredicted (SEA)2.72472
Click to view 3D structureXanthine dehydrogenase/oxidaseP80457Bos taurusPredicted (SEA)0.856341
Cytochrome P450 1A1 structureClick to view 3D structureCytochrome P450 1A1P04798HumansPredicted (SEA)3.11397
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)8.95266
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)5.91654
Concentrations
Not Available
External Links
DrugBank IDDB07795
HMDB IDHMDB0147719
FooDB IDFDB000624
Phenol Explorer IDNot Available
KNApSAcK IDC00004579
BiGG IDNot Available
BioCyc IDCPD-13503
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFisetin
Chemspider IDNot Available
ChEBI ID42567
PubChem Compound ID5281614
Kegg Compound IDC10041
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15781213
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22842629
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23054013
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23121441
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23277230