Isoflavones (CED0001590)

Record Information
Version1.0
Creation Date2016-05-25 22:40:07 UTC
Update Date2026-08-19 08:47:12 UTC
Accession NumberCHEM025897
Identification
Common NameIsoflavones
ClassSmall Molecule
Description
Isoflavones belongs to the isoflav-2-enes, a subclass of isoflavonoids within the organic compounds. This compound has the formula C15H10O2 and an average molecular weight of 222.24 g/mol. Biologically, it serves as a nutrient (PMC4713194), an antioxidant (PMC13249380), and a protective agent (PMC11435217). It acts as an agonist for two protein targets: Peroxisome proliferator-activated receptor gamma (PPARG) and Peroxisome proliferator-activated receptor alpha (PPARA). Isoflavones are found in 17 recorded sources, including ceilings in building and construction; antennas, magnets, radio transmission systems, and thin magnetic films in electrical and electronic equipment; cigar cigarettes, tobacco product cases, pipe accessories, and other smoking requisites in household cleaning and consumer products; and food processing and cookware, specifically the preparation of malt, vinegar, wine or sparkling wine, molasses and its treatment, and fermentation processes for beer. Regarding health effects, isoflavones are associated with male infertility (PMC10390305), prostate cancer (PMC4153070), a decrease in cancer (PMC5666732), and a decrease in endometrial cancer (PMC11303474, PMC4801991). The compound is used as a treatment for diabetes mellitus (PMC10646315) and hypertension (PMC13462034). Furthermore, it has demonstrated therapeutic effects on blood pressure (PMC11605795), cancer (PMC4713194, PMC7126989), prostate cancer (PMC12858508), neurological dysfunction (PMC13249380), and breast cancer (PMC11605795, PMC11755457, PMC11857983).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
3-Phenyl-4H-1-benzopyran-4-oneChEBI
3-PhenylchromoneChEBI
IsoflavonChEBI
Chemical FormulaC15H10O2
Average Molecular Mass222.243 g/mol
Monoisotopic Mass222.068 g/mol
CAS Registry Number574-12-9
IUPAC Name3-phenyl-4H-chromen-4-one
Traditional Nameisoflavone
SMILESO=C1C(=COC2=CC=CC=C12)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H10O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-10H
InChI KeyGOMNOOKGLZYEJT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflav-2-enes
Direct ParentIsoflavones
Alternative Parents
Substituents
  • Isoflavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Pyranone
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • 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 Solubility0.0084 g/LALOGPS
logP3.51ALOGPS
logP3.34ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-5.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity65.74 m³·mol⁻¹ChemAxon
Polarizability23.64 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-00di-4390000000-b4cbfa0f201f2f6fa3dbNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0fkc-1930000000-ad1b3c073891e277eeeaNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-d2813a23a3a7cae9117eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-221e22d062e39de9d66eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fk9-4920000000-2276b8f75ec8c4ebc34fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-473d362410b84031ad4fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-2ab2dbdf74b299bf80c7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0v4i-1920000000-d80cb2276224094ce372Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-4526ea1529fb7968e1f9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-4526ea1529fb7968e1f9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fi1-5920000000-568aaba65774a70c8906Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-67222288c14ba81150ceNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-67222288c14ba81150ceNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01b9-0940000000-0eae70b1b1deee2e0e01Not 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
2083.0Log mg/kg[1200:3700]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
hypertensionis_treatment_forNot AvailablePMC13462034
blood pressurehas_therapeutic_effect_onNot AvailablePMC11605795
cancerassociated_withdecreasePMC5666732
cancerhas_therapeutic_effect_onNot AvailablePMC4713194 , PMC7126989
breast cancerhas_therapeutic_effect_onNot AvailablePMC11605795 , PMC11755457 , PMC11857983 , PMC11857983
diabetes mellitusis_treatment_forNot AvailablePMC10646315
endometrial cancerassociated_withdecreasePMC11303474 , PMC4801991
Prostate cancerassociated_withNot AvailablePMC4153070
Prostate cancerhas_therapeutic_effect_onNot AvailablePMC12858508
male infertilityassociated_withNot AvailablePMC10390305
neurological dysfunctionhas_therapeutic_effect_onNot AvailablePMC13249380
Exposure Sources
Source IDSourceSectorReference
233BrushesPersonal care & cosmeticsNot Available
495CeilingsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, 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
552Processing MeatsFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
567Tobacco Product CasesHousehold cleaning & consumer productsNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
602MolluscicidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
634BucklesTextiles, leather & furnishingsNot Available
640Embroidering And TuftingTextiles, leather & furnishingsNot Available
647Multicolour DyeingTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
651Purses Money Bags WalletsTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
658Touch FastenersTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Protein deacetylase HDAC6 structureClick to view 3D structureProtein deacetylase HDAC6Q9UBN7HumansPredicted (SEA)33.0859
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)48.1108
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)35.3435
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)43.362
Aldehyde dehydrogenase, mitochondrial structureClick to view 3D structureAldehyde dehydrogenase, mitochondrialP05091HumansPredicted (SEA)1.32344
Cytochrome P450 1B1 structureClick to view 3D structureCytochrome P450 1B1Q16678HumansPredicted (SEA)17.2047
Poly [ADP-ribose] polymerase tankyrase-1 structureClick to view 3D structurePoly [ADP-ribose] polymerase tankyrase-1O95271HumansPredicted (SEA)15.1027
Click to view 3D structureAdenosine receptor A1P25099Rattus norvegicusPredicted (SEA)67.9624
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)78.6277
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21397HumansPredicted (SEA)47.1766
Amine oxidase [flavin-containing] B structureClick to view 3D structureAmine oxidase [flavin-containing] BP27338HumansPredicted (SEA)116.618
Broad substrate specificity ATP-binding cassette transporter ABCG2 structureClick to view 3D structureBroad substrate specificity ATP-binding cassette transporter ABCG2Q9UNQ0HumansPredicted (SEA)73.334
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)84.4664
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)60.8002
Aromatase structureClick to view 3D structureAromataseP11511HumansPredicted (SEA)42.0386
Sentrin-specific protease 7 structureClick to view 3D structureSentrin-specific protease 7Q9BQF6HumansPredicted (SEA)48.5001
Click to view 3D structureAdenosine receptor A2aP30543Rattus norvegicusPredicted (SEA)98.2457
Pyruvate kinase PKM structureClick to view 3D structurePyruvate kinase PKMP14618HumansPredicted (SEA)10.1982
Click to view 3D structureSulfotransferase 1A1P17988Rattus norvegicusPredicted (SEA)2.80257
Xanthine dehydrogenase/oxidase structureClick to view 3D structureXanthine dehydrogenase/oxidaseP47989HumansPredicted (SEA)12.7673
Interleukin-2 structureClick to view 3D structureInterleukin-2P60568HumansPredicted (SEA)2.02408
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)414.236
DNA-dependent protein kinase catalytic subunit structureClick to view 3D structureDNA-dependent protein kinase catalytic subunitP78527HumansPredicted (SEA)95.1318
Click to view 3D structureGag-Pol polyproteinQ7ZJM1Human immunodeficiency virus 1Predicted (SEA)36.667
Dual specificity protein kinase CLK4 structureClick to view 3D structureDual specificity protein kinase CLK4Q9HAZ1HumansPredicted (SEA)566.664
Concentrations
Not Available
External Links
DrugBank IDDB12007
HMDB IDNot Available
FooDB IDFDB005582
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIsoflavone
Chemspider IDNot Available
ChEBI ID18220
PubChem Compound ID72304
Kegg Compound IDC00799
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References