Flavonoids (CED0000669)

Record Information
Version1.0
Creation Date2016-05-25 22:23:14 UTC
Update Date2026-08-19 09:19:51 UTC
Accession NumberCHEM025423
Identification
Common NameFlavonoids
ClassSmall Molecule
Description
Flavonoids belongs to the flavans, a subclass of flavonoids within the organic compounds. This group of phenylpropanoids and polyketides has the chemical formula $\text{C}_{15}\text{H}_{12}\text{O}_2$ and an average molecular weight of 224.25 g/mol. Biologically, these compounds function as antioxidants (PMC4036647) and diuretics (PMC7833388). Flavonoids are found in 14 recorded sources. These include household cleaning and consumer products such as soap detergents and perfumes within detergents and soaps. They are also present in electrical and electronic equipment, specifically electrodes, fixed capacitors and their manufacture, hybrid capacitors, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. Additionally, they are associated with food, food processing, and cookware, including the preparation of wine or sparkling wine, the preparation of vinegar, the preparation of malt, molasses and treatment of molasses, and food preservation. The health effects of flavonoids are varied. They have therapeutic effects on acne (PMC12715063), eczema (PMC12715063), inflammation (PMC12030471, PMC12250604), and cancer (PMC10058801). They are associated with a decrease in dementia (PMC13406943) and prostate cancer (PMC11223595), though they are associated with an increase in lung cancer (PMC5000748) and generally associated with cancer (PMC3365481).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
2,3-Dihydro-2-phenyl-4H-1-benzopyran-4-oneChEBI
2,3-DihydroflavoneChEBI
(+-)-FlavanoneMeSH
Flavanone, (+-)-isomerMeSH
Flavanone, 2-(14)C-labeledMeSH
Flavanone, (S)-isomerMeSH
Flavanone, (R)-isomerMeSH
Chemical FormulaC15H12O2
Average Molecular Mass224.255 g/mol
Monoisotopic Mass224.084 g/mol
CAS Registry Number487-26-3
IUPAC Name2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Nameflavanone, (+-)-
SMILESO=C1CC(OC2=CC=CC=C12)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H12O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,15H,10H2
InChI KeyZONYXWQDUYMKFB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct ParentFlavanones
Alternative Parents
Substituents
  • Flavanone
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • 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 Solubility0.011 g/LALOGPS
logP3.1ALOGPS
logP3.1ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.39ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity65.35 m³·mol⁻¹ChemAxon
Polarizability24.34 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 Spectrumsplash10-0fmi-5940000000-e17d0ef12d38bd010c23Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0umi-6930000000-33c3da1c24f69b774c3dNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-05fr-4950000000-fc2384622ff2e0f0d4c6Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-cc3a57836c4644cec55cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0590000000-5374aa4b10da81fcc697Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1900000000-6b55e3e343175cc320a3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0690000000-4140222c7716c094b9f8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0090000000-8c344400d70bfc560a34Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fb9-4900000000-99438751586f9c0ec2a2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0890000000-fb05fc3d6d9200657482Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ufr-1910000000-297a8140fde122ba6bc2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0090000000-aa0cdfc18152b6720769Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0790000000-fc45d4f80fbd5cce1e39Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fmi-1900000000-f76ccb3732d7f2ec8fe5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-0790000000-98c65ffca12e3cac8b9cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1900000000-64d8c7742e1838577cf1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0190000000-5cfae2dd012bdee6938dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ufr-6900000000-414a4968853de9439626Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0290000000-b99cef665848d44c68e2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05dl-4970000000-ca122e6f4c5d0f52b3b3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6x-9600000000-b28dd45445dcd697af0eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-e35c1e3492523e9f8a56Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-1290000000-dd9fde965f9a5ee13c95Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fbc-9810000000-bf59a222a0768e6040d0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0090000000-1144fd795f3b4afd2ee3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00fs-0940000000-138ff6a2fdcc7da0ee85Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0900000000-7fc663b595a7f1709dfeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-cc3ac0748143a00daf87Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00xr-0790000000-e286b8c39515f77f76abNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0900000000-a467b530b771fadf7865Not 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
1390.0Log mg/kg[780:2500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
lung cancerassociated_withincreasePMC5000748
inflammationhas_therapeutic_effect_onNot AvailablePMC12030471 , PMC12250604
cancerassociated_withNot AvailablePMC3365481
cancerhas_therapeutic_effect_onNot AvailablePMC10058801
dementiaassociated_withdecreasePMC13406943
Prostate cancerassociated_withdecreasePMC11223595
Acnehas_therapeutic_effect_onNot AvailablePMC12715063
eczemahas_therapeutic_effect_onNot AvailablePMC12715063
rosaceahas_therapeutic_effect_onNot AvailablePMC12715063
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot 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
553Treatment Of HopsFood, food processing & cookwareNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot 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
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
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
638Decorating TextilesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Aromatase structureClick to view 3D structureAromataseP11511HumansPredicted (SEA)2.49118
Cytochrome P450 1B1 structureClick to view 3D structureCytochrome P450 1B1Q16678HumansPredicted (SEA)19.4623
Amine oxidase [flavin-containing] B structureClick to view 3D structureAmine oxidase [flavin-containing] BP27338HumansPredicted (SEA)92.952
Click to view 3D structureVitamin K epoxide reductase complex subunit 1Q6B4J2Bos taurusPredicted (SEA)0.467095
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)358.262
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)249.04
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)170.334
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)115.217
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)211.516
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)81.1189
Cytochrome P450 1A1 structureClick to view 3D structureCytochrome P450 1A1P04798HumansPredicted (SEA)54.1831
Click to view 3D structureAcetylcholinesteraseP37136Rattus norvegicusPredicted (SEA)112.959
Receptor-type tyrosine-protein kinase FLT3 structureClick to view 3D structureReceptor-type tyrosine-protein kinase FLT3P36888HumansPredicted (SEA)1228.69
Click to view 3D structureAcetylcholinesteraseO42275Electrophorus electricusPredicted (SEA)233.859
Estrogen receptor beta structureClick to view 3D structureEstrogen receptor betaQ92731HumansPredicted (SEA)115.139
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)529.997
Androgen receptor structureClick to view 3D structureAndrogen receptorP10275HumansPredicted (SEA)83.5322
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21397HumansPredicted (SEA)225.607
Click to view 3D structureAdenosine receptor A1P25099Rattus norvegicusPredicted (SEA)165.585
Click to view 3D structureD(1A) dopamine receptorP18901Rattus norvegicusPredicted (SEA)240.243
11-beta-hydroxysteroid dehydrogenase 1 structureClick to view 3D structure11-beta-hydroxysteroid dehydrogenase 1P28845HumansPredicted (SEA)29.1156
Adenosine receptor A3 structureClick to view 3D structureAdenosine receptor A3P0DMS8HumansPredicted (SEA)367.682
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)409.876
Metabotropic glutamate receptor 5 structureClick to view 3D structureMetabotropic glutamate receptor 5P41594HumansPredicted (SEA)65.6269
Click to view 3D structurePotassium channel subfamily K member 2Q920B6Rattus norvegicusPredicted (SEA)3.03612
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDFDB003938
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDFLAVANONES
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFlavonoid
Chemspider IDNot Available
ChEBI ID5070
PubChem Compound ID10251
Kegg Compound IDC00766
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References