1.02010-04-08 22:04:26 UTC2019-11-26 02:54:31 UTCFDB000082ButeinButein, also known as 2',3,4,4'-tetrahydroxychalcone, is a member of the class of compounds known as 2'-hydroxychalcones. 2'-hydroxychalcones are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, butein is considered to be a flavonoid lipid molecule. Butein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Butein is a bitter tasting compound found in broad bean, which makes butein a potential biomarker for the consumption of this food product. Butein is a chalcone of the chalconoids. It can be found in Toxicodendron vernicifluum (or formerly Rhus verniciflua), Dahlia, Butea (Butea monosperma) and Coreopsis It has antioxidative, aldose reductase and advanced glycation endproducts inhibitory effects. It is also a sirtuin-activating compound, a chemical compound having an effect on sirtuins, a group of enzymes that use NAD+ to remove acetyl groups from proteins. It turned out that buteins possess a high ability to inhibit aromatase process in the human body, for this reason, the use of these compounds in the treatment of breast cancer on the estrogen ground has been taken into account. The first attempts of sport pro-hormone supplementation with the use of buteins took place in Poland .2',3,4,4'-Tetrahydrochalcone2',3,4,4'-Tetrahydroxychalcone2',4',3,4-Tetrahydroxychalcone3-(3,4-Dihydroxy-phenyl)-1-(2,4-dihydroxy-phenyl)-propenone3,4,2',4'-TetrahydroxychalconeAcrylophenone, 2',4'-dihydroxy-3-(3,4-dihydroxyphenyl)-Chalcone, 2',3,4,4'-tetrahydroxy- (7CI,8CI)C15H12O5272.2528272.068473494(2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-onebutein487-52-5[H]\C(=C(\[H])C1=CC(O)=C(O)C=C1)C(=O)C1=C(O)C=C(O)C=C1InChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+AYMYWHCQALZEGT-ORCRQEGFSA-N belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.2'-HydroxychalconesOrganic compoundsPhenylpropanoids and polyketidesLinear 1,3-diarylpropanoidsChalcones and dihydrochalconesAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsAcryloyl compoundsAryl ketonesBenzoyl derivativesCatecholsCinnamylphenolsEnonesHydrocarbon derivativesHydroxycinnamic acids and derivativesOrganic oxidesResorcinolsStyrenesVinylogous acids1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid2'-hydroxychalconeAcryloyl-groupAlpha,beta-unsaturated ketoneAromatic homomonocyclic compoundAryl ketoneBenzenoidBenzoylCatecholCinnamylphenolEnoneHydrocarbon derivativeHydroxycinnamic acid or derivativesKetoneMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganooxygen compoundPhenolResorcinolStyreneVinylogous acidChalcones and dihydrochalconesChalcones and dihydrochalconeschalconeschalconeslogp2.61logs-3.57solubility7.38e-02 g/llogp3.33pka_strongest_acidic7.11pka_strongest_basic-6.3iupac(2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-oneaverage_mass272.2528mono_mass272.068473494smiles[H]\C(=C(\[H])C1=CC(O)=C(O)C=C1)C(=O)C1=C(O)C=C(O)C=C1formulaC15H12O5inchiInChI=1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+inchikeyAYMYWHCQALZEGT-ORCRQEGFSA-Npolar_surface_area97.99refractivity74.8polarizability27.48rotatable_bond_count3acceptor_count5donor_count4physiological_charge0formal_charge0Specdb::CMs94787Specdb::MsMs58194Specdb::MsMs58195Specdb::MsMs58196Specdb::MsMs114072Specdb::MsMs114073Specdb::MsMs114074Specdb::MsMs1479253Specdb::MsMs1479351Broad beanType 1specificVicia faba39060.2130.3510.075000001mg/100 gbitteranti inflammatory370A substance that reduces or suppresses inflammation.antioxidant502A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.oxidase inhibitor1184A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.pigment1227An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.