1.0 2010-04-08 22:10:04 UTC 2025-11-18 23:35:17 UTC FDB012252 8-Hydroxygenistein 8-hydroxygenistein is a member of the class of compounds known as isoflavones. Isoflavones are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. 8-hydroxygenistein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 8-hydroxygenistein can be found in a number of food items such as scarlet bean, mung bean, lima bean, and adzuki bean, which makes 8-hydroxygenistein a potential biomarker for the consumption of these food products. 4',5,7,8-Tetrahydroxyisoflavone 5,7,8-Trihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9CI 5,7,8,4'-Tetrahydroxyisoflavone 8-Hydroxygenistein C15H10O6 286.2363 286.047738052 5,7,8-trihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one 5,7,8-trihydroxy-3-(4-hydroxyphenyl)chromen-4-one 13539-27-0 OC1=CC=C(C=C1)C1=COC2=C(O)C(O)=CC(O)=C2C1=O InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)9-6-21-15-12(13(9)19)10(17)5-11(18)14(15)20/h1-6,16-18,20H ZKZCRGBCWBCSNJ-UHFFFAOYSA-N 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. Isoflavones Organic compounds Phenylpropanoids and polyketides Isoflavonoids Isoflav-2-enes Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Chromones Heteroaromatic compounds Hydrocarbon derivatives Hydroxyisoflavonoids Organic oxides Oxacyclic compounds Polyols Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Heteroaromatic compound Hydrocarbon derivative Hydroxyisoflavonoid Isoflavone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Polyol Pyran Pyranone Vinylogous acid logp 2.68 ALOGPS logs -3.24 ALOGPS solubility 1.64e-01 g/l ALOGPS logp 2.77 ChemAxon pka_strongest_acidic 6.79 ChemAxon pka_strongest_basic -5.1 ChemAxon iupac 5,7,8-trihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one ChemAxon average_mass 286.2363 ChemAxon mono_mass 286.047738052 ChemAxon smiles OC1=CC=C(C=C1)C1=COC2=C(O)C(O)=CC(O)=C2C1=O ChemAxon formula C15H10O6 ChemAxon inchi InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)9-6-21-15-12(13(9)19)10(17)5-11(18)14(15)20/h1-6,16-18,20H ChemAxon inchikey ZKZCRGBCWBCSNJ-UHFFFAOYSA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 73.66 ChemAxon polarizability 27.51 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 106746 Specdb::MsMs 106747 Specdb::MsMs 106748 Specdb::MsMs 173571 Specdb::MsMs 173572 Specdb::MsMs 173573 Specdb::MsMs 3605353 Specdb::MsMs 3605354 Specdb::MsMs 3605355 Specdb::MsMs 3605356 Specdb::MsMs 3605357 Specdb::MsMs 3605358 Adzuki bean Type 1 specific Vigna angularis 3914 0.6 0.6 0.6 mg/100 g Climbing bean Type 1 specific Vigna umbellata 87088 Gram bean Type 1 specific Vigna mungo 3915 0.8 0.8 0.8 mg/100 g Lima bean Type 1 specific Phaseolus lunatus 3884 180.2 360.0 0.4 mg/100 g Mung bean Type 1 specific Vigna radiata 157791 Scarlet bean Type 1 specific Phaseolus coccineus 3886 0.6 0.6 0.6 mg/100 g Catechol O-methyltransferase inhibitor 782 An EC 2.1.1.* (methyltransferase) inhibitor that interferes with the action of catechol O-methyltransferase (EC 2.1.1.6). Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Phytoalexin 1223 A toxin made by a plant that acts against an organism attacking it.