1.0 2010-04-08 22:05:00 UTC 2025-11-18 22:31:56 UTC FDB001536 7,4'-Dihydroxyflavone 7,4'-dihydroxyflavone, also known as 7-hydroxy-2-(4-hydroxyphenyl)-4h-chromen-4-one, is a member of the class of compounds known as flavones. Flavones are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, 7,4'-dihydroxyflavone is considered to be a flavonoid lipid molecule. 7,4'-dihydroxyflavone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 7,4'-dihydroxyflavone can be found in alfalfa, broad bean, and fenugreek, which makes 7,4'-dihydroxyflavone a potential biomarker for the consumption of these food products. Like many other flavonoids, 4',7-dihydroxyflavone has been found to possess activity at the opioid receptors. Specifically, it acts as an antagonist of the μ-opioid receptor and, with lower affinity, of the κ- and δ-opioid receptors . 4',7-Dihydroxyflavone 4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)- Flavone, 4',7-dihydroxy- C15H10O4 254.2375 254.057908808 7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one 7,4'-dihydroxyflavone 2196-14-7 OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2 InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H LCAWNFIFMLXZPQ-UHFFFAOYSA-N belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Flavones Organic compounds Phenylpropanoids and polyketides Flavonoids Flavones Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 4'-hydroxyflavonoids 7-hydroxyflavonoids Benzene and substituted derivatives Chromones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organooxygen compounds Oxacyclic compounds Pyranones and derivatives 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 4'-hydroxyflavonoid 7-hydroxyflavonoid Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Pyran Pyranone Flavones and Flavonols Flavones and Flavonols dihydroxyflavone flavones logp 3.34 ALOGPS logs -3.49 ALOGPS solubility 8.29e-02 g/l ALOGPS logp 2.36 ChemAxon pka_strongest_acidic 6.5 ChemAxon pka_strongest_basic -5.4 ChemAxon iupac 7-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one ChemAxon average_mass 254.2375 ChemAxon mono_mass 254.057908808 ChemAxon smiles OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2 ChemAxon formula C15H10O4 ChemAxon inchi InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-8,16-17H ChemAxon inchikey LCAWNFIFMLXZPQ-UHFFFAOYSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 70.93 ChemAxon polarizability 25.88 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5980 Specdb::CMs 127104 Specdb::CMs 830788 Specdb::CMs 830789 Specdb::CMs 830790 Specdb::CMs 830791 Specdb::CMs 830792 Specdb::CMs 830793 Specdb::MsMs 53277 Specdb::MsMs 53278 Specdb::MsMs 53279 Specdb::MsMs 118014 Specdb::MsMs 118015 Specdb::MsMs 118016 Specdb::MsMs 285715 Specdb::MsMs 285716 Specdb::MsMs 2231492 Specdb::MsMs 2232721 Specdb::MsMs 3410132 Specdb::MsMs 3410133 Specdb::MsMs 3410134 Specdb::MsMs 3410135 Specdb::MsMs 3410136 Specdb::MsMs 3410137 Alfalfa Type 1 specific Medicago sativa 3879 Broad bean Type 1 specific Vicia faba 3906 0.05 0.049999999 0.049999999 mg/100 g Fenugreek Type 1 specific Trigonella foenum-graecum 78534