1.0 2010-04-08 22:07:22 UTC 2025-11-18 23:03:09 UTC FDB006932 Genkwanin Genkwanin, also known as 5,4'-dihydroxy-7-methoxyflavone or 7-methylapigenin, is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, genkwanin is considered to be a flavonoid lipid molecule. Genkwanin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Genkwanin is a bitter tasting compound and can be found in a number of food items such as winter savory, sweet basil, rosemary, and common sage, which makes genkwanin a potential biomarker for the consumption of these food products. Genkwanin is an O-methylated flavone, a type of flavonoid. It can be found in the seeds of Alnus glutinosa, and the leaves of the ferns Notholaena bryopoda and Asplenium normale . 5,4'-Dihydroxy-7-methoxyflavone 7-Methoxyapigenin Apigenin 7-methyl ether Flavone, 4',5-dihydroxy-7-methoxy- Gengkwanin C16H12O5 284.2635 284.068473494 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one genkwanin 437-64-9 COC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1 InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 JPMYFOBNRRGFNO-UHFFFAOYSA-N belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. 7-O-methylated flavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids O-methylated flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 4'-hydroxyflavonoids 5-hydroxyflavonoids Alkyl aryl ethers Anisoles Benzene and substituted derivatives Chromones Flavones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-methoxyflavonoid-skeleton Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Ether Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Pyran Pyranone Vinylogous acid Flavones and Flavonols Flavones and Flavonols dihydroxyflavone flavones monomethoxyflavone logp 3.39 ALOGPS logs -3.71 ALOGPS solubility 5.59e-02 g/l ALOGPS logp 2.85 ChemAxon pka_strongest_acidic 8.34 ChemAxon pka_strongest_basic -4.7 ChemAxon iupac 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one ChemAxon average_mass 284.2635 ChemAxon mono_mass 284.068473494 ChemAxon smiles COC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C=C1 ChemAxon formula C16H12O5 ChemAxon inchi InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3 ChemAxon inchikey JPMYFOBNRRGFNO-UHFFFAOYSA-N ChemAxon polar_surface_area 75.99 ChemAxon refractivity 77.4 ChemAxon polarizability 28.87 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 114976 Specdb::CMs 129184 Specdb::CMs 893698 Specdb::CMs 893699 Specdb::CMs 893700 Specdb::CMs 893701 Specdb::CMs 893702 Specdb::CMs 893703 Specdb::MsMs 55707 Specdb::MsMs 55708 Specdb::MsMs 55709 Specdb::MsMs 110916 Specdb::MsMs 110917 Specdb::MsMs 110918 Specdb::MsMs 285700 Specdb::MsMs 285701 Specdb::MsMs 285702 Specdb::MsMs 285703 Specdb::MsMs 285704 Specdb::MsMs 2252260 Specdb::MsMs 2254218 Specdb::MsMs 2254299 Specdb::MsMs 2256275 Specdb::MsMs 3436106 Specdb::MsMs 3436107 Specdb::MsMs 3436108 Specdb::MsMs 3436109 Specdb::MsMs 3436110 Common sage Type 1 specific Salvia officinalis 38868 Common thyme Type 1 specific Thymus vulgaris 49992 Rosemary Type 1 specific Rosmarinus officinalis 39367 Sweet basil Type 1 specific Ocimum basilicum 39350 Winter savory Type 1 specific Satureja montana 49988 bitter Anti bacterial 145 A substance that kills or slows the growth of bacteria. 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. Purgative 1275 An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic.