1.0 2010-04-08 22:05:31 UTC 2025-11-18 22:40:29 UTC FDB002766 Acacetin 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one, also known as 4'-methoxy-5,7-dihydroxyflavone or acacetin, is a member of the class of compounds known as 4'-o-methylated flavonoids. 4'-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be synthesized from apigenin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one is also a parent compound for other transformation products, including but not limited to, acacetin-7-O-beta-D-galactopyranoside, acacetin-8-C-neohesperidoside, and isoginkgetin. 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one can be found in ginkgo nuts, orange mint, and winter savory, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-4h-chromen-4-one a potential biomarker for the consumption of these food products. 5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9CI Acacetin Apigenin 4'-methyl ether Buddleoflavonol Linarigenin C16H12O5 284.2635 284.068473494 5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one acacetin 480-44-4 COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1 InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 DANYIYRPLHHOCZ-UHFFFAOYSA-N belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. 4'-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 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Anisoles Chromones Flavones Heteroaromatic compounds Hydrocarbon derivatives Methoxybenzenes Organic oxides Oxacyclic compounds Phenoxy compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 4p-methoxyflavonoid-skeleton 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromone Ether Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Methoxybenzene Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol ether Phenoxy compound Pyran Pyranone Vinylogous acid Flavones and Flavonols Flavones and Flavonols dihydroxyflavone flavones monomethoxyflavone logp 3.46 ALOGPS logs -3.70 ALOGPS solubility 5.61e-02 g/l ALOGPS logp 2.85 ChemAxon pka_strongest_acidic 6.58 ChemAxon pka_strongest_basic -4.7 ChemAxon iupac 5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one ChemAxon average_mass 284.2635 ChemAxon mono_mass 284.068473494 ChemAxon smiles COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1 ChemAxon formula C16H12O5 ChemAxon inchi InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-8,17-18H,1H3 ChemAxon inchikey DANYIYRPLHHOCZ-UHFFFAOYSA-N ChemAxon polar_surface_area 75.99 ChemAxon refractivity 77.4 ChemAxon polarizability 28.9 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2231 Specdb::CMs 2238 Specdb::CMs 54459 Specdb::CMs 68642 Specdb::CMs 147766 Specdb::MsMs 98373 Specdb::MsMs 98374 Specdb::MsMs 98375 Specdb::MsMs 163281 Specdb::MsMs 163282 Specdb::MsMs 163283 Specdb::MsMs 285906 Specdb::MsMs 285907 Specdb::MsMs 285908 Specdb::MsMs 285909 Specdb::MsMs 2819955 Specdb::MsMs 2819956 Specdb::MsMs 2819957 Specdb::MsMs 2889718 Specdb::MsMs 2889719 Specdb::MsMs 2889720 15335 Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Orange mint Type 1 specific Mentha aquatica 190902 Winter savory Type 1 specific Satureja montana 49988 Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Allergenic 43 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. Anti aflatoxin 92 A substance that diminishes the rate of a chemical reaction. Anti histaminic 331 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Anti-allergic 103 A drug used to treat allergic reactions. Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-mutagenic 451 Aromatase inhibitor 705 An EC 1.14.14.* (oxidoreductase acting on paired donors, incorporating of 1 atom of oxygen, with reduced flavin or flavoprotein as one donor) inhibitor which interferes with the action of aromatase (EC 1.14.14.14) and so reduces production of estrogenic steroid hormones. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Iodothyronine-deiodinase inhibitor 1054 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Mutagenic 1125 Plasmodicide 1233 Protisticide 1266 Topoisomerase-I inhibitor 1368 A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA.