1.02010-04-08 22:05:31 UTC2020-02-24 19:11:08 UTCFDB002766Acacetin5,7-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, 9CIAcacetinApigenin 4'-methyl etherBuddleoflavonolLinarigeninC16H12O5284.2635284.0684734945,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-oneacacetin480-44-4COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1InChI=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,1H3DANYIYRPLHHOCZ-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 flavonoidsOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsO-methylated flavonoidsAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids5-hydroxyflavonoids7-hydroxyflavonoidsAlkyl aryl ethersAnisolesChromonesFlavonesHeteroaromatic compoundsHydrocarbon derivativesMethoxybenzenesOrganic oxidesOxacyclic compoundsPhenoxy compoundsPyranones and derivativesVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid4p-methoxyflavonoid-skeleton5-hydroxyflavonoid7-hydroxyflavonoidAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzopyranChromoneEtherFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMethoxybenzeneMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenol etherPhenoxy compoundPyranPyranoneVinylogous acidFlavones and FlavonolsFlavones and Flavonolsdihydroxyflavoneflavonesmonomethoxyflavonelogp3.46logs-3.70solubility5.61e-02 g/llogp2.85pka_strongest_acidic6.58pka_strongest_basic-4.7iupac5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-oneaverage_mass284.2635mono_mass284.068473494smilesCOC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1formulaC16H12O5inchiInChI=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,1H3inchikeyDANYIYRPLHHOCZ-UHFFFAOYSA-Npolar_surface_area75.99refractivity77.4polarizability28.9rotatable_bond_count2acceptor_count5donor_count2physiological_charge-1formal_charge0Specdb::CMs2231Specdb::CMs2238Specdb::CMs54459Specdb::CMs68642Specdb::CMs147766Specdb::MsMs98373Specdb::MsMs98374Specdb::MsMs98375Specdb::MsMs163281Specdb::MsMs163282Specdb::MsMs163283Specdb::MsMs285906Specdb::MsMs285907Specdb::MsMs285908Specdb::MsMs285909Specdb::MsMs2819955Specdb::MsMs2819956Specdb::MsMs2819957Specdb::MsMs2889718Specdb::MsMs2889719Specdb::MsMs288972015335Ginkgo nutsType 1specificGinkgo biloba3311Orange mintType 1specificMentha aquatica190902Winter savoryType 1specificSatureja montana49988aldose reductase inhibitor40An 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).allergenic43A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.anti aflatoxin92A substance that diminishes the rate of a chemical reaction.anti allergic103A drug used to treat allergic reactions.anti histaminic331Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.anti malarial416A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.anti mutagenic451aromatase inhibitor705An 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.hepatoprotective981Any compound that is able to prevent damage to the liver.iodothyronine-deiodinase inhibitor1054A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.mutagenic1125plasmodicide1233protisticide1266topoisomerase-I inhibitor1368A 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.