1.02010-04-08 22:12:35 UTC2019-11-26 03:13:38 UTCFDB016700CirsiliolCirsiliol, also known as 3',4',5-trihydroxy-6,7-dimethoxyflavone or 6,7-dimethoxy-5,3',4'-trihydroxyflavone, 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, cirsiliol is considered to be a flavonoid lipid molecule. Cirsiliol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cirsiliol can be found in common sage and lemon verbena, which makes cirsiliol a potential biomarker for the consumption of these food products. 3',4',5-Trihydroxy-6,7-dimethoxyflavone6,7-Dimethoxy-5,3',4'-trihydroxyflavoneCirsiliolC17H14O7330.2889330.0739528022-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-onecirsiliol34334-69-5COC1=CC2=C(C(=O)C=C(O2)C2=CC(O)=C(O)C=C2)C(O)=C1OCInChI=1S/C17H14O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)8-3-4-9(18)10(19)5-8/h3-7,18-19,21H,1-2H3IMEYGBIXGJLUIS-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 flavonoidsOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsO-methylated flavonoidsAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids6-O-methylated flavonoidsAlkyl aryl ethersAnisolesBenzene and substituted derivativesCatecholsChromonesFlavonesHeteroaromatic compoundsHydrocarbon derivativesOrganic oxidesOxacyclic compoundsPyranones and derivativesVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4'-hydroxyflavonoid5-hydroxyflavonoid6-methoxyflavonoid-skeleton7-methoxyflavonoid-skeletonAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzopyranCatecholChromoneEtherFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPyranPyranoneVinylogous acidFlavones and FlavonolsFlavones and Flavonolsdimethoxyflavoneflavonestrihydroxyflavonelogp3.05logs-3.73solubility6.15e-02 g/lmelting_pointMp 285-287° (280°)logp2.39pka_strongest_acidic8.57pka_strongest_basic-4.4iupac2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-oneaverage_mass330.2889mono_mass330.073952802smilesCOC1=CC2=C(C(=O)C=C(O2)C2=CC(O)=C(O)C=C2)C(O)=C1OCformulaC17H14O7inchiInChI=1S/C17H14O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)8-3-4-9(18)10(19)5-8/h3-7,18-19,21H,1-2H3inchikeyIMEYGBIXGJLUIS-UHFFFAOYSA-Npolar_surface_area105.45refractivity85.84polarizability32.84rotatable_bond_count3acceptor_count7donor_count3physiological_charge0formal_charge0Specdb::CMs115663Specdb::CMs130107Specdb::CMs863406Specdb::CMs863407Specdb::CMs863408Specdb::CMs863409Specdb::CMs863410Specdb::CMs863411Specdb::CMs863412Specdb::CMs863413Specdb::CMs863414Specdb::CMs863415Specdb::CMs863416Specdb::CMs863417Specdb::CMs863418Specdb::CMs863419Specdb::MsMs108978Specdb::MsMs108979Specdb::MsMs108980Specdb::MsMs176316Specdb::MsMs176317Specdb::MsMs176318Specdb::MsMs3424409Specdb::MsMs3424410Specdb::MsMs3424411Specdb::MsMs3424412Specdb::MsMs3424413Common sageType 1specificSalvia officinalis38868Lemon verbenaType 1specificAloysia triphylla542672aldose 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).anti leukotriene399A substance that diminishes the rate of a chemical reaction.lipoxygenase inhibitor1077A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.