1.02010-04-08 22:05:22 UTC2019-11-26 02:57:25 UTCFDB002422EupafolinEupafolin, also known as 6-methoxy 5 or 73'4'-tetrahydroxyflavone, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, eupafolin is considered to be a flavonoid lipid molecule. Eupafolin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eupafolin can be found in common sage, lemon verbena, rosemary, and sesame, which makes eupafolin a potential biomarker for the consumption of these food products. 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one, 9CI6-MethoxyluteolinEupafolinNepetinC16H12O7316.2623316.0583027382-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-onenepetin520-11-6COC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1OInChI=1S/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3FHHSEFRSDKWJKJ-UHFFFAOYSA-N belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.6-O-methylated flavonoidsOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsO-methylated flavonoidsAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAlkyl 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-hydroxyflavonoidAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzopyranCatecholChromoneEtherFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPyranPyranoneVinylogous acidFlavones and Flavonolslogp2.75logs-3.43solubility1.17e-01 g/llogp2.25pka_strongest_acidic7.09pka_strongest_basic-4.8iupac2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-oneaverage_mass316.2623mono_mass316.058302738smilesCOC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1OformulaC16H12O7inchiInChI=1S/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3inchikeyFHHSEFRSDKWJKJ-UHFFFAOYSA-Npolar_surface_area116.45refractivity81.36polarizability30.8rotatable_bond_count2acceptor_count7donor_count4physiological_charge-1formal_charge0Specdb::CMs74311Specdb::MsMs88866Specdb::MsMs88867Specdb::MsMs88868Specdb::MsMs151674Specdb::MsMs151675Specdb::MsMs151676Specdb::MsMs285885Specdb::MsMs285886Specdb::MsMs285887Specdb::MsMs285888Specdb::MsMs1479246Specdb::MsMs1479344Common sageType 1specificSalvia officinalis38868Lemon verbenaType 1specificAloysia triphylla5426722.5996152.5996154022.599615402mg/100 gRosemaryType 1specificRosmarinus officinalis39367SesameType 1specificSesamum orientale4182aldose 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 cataract168Any substance introduced into a living organism with therapeutic or diagnostic purpose.antitumor672A substance that inhibits or prevents the proliferation of neoplasms.xanthine oxidase inhibitor1431An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).