1.02010-04-08 22:04:38 UTC2020-02-24 19:10:10 UTCFDB000591EupatilinIsolated from Tanacetum vulgare (tansy). Eupatilin is found in herbs and spices.2-(3,4-Dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one2-(3,4-Dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one, 9CI5,7-Dihydroxy-3',4',6-trimethoxyflavoneEupatilinEuptailinC18H16O7344.3154344.0896028662-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-oneeupatilin22368-21-4COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(O1)C=C(O)C(OC)=C2OInChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3DRRWBCNQOKKKOL-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'-O-methylated flavonoids4'-O-methylated flavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAlkyl aryl ethersAnisolesChromonesDimethoxybenzenesFlavonesHeteroaromatic compoundsHydrocarbon derivativesOrganic oxidesOxacyclic compoundsPhenoxy compoundsPyranones and derivativesVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3p-methoxyflavonoid-skeleton4p-methoxyflavonoid-skeleton5-hydroxyflavonoid6-methoxyflavonoid-skeleton7-hydroxyflavonoidAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzopyranChromoneDimethoxybenzeneEtherFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMethoxybenzeneMonocyclic benzene moietyO-dimethoxybenzeneOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenol etherPhenoxy compoundPyranPyranoneVinylogous acidFlavones and FlavonolsFlavones and Flavonolsdihydroxyflavoneflavonestrimethoxyflavonelogp2.89logs-3.91solubility4.22e-02 g/lmelting_pointMp 241-242° (234-236°)logp2.54pka_strongest_acidic7.15pka_strongest_basic-4.3iupac2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxy-4H-chromen-4-oneaverage_mass344.3154mono_mass344.089602866smilesCOC1=CC=C(C=C1OC)C1=CC(=O)C2=C(O1)C=C(O)C(OC)=C2OformulaC18H16O7inchiInChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3inchikeyDRRWBCNQOKKKOL-UHFFFAOYSA-Npolar_surface_area94.45refractivity90.32polarizability34.96rotatable_bond_count4acceptor_count7donor_count2physiological_charge0formal_charge0Specdb::CMs26480Specdb::CMs41382Specdb::CMs130523Specdb::CMs138257Specdb::MsMs91050Specdb::MsMs91051Specdb::MsMs91052Specdb::MsMs154347Specdb::MsMs154348Specdb::MsMs154349Specdb::MsMs285889Specdb::MsMs285890Specdb::MsMs285891Specdb::MsMs285892Specdb::MsMs285893Specdb::MsMs285894Specdb::MsMs373857Specdb::MsMs373858Specdb::MsMs373859Specdb::MsMs373860Specdb::MsMs373861Specdb::MsMs373862Specdb::MsMs440334Specdb::MsMs440335Specdb::MsMs440336Specdb::MsMs440337Specdb::MsMs440338Specdb::MsMs2226381Specdb::MsMs2228347HMDB29469#<Reference:0x0000555676025450>#<Reference:0x0000555676025298>#<Reference:0x0000555676025090>#<Reference:0x0000555676024e60>Herbs and SpicesUnknowngenericMandarin orange (Clementine, Tangerine)Type 1specificCitrus reticulata85571aldose 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).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.