1.02010-04-08 22:05:00 UTC2019-11-26 02:56:35 UTCFDB001539EupatorinEupatorin, also known as 3',5-dihydroxy-4',6,7-trimethoxyflavone, 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, eupatorin is considered to be a flavonoid lipid molecule. Eupatorin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eupatorin can be found in lemon verbena, mandarin orange (clementine, tangerine), and peppermint, which makes eupatorin a potential biomarker for the consumption of these food products. 3',5-Dihydroxy-4',6,7-trimethoxyflavone5,3'-Dihydroxy-6,7,4'-trimethoxyflavoneEupatorineFlavone, 3',5-dihydroxy-4',6, 7-trimethoxy-Flavone, 3',5-dihydroxy-4',6,7-trimethoxy-Flavone, 3',5-dihydroxy-4',6,7-trimethoxy- (8CI)C18H16O7344.3154344.0896028665-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-oneeupatorin855-96-9COC1=CC=C(C=C1O)C1=CC(=O)C2=C(O)C(OC)=C(OC)C=C2O1InChI=1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3KLAOKWJLUQKWIF-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'-O-methylated flavonoids5-hydroxyflavonoids6-O-methylated flavonoidsAlkyl aryl ethersAnisolesChromonesFlavonesHeteroaromatic compoundsHydrocarbon derivativesMethoxybenzenesMethoxyphenolsOrganic oxidesOxacyclic compoundsPhenoxy compoundsPyranones and derivativesVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4p-methoxyflavonoid-skeleton5-hydroxyflavonoid6-methoxyflavonoid-skeleton7-methoxyflavonoid-skeletonAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzopyranChromoneEtherFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMethoxybenzeneMethoxyphenolMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPhenol etherPhenoxy compoundPyranPyranoneVinylogous acidFlavones and Flavonolslogp2.95logs-3.89solubility4.47e-02 g/llogp2.54pka_strongest_acidic8.99pka_strongest_basic-4.4iupac5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-oneaverage_mass344.3154mono_mass344.089602866smilesCOC1=CC=C(C=C1O)C1=CC(=O)C2=C(O)C(OC)=C(OC)C=C2O1formulaC18H16O7inchiInChI=1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3inchikeyKLAOKWJLUQKWIF-UHFFFAOYSA-Npolar_surface_area94.45refractivity90.32polarizability35.01rotatable_bond_count4acceptor_count7donor_count2physiological_charge0formal_charge0Specdb::CMs111285Specdb::CMs124473Specdb::CMs880516Specdb::CMs880517Specdb::CMs880518Specdb::CMs880519Specdb::CMs880520Specdb::CMs880521Specdb::MsMs50637Specdb::MsMs50638Specdb::MsMs50639Specdb::MsMs133935Specdb::MsMs133936Specdb::MsMs133937Specdb::MsMs3433317Specdb::MsMs3433318Specdb::MsMs3433319Specdb::MsMs3433320Specdb::MsMs3433321Lemon verbenaType 1specificAloysia triphylla54267211.65035711.6503572811.65035728mg/100 gMandarin orange (Clementine, Tangerine)Type 1specificCitrus reticulata85571PeppermintType 1specificMentha X piperita34256anti bacterial145A substance that kills or slows the growth of bacteria.anti carcinomic162A substance that inhibits or prevents the proliferation of neoplasms.anti malarial416A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.cytotoxic859A role played by the molecular entity or part thereof which causes the development of a pathological process.emetic899immunostimulant1032A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.parasiticide1198plasmodicide1233