1.02010-04-08 22:05:22 UTC2020-02-24 19:11:07 UTCFDB002414Axillarin2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one, also known as 3',4',5,7-tetrahydroxy-3,6-dimethoxyflavone or 3,6-dimethoxyquercetagetin, 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, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one can be found in german camomile, which makes 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one a potential biomarker for the consumption of this food product. 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one, 9CIAxillarinQuercetagetin 3,6-dimethyl etherC17H14O8346.2883346.0688674242-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-chromen-4-oneaxillarin5188-73-8COC1=C(O)C2=C(OC(=C(OC)C2=O)C2=CC(O)=C(O)C=C2)C=C1OInChI=1S/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3KIGVXRGRNLQNNI-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'-hydroxyflavonoids3-O-methylated flavonoids3-methoxychromones4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAlkyl aryl ethersAnisolesBenzene and substituted derivativesCatecholsFlavonesHeteroaromatic compoundsHydrocarbon derivativesOrganic oxidesOxacyclic compoundsPyranones and derivativesVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid3-methoxychromone3-methoxyflavonoid-skeleton4'-hydroxyflavonoid5-hydroxyflavonoid6-methoxyflavonoid-skeleton7-hydroxyflavonoidAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzopyranCatecholChromoneEtherFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPyranPyranoneVinylogous acidFlavones and FlavonolsFlavones and Flavonolsdimethoxyflavoneflavonolstetrahydroxyflavonelogp2.66logs-3.49solubility1.11e-01 g/llogp2.11pka_strongest_acidic6.9pka_strongest_basic-4.6iupac2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-chromen-4-oneaverage_mass346.2883mono_mass346.068867424smilesCOC1=C(O)C2=C(OC(=C(OC)C2=O)C2=CC(O)=C(O)C=C2)C=C1OformulaC17H14O8inchiInChI=1S/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3inchikeyKIGVXRGRNLQNNI-UHFFFAOYSA-Npolar_surface_area125.68refractivity88.08polarizability33.54rotatable_bond_count3acceptor_count8donor_count4physiological_charge-1formal_charge0Specdb::CMs54196Specdb::CMs65126Specdb::CMs152572Specdb::MsMs100659Specdb::MsMs100660Specdb::MsMs100661Specdb::MsMs166059Specdb::MsMs166060Specdb::MsMs166061Specdb::MsMs3037343Specdb::MsMs3037344Specdb::MsMs3037345Specdb::MsMs3106940Specdb::MsMs3106941Specdb::MsMs3106942German camomileType 1specificMatricaria recutita127986aldose 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 inflammatory370A substance that reduces or suppresses inflammation.anti rhinoviral588A substance that destroys or inhibits replication of viruses.anti viral689A substance that destroys or inhibits replication of viruses.cancer preventive754A substance that inhibits or prevents the proliferation of neoplasms.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.