1.02010-04-08 22:07:01 UTC2019-11-26 03:00:59 UTCFDB006167Gardenin DGardenin d is a member of the class of compounds known as 8-o-methylated flavonoids. 8-o-methylated flavonoids are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, gardenin d is considered to be a flavonoid lipid molecule. Gardenin d is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gardenin d can be found in peppermint, which makes gardenin d a potential biomarker for the consumption of this food product. C19H18O8374.3414374.1001675525-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7,8-trimethoxy-4H-chromen-4-onegardenin DCOC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(OC)C(OC)=C2O1InChI=1S/C19H18O8/c1-23-12-6-5-9(7-10(12)20)13-8-11(21)14-15(22)17(24-2)19(26-4)18(25-3)16(14)27-13/h5-8,20,22H,1-4H3DQMSOZCDDAULPH-UHFFFAOYSA-N belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.8-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 flavonoids7-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-skeleton8-methoxyflavonoid-skeletonAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundBenzenoidBenzopyranChromoneEtherFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMethoxybenzeneMethoxyphenolMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPhenol etherPhenoxy compoundPyranPyranoneVinylogous acidFlavones and Flavonolslogp2.52logs-3.89solubility4.80e-02 g/llogp2.38pka_strongest_acidic8.43pka_strongest_basic-4.3iupac5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7,8-trimethoxy-4H-chromen-4-oneaverage_mass374.3414mono_mass374.100167552smilesCOC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(OC)C(OC)=C2O1formulaC19H18O8inchiInChI=1S/C19H18O8/c1-23-12-6-5-9(7-10(12)20)13-8-11(21)14-15(22)17(24-2)19(26-4)18(25-3)16(14)27-13/h5-8,20,22H,1-4H3inchikeyDQMSOZCDDAULPH-UHFFFAOYSA-Npolar_surface_area103.68refractivity96.79polarizability37.72rotatable_bond_count5acceptor_count8donor_count2physiological_charge0formal_charge0Specdb::CMs91520Specdb::MsMs85812Specdb::MsMs85813Specdb::MsMs85814Specdb::MsMs147981Specdb::MsMs147982Specdb::MsMs147983PeppermintType 1specificMentha X piperita34256anti peroxidant519