1.02010-04-08 22:04:38 UTC2020-02-24 19:11:08 UTCFDB000610Isosakuranetin5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is a member of the class of compounds known as 4'-o-methylated flavonoids. 4'-o-methylated flavonoids are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one can be found in sweet orange, which makes 5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-4-one a potential biomarker for the consumption of this food product. 2,3-Dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9CICitrifoliolIsosakuranetinKikokunetinPonciretinC16H14O5286.283286.0841235515,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-oneisosakuranetin480-43-3COC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3HMUJXQRRKBLVOO-UHFFFAOYSA-N belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.4'-O-methylated flavonoidsOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsO-methylated flavonoidsAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids5-hydroxyflavonoids7-hydroxyflavonoidsAlkyl aryl ethersAnisolesAryl alkyl ketonesChromonesFlavanonesHydrocarbon derivativesMethoxybenzenesOrganic oxidesOxacyclic compoundsPhenoxy compoundsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid4p-methoxyflavonoid-skeleton5-hydroxyflavonoid7-hydroxyflavonoidAlkyl aryl etherAnisoleAromatic heteropolycyclic compoundAryl alkyl ketoneAryl ketoneBenzenoidBenzopyranChromaneChromoneEtherFlavanFlavanoneHydrocarbon derivativeHydroxyflavonoidKetoneMethoxybenzeneMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenol etherPhenoxy compoundVinylogous acidlogp2.95logs-3.51solubility8.79e-02 g/llogp2.98pka_strongest_acidic7.87pka_strongest_basic-4.6iupac5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-oneaverage_mass286.283mono_mass286.084123551smilesCOC1=CC=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1formulaC16H14O5inchiInChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3inchikeyHMUJXQRRKBLVOO-UHFFFAOYSA-Npolar_surface_area75.99refractivity75.77polarizability29.42rotatable_bond_count2acceptor_count5donor_count2physiological_charge0formal_charge0Specdb::CMs5928Specdb::CMs54460Specdb::CMs129794Specdb::CMs167678Specdb::CMs917889Specdb::CMs917890Specdb::CMs917891Specdb::CMs917892Specdb::CMs917893Specdb::MsMs84882Specdb::MsMs84883Specdb::MsMs84884Specdb::MsMs146847Specdb::MsMs146848Specdb::MsMs146849Specdb::MsMs2235687Specdb::MsMs2237667Specdb::MsMs2237855Specdb::MsMs2239731Specdb::MsMs2239852Specdb::MsMs2241844Specdb::MsMs2241906Specdb::MsMs2243971Specdb::MsMs2248431Specdb::MsMs2249933Specdb::MsMs2250291Specdb::MsMs2252085Specdb::MsMs2693624Specdb::MsMs2693625Specdb::MsMs2693626Specdb::MsMs2985029Specdb::MsMs2985030Specdb::MsMs2985031Sweet orangeType 1specificCitrus sinensis2711