1.02010-04-08 22:05:23 UTC2020-02-24 19:11:07 UTCFDB002464ScutellareinScutellarein, also known as 6-hydroxyapigenin or 4',5,6,7-tetrahydroxyflavanone, is a member of the class of compounds known as flavones. Flavones are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, scutellarein is considered to be a flavonoid lipid molecule. Scutellarein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Scutellarein can be synthesized from apigenin. Scutellarein is also a parent compound for other transformation products, including but not limited to, scutellarin, 4',6-dihydroxy-5,7-dimethoxyflavone, and 6-hydroxy-4',5,7-trimethoxyflavone. Scutellarein is a bitter tasting compound found in mexican oregano and sweet orange, which makes scutellarein a potential biomarker for the consumption of these food products. Scutellarein is a flavone that can be found in Scutellaria lateriflora and other members of the genus Scutellaria, as well as the fern Asplenium belangeri .5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9CI6-HydroxyapigeninScutellareinC15H10O6286.2363286.0477380525,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-onescutellarein529-53-3OC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C(O)=C2OInChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20HJVXZRQGOGOXCEC-UHFFFAOYSA-N belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).FlavonesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavonesAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids4'-hydroxyflavonoids5-hydroxyflavonoids6-hydroxyflavonoids7-hydroxyflavonoidsBenzene and substituted derivativesChromonesHeteroaromatic compoundsHydrocarbon derivativesOrganic oxidesOxacyclic compoundsPolyolsPyranones and derivativesVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid4'-hydroxyflavonoid5-hydroxyflavonoid6-hydroxyflavonoid7-hydroxyflavonoidAromatic heteropolycyclic compoundBenzenoidBenzopyranChromoneFlavoneHeteroaromatic compoundHydrocarbon derivativeHydroxyflavonoidMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolPolyolPyranPyranoneVinylogous acidFlavones and Flavonolsa flavoneflavanonesflavonestetrahydroxyflavonelogp2.74logs-3.26solubility1.56e-01 g/llogp2.4pka_strongest_acidic6.75pka_strongest_basic-5.4iupac5,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-oneaverage_mass286.2363mono_mass286.047738052smilesOC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C(O)=C2OformulaC15H10O6inchiInChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20HinchikeyJVXZRQGOGOXCEC-UHFFFAOYSA-Npolar_surface_area107.22refractivity74.89polarizability27.73rotatable_bond_count1acceptor_count6donor_count4physiological_charge-1formal_charge0Specdb::CMs5833Specdb::CMs52986Specdb::CMs166168Specdb::MsMs62064Specdb::MsMs62065Specdb::MsMs62066Specdb::MsMs118722Specdb::MsMs118723Specdb::MsMs118724Specdb::MsMs285722Specdb::MsMs285723Specdb::MsMs285724Specdb::MsMs285725Specdb::MsMs285726Specdb::MsMs2450770Specdb::MsMs2450771Specdb::MsMs2450772Specdb::MsMs2488644Specdb::MsMs2488645Specdb::MsMs2488646Mexican oreganoType 1specificLippia graveolens33.66666733.66666666733.666666667mg/100 gSweet orangeType 1specificCitrus sinensis2711bitteraldose 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 hemolytic319Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.anti leukemic393A substance that inhibits or prevents the proliferation of neoplasms.anti viral689A substance that destroys or inhibits replication of viruses.antioxidant502A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.cancer preventive754A substance that inhibits or prevents the proliferation of neoplasms.phospholipase-A2 inhibitor1216An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of phospholipase A2 (EC 3.1.1.4).