1.02010-04-08 22:09:54 UTC2019-11-26 03:05:47 UTCFDB0119363',4',5,7-TetrahydroxyflavanoneEriodictyol, also known as 573'5'-tetrahydroxyflavanone, is a member of the class of compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Eriodictyol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eriodictyol can be found in a number of food items such as rowal, grape, cardamom, and lemon balm, which makes eriodictyol a potential biomarker for the consumption of these food products. Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from yerba santa (Eriodictyon californicum), a plant native to North America. Eriodictyol is one of the four flavanones identified in this plant as having taste-modifying properties, the other three being homoeriodictyol, its sodium salt, and sterubin .2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one, 9CIHuazhongilexoneC15H12O6288.255288.063388106(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-oneeriodictyol4049-38-1OC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(O)C=C1InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2SBHXYTNGIZCORC-UHFFFAOYSA-N belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.FlavanonesOrganic compoundsPhenylpropanoids and polyketidesFlavonoidsFlavansAromatic heteropolycyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids3'-hydroxyflavonoids4'-hydroxyflavonoids5-hydroxyflavonoids7-hydroxyflavonoidsAlkyl aryl ethersAryl alkyl ketonesBenzene and substituted derivativesCatecholsChromonesHydrocarbon derivativesOrganic oxidesOxacyclic compoundsVinylogous acids1-benzopyran1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid3'-hydroxyflavonoid4'-hydroxyflavonoid5-hydroxyflavonoid7-hydroxyflavonoidAlkyl aryl etherAromatic heteropolycyclic compoundAryl alkyl ketoneAryl ketoneBenzenoidBenzopyranCatecholChromaneChromoneEtherFlavanoneHydrocarbon derivativeHydroxyflavonoidKetoneMonocyclic benzene moietyOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePhenolVinylogous acid3'-hydroxyflavanonesFlavanonesflavanonestetrahydroxyflavanonelogp2.15logs-2.90solubility3.66e-01 g/llogp2.53pka_strongest_acidic7.85pka_strongest_basic-5iupac(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-oneaverage_mass288.255mono_mass288.063388106smilesOC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(O)C=C1formulaC15H12O6inchiInChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2inchikeySBHXYTNGIZCORC-UHFFFAOYSA-Npolar_surface_area107.22refractivity73.27polarizability27.33rotatable_bond_count1acceptor_count6donor_count4physiological_charge0formal_charge0Specdb::CMs16521Specdb::CMs38901Specdb::CMs102694Specdb::CMs102695Specdb::CMs172021Specdb::NmrOneD317681Specdb::NmrOneD317682Specdb::NmrOneD317683Specdb::NmrOneD317684Specdb::NmrOneD317685Specdb::NmrOneD317686Specdb::NmrOneD317687Specdb::NmrOneD317688Specdb::NmrOneD317689Specdb::NmrOneD317690Specdb::NmrOneD317691Specdb::NmrOneD317692Specdb::NmrOneD317693Specdb::NmrOneD317694Specdb::NmrOneD317695Specdb::NmrOneD317696Specdb::NmrOneD317697Specdb::NmrOneD317698Specdb::NmrOneD317699Specdb::NmrOneD317700Specdb::MsMs71934Specdb::MsMs71935Specdb::MsMs71936Specdb::MsMs130716Specdb::MsMs130717Specdb::MsMs130718Specdb::MsMs285775Specdb::MsMs285776Specdb::MsMs285777Specdb::MsMs285778Specdb::MsMs285779Specdb::MsMs285780Specdb::MsMs373831Specdb::MsMs373832Specdb::MsMs373833Specdb::MsMs373834Specdb::MsMs373835Specdb::MsMs373836Specdb::MsMs438936Specdb::MsMs438937Specdb::MsMs438938Specdb::MsMs438939Specdb::MsMs439134Specdb::MsMs447839Specdb::MsMs447840Common oreganoType 1specificOriganum vulgare39352Common thymeType 1specificThymus vulgaris49992ParsleyType 1specificPetroselinum crispum4043Sweet basilType 1specificOcimum basilicum39350TarragonType 1specificArtemisia dracunculus72341anti bacterial145A substance that kills or slows the growth of bacteria.anti feedant275anti inflammatory370A substance that reduces or suppresses inflammation.anti peroxidant519antioxidant502A 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.aphidifuge701Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.cancer preventive754A substance that inhibits or prevents the proliferation of neoplasms.expectorant925Any substance introduced into a living organism with therapeutic or diagnostic purpose.juvabional1058pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.