1.0 2010-04-08 22:09:54 UTC 2025-11-18 23:32:15 UTC FDB011936 3',4',5,7-Tetrahydroxyflavanone Eriodictyol, 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, 9CI Huazhongilexone C15H12O6 288.255 288.063388106 (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one eriodictyol 4049-38-1 OC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(O)C=C1 InChI=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,6H2 SBHXYTNGIZCORC-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. Flavanones Organic compounds Phenylpropanoids and polyketides Flavonoids Flavans Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Aryl alkyl ketones Benzene and substituted derivatives Catechols Chromones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Catechol Chromane Chromone Ether Flavanone Hydrocarbon derivative Hydroxyflavonoid Ketone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Vinylogous acid 3'-hydroxyflavanones Flavanones flavanones tetrahydroxyflavanone logp 2.15 ALOGPS logs -2.90 ALOGPS solubility 3.66e-01 g/l ALOGPS logp 2.53 ChemAxon pka_strongest_acidic 7.85 ChemAxon pka_strongest_basic -5 ChemAxon iupac (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 288.255 ChemAxon mono_mass 288.063388106 ChemAxon smiles OC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC(O)=C(O)C=C1 ChemAxon formula C15H12O6 ChemAxon inchi InChI=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,6H2 ChemAxon inchikey SBHXYTNGIZCORC-UHFFFAOYSA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 73.27 ChemAxon polarizability 27.33 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16521 Specdb::CMs 38901 Specdb::CMs 102694 Specdb::CMs 102695 Specdb::CMs 172021 Specdb::NmrOneD 317681 Specdb::NmrOneD 317682 Specdb::NmrOneD 317683 Specdb::NmrOneD 317684 Specdb::NmrOneD 317685 Specdb::NmrOneD 317686 Specdb::NmrOneD 317687 Specdb::NmrOneD 317688 Specdb::NmrOneD 317689 Specdb::NmrOneD 317690 Specdb::NmrOneD 317691 Specdb::NmrOneD 317692 Specdb::NmrOneD 317693 Specdb::NmrOneD 317694 Specdb::NmrOneD 317695 Specdb::NmrOneD 317696 Specdb::NmrOneD 317697 Specdb::NmrOneD 317698 Specdb::NmrOneD 317699 Specdb::NmrOneD 317700 Specdb::MsMs 71934 Specdb::MsMs 71935 Specdb::MsMs 71936 Specdb::MsMs 130716 Specdb::MsMs 130717 Specdb::MsMs 130718 Specdb::MsMs 285775 Specdb::MsMs 285776 Specdb::MsMs 285777 Specdb::MsMs 285778 Specdb::MsMs 285779 Specdb::MsMs 285780 Specdb::MsMs 373831 Specdb::MsMs 373832 Specdb::MsMs 373833 Specdb::MsMs 373834 Specdb::MsMs 373835 Specdb::MsMs 373836 Specdb::MsMs 438936 Specdb::MsMs 438937 Specdb::MsMs 438938 Specdb::MsMs 438939 Specdb::MsMs 439134 Specdb::MsMs 447839 Specdb::MsMs 447840 HMDB0005810 Common oregano Type 1 specific Origanum vulgare 39352 Common thyme Type 1 specific Thymus vulgaris 49992 Parsley Type 1 specific Petroselinum crispum 4043 Sweet basil Type 1 specific Ocimum basilicum 39350 Tarragon Type 1 specific Artemisia dracunculus 72341 Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti feedant 275 Anti peroxidant 519 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-oxidant 502 A 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. Aphidifuge 701 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Expectorant 925 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Juvabional 1058 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.