1.0 2010-04-08 22:07:11 UTC 2025-11-18 23:02:06 UTC FDB006540 Quercetin 3-O-methyl-ether Quercetin 3-methyl ether, also known as 3',4',5,7-tetrahydroxy-3-methoxyflavone or isorhamnetin, is a member of the class of compounds known as 3-o-methylated flavonoids. 3-o-methylated flavonoids are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, quercetin 3-methyl ether is considered to be a flavonoid lipid molecule. Quercetin 3-methyl ether is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Quercetin 3-methyl ether can be synthesized from quercetin. Quercetin 3-methyl ether can also be synthesized into 3-O-methylquercetin 7-O-beta-glucopyranosyl-4'-O-beta-D-glucopyranoside. Quercetin 3-methyl ether can be found in common bean, which makes quercetin 3-methyl ether a potential biomarker for the consumption of this food product. C16H12O7 316.2623 316.058302738 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-chromen-4-one quercetin 3-methyl ether 1486-70-0 COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC(O)=C(O)C=C1 InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3 WEPBGSIAWZTEJR-UHFFFAOYSA-N belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. 3-O-methylated flavonoids Organic compounds Phenylpropanoids and polyketides Flavonoids O-methylated flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3'-hydroxyflavonoids 3-methoxychromones 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Benzene and substituted derivatives Catechols Flavones Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Oxacyclic compounds Pyranones and derivatives Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3'-hydroxyflavonoid 3-methoxychromone 3-methoxyflavonoid-skeleton 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Catechol Chromone Ether Flavone Heteroaromatic compound Hydrocarbon derivative Hydroxyflavonoid Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Pyran Pyranone Vinylogous acid Flavones and Flavonols flavonols monomethoxyflavone tetrahydroxyflavone logp 2.68 ALOGPS logs -3.37 ALOGPS solubility 1.35e-01 g/l ALOGPS logp 2.27 ChemAxon pka_strongest_acidic 6.38 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-chromen-4-one ChemAxon average_mass 316.2623 ChemAxon mono_mass 316.058302738 ChemAxon smiles COC1=C(OC2=CC(O)=CC(O)=C2C1=O)C1=CC(O)=C(O)C=C1 ChemAxon formula C16H12O7 ChemAxon inchi InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3 ChemAxon inchikey WEPBGSIAWZTEJR-UHFFFAOYSA-N ChemAxon polar_surface_area 116.45 ChemAxon refractivity 81.61 ChemAxon polarizability 30.49 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 51477 Specdb::MsMs 51478 Specdb::MsMs 51479 Specdb::MsMs 168339 Specdb::MsMs 168340 Specdb::MsMs 168341 Specdb::CMs 91908 Common bean Type 1 specific Phaseolus vulgaris 3885 Anti histaminic 331 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-rhinoviral 588 A substance that destroys or inhibits replication of viruses. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. 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.