1.0 2010-04-08 22:13:31 UTC 2019-11-26 03:15:45 UTC FDB018130 5,6-Dihydro-11-methoxyyangonin Isolated from Piper methysticum (kava). FDA advises against use of kava in food due to potential risk of severe liver damage (2002). 5,6-Dihydro-11-methoxyyangonin is found in beverages. 5,6-Dihydro-11-methoxyyangonin C16H18O5 290.3111 290.115423686 6-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one 6-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxy-5,6-dihydropyran-2-one COC1=CC(=O)OC(C1)\C=C/C1=CC(OC)=C(OC)C=C1 InChI=1S/C16H18O5/c1-18-13-9-12(21-16(17)10-13)6-4-11-5-7-14(19-2)15(8-11)20-3/h4-8,10,12H,9H2,1-3H3/b6-4- FISBBPCLKKQWQA-XQRVVYSFSA-N belongs to the class of organic compounds known as kavalactones. These are lactones, which is structurally characterized by a benzene ring and a pyranone moiety, linked to each other to form a 4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one skeleton. Kavalactones Organic compounds Phenylpropanoids and polyketides Kavalactones Aromatic heteromonocyclic compounds Alkyl aryl ethers Anisoles Carbonyl compounds Dihydropyranones Dimethoxybenzenes Enoate esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Phenoxy compounds Styrenes Vinylogous esters Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Anisole Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dihydropyranone Dimethoxybenzene Enoate ester Ether Hydrocarbon derivative Kavalactone Lactone Methoxybenzene Monocarboxylic acid or derivatives Monocyclic benzene moiety O-dimethoxybenzene Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol ether Phenoxy compound Pyran Styrene Vinylogous ester logp 2.75 ALOGPS logs -3.99 ALOGPS solubility 2.96e-02 g/l ALOGPS logp 2.12 ChemAxon pka_strongest_acidic 16.54 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 6-[(Z)-2-(3,4-dimethoxyphenyl)ethenyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one ChemAxon average_mass 290.3111 ChemAxon mono_mass 290.115423686 ChemAxon smiles COC1=CC(=O)OC(C1)\C=C/C1=CC(OC)=C(OC)C=C1 ChemAxon formula C16H18O5 ChemAxon inchi InChI=1S/C16H18O5/c1-18-13-9-12(21-16(17)10-13)6-4-11-5-7-14(19-2)15(8-11)20-3/h4-8,10,12H,9H2,1-3H3/b6-4- ChemAxon inchikey FISBBPCLKKQWQA-XQRVVYSFSA-N ChemAxon polar_surface_area 53.99 ChemAxon refractivity 80.28 ChemAxon polarizability 30.27 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10636 Specdb::CMs 159390 Specdb::MsMs 57210 Specdb::MsMs 57211 Specdb::MsMs 57212 Specdb::MsMs 112818 Specdb::MsMs 112819 Specdb::MsMs 112820 Specdb::MsMs 2739853 Specdb::MsMs 2739854 Specdb::MsMs 2739855 Specdb::MsMs 2938884 Specdb::MsMs 2938885 Specdb::MsMs 2938886 HMDB38722 #<Reference:0x000055ce316b7128> Beverages Unknown generic