1.0 2010-04-08 22:09:46 UTC 2019-11-26 03:05:13 UTC FDB011667 (R)-Methysticin Found in kava (Piper methysticum). FDA advises against use of kava in food due to potential risk of severe liver damage (2002) (+)-methysticin Kavahin Kavatin Methysticin C15H14O5 274.2687 274.084123558 6-[(Z)-2-(2H-1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one 6-[(Z)-2-(2H-1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-5,6-dihydropyran-2-one 495-85-2 COC1=CC(=O)OC(C1)\C=C/C1=CC2=C(OCO2)C=C1 InChI=1S/C15H14O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h2-6,8,11H,7,9H2,1H3/b4-2- GTEXBOVBADJOQH-RQOWECAXSA-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 heteropolycyclic compounds Acetals Benzodioxoles Carbonyl compounds Dihydropyranones Enoate esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Styrenes Vinylogous esters Acetal Alpha,beta-unsaturated carboxylic ester Aromatic heteropolycyclic compound Benzenoid Benzodioxole Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dihydropyranone Enoate ester Hydrocarbon derivative Kavalactone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Styrene Vinylogous ester logp 2.06 ALOGPS logs -3.48 ALOGPS solubility 9.12e-02 g/l ALOGPS melting_point Mp 139-140.5° logp 2.06 ChemAxon pka_strongest_acidic 16.54 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac 6-[(Z)-2-(2H-1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one ChemAxon average_mass 274.2687 ChemAxon mono_mass 274.084123558 ChemAxon smiles COC1=CC(=O)OC(C1)\C=C/C1=CC2=C(OCO2)C=C1 ChemAxon formula C15H14O5 ChemAxon inchi InChI=1S/C15H14O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h2-6,8,11H,7,9H2,1H3/b4-2- ChemAxon inchikey GTEXBOVBADJOQH-RQOWECAXSA-N ChemAxon polar_surface_area 53.99 ChemAxon refractivity 73.12 ChemAxon polarizability 27.87 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13551 Specdb::CMs 134819 Specdb::CMs 142553 Specdb::MsMs 295846 Specdb::MsMs 295847 Specdb::MsMs 295848 Specdb::MsMs 336997 Specdb::MsMs 336998 Specdb::MsMs 336999 Specdb::MsMs 2436124 Specdb::MsMs 2436125 Specdb::MsMs 2436126 Specdb::MsMs 2526066 Specdb::MsMs 2526067 Specdb::MsMs 2526068 HMDB33590 #<Reference:0x000055ce31d08fe0> #<Reference:0x000055ce31d08e28> Beverages Unknown generic