1.0 2010-04-08 22:10:13 UTC 2019-11-26 03:06:56 UTC FDB012515 (R)-Kawain Found in the roots of kava (Piper methysticum). FDA advises against use of kava in food due to potential risk of severe liver damage (2002) (+)-kavain 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (+)- 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-styryl-, (R)- (VAN) 5,6-dihydro-4-Methoxy-6-styryl-(+)-2H-pyran-2-one DL-Kavain Gonosan Kavain Kavain, DL- Kawain C14H14O3 230.2592 230.094294314 4-methoxy-6-[(Z)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one 4-methoxy-6-[(Z)-2-phenylethenyl]-5,6-dihydropyran-2-one 500-64-1 COC1=CC(=O)OC(C1)\C=C/C1=CC=CC=C1 InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3/b8-7- XEAQIWGXBXCYFX-FPLPWBNLSA-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 Carbonyl compounds Dihydropyranones Enoate esters Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Styrenes Vinylogous esters Alpha,beta-unsaturated carboxylic ester Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dihydropyranone Enoate ester Hydrocarbon derivative Kavalactone Lactone Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Styrene Vinylogous ester logp 2.96 ALOGPS logs -3.60 ALOGPS solubility 5.73e-02 g/l ALOGPS melting_point Mp 106° (110°) logp 2.43 ChemAxon pka_strongest_acidic 16.54 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 4-methoxy-6-[(Z)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one ChemAxon average_mass 230.2592 ChemAxon mono_mass 230.094294314 ChemAxon smiles COC1=CC(=O)OC(C1)\C=C/C1=CC=CC=C1 ChemAxon formula C14H14O3 ChemAxon inchi InChI=1S/C14H14O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-8,10,12H,9H2,1H3/b8-7- ChemAxon inchikey XEAQIWGXBXCYFX-FPLPWBNLSA-N ChemAxon polar_surface_area 35.53 ChemAxon refractivity 67.36 ChemAxon polarizability 24.61 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25874 Specdb::CMs 135534 Specdb::CMs 143268 Specdb::MsMs 323344 Specdb::MsMs 323345 Specdb::MsMs 323346 Specdb::MsMs 371473 Specdb::MsMs 371474 Specdb::MsMs 371475 Specdb::MsMs 2705417 Specdb::MsMs 2705418 Specdb::MsMs 2705419 Specdb::MsMs 3003151 Specdb::MsMs 3003152 Specdb::MsMs 3003153 HMDB34212 #<Reference:0x000055ce31fa94c0> #<Reference:0x000055ce31fa9290> Beverages Unknown generic