1.0 2010-04-08 22:10:56 UTC 2019-11-26 03:09:10 UTC FDB013852 Bakkenolide B Constituent of Petasites japonicus (sweet coltsfoot). Bakkenolide B is found in giant butterbur and green vegetables. Bakkenolide B Fukinolide Petasilide C22H30O6 390.47 390.204238692 3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-2-methylbut-2-enoate 3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-hexahydro-1H-spiro[indene-2,3'-oxolane]-4-yl (2E)-2-methylbut-2-enoate 18455-98-6 C\C=C(/C)C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O InChI=1S/C22H30O6/c1-7-12(2)19(24)28-16-9-8-13(3)21(6)11-22(14(4)10-26-20(22)25)18(17(16)21)27-15(5)23/h7,13,16-18H,4,8-11H2,1-3,5-6H3/b12-7+ AVAGQVZSHJYDED-KPKJPENVSA-N belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Terpene lactones Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Carbonyl compounds Enoate esters Fatty acid esters Gamma butyrolactones Hydrocarbon derivatives Organic oxides Oxacyclic compounds Sesquiterpenoids Tetrahydrofurans Tricarboxylic acids and derivatives Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Enoate ester Fatty acid ester Fatty acyl Gamma butyrolactone Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Sesquiterpenoid Terpene lactone Tetrahydrofuran Tricarboxylic acid or derivatives logp 3.59 ALOGPS logs -4.84 ALOGPS solubility 5.58e-03 g/l ALOGPS melting_point Mp 101-102° logp 3.51 ChemAxon pka_strongest_basic -6.5 ChemAxon iupac 3-(acetyloxy)-7,7a-dimethyl-4'-methylidene-2'-oxo-octahydrospiro[indene-2,3'-oxolane]-4-yl (2E)-2-methylbut-2-enoate ChemAxon average_mass 390.47 ChemAxon mono_mass 390.204238692 ChemAxon smiles C\C=C(/C)C(=O)OC1CCC(C)C2(C)CC3(C(OC(C)=O)C12)C(=C)COC3=O ChemAxon formula C22H30O6 ChemAxon inchi InChI=1S/C22H30O6/c1-7-12(2)19(24)28-16-9-8-13(3)21(6)11-22(14(4)10-26-20(22)25)18(17(16)21)27-15(5)23/h7,13,16-18H,4,8-11H2,1-3,5-6H3/b12-7+ ChemAxon inchikey AVAGQVZSHJYDED-KPKJPENVSA-N ChemAxon polar_surface_area 78.9 ChemAxon refractivity 102.47 ChemAxon polarizability 41.31 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 48051 Specdb::MsMs 48052 Specdb::MsMs 48053 Specdb::MsMs 169935 Specdb::MsMs 169936 Specdb::MsMs 169937 Giant butterbur Type 1 specific Petasites japonicus 186965 Green vegetables Unknown generic