1.0 2010-04-08 22:10:32 UTC 2019-11-26 03:08:00 UTC FDB013122 Annuolide G Constituent of Helianthus annuus (sunflower). Annuolide G is found in fats and oils. Annuolide G C20H26O5 346.4174 346.178023942 6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl (2E)-2-methylbut-2-enoate 6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3aH,4H,5H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl (2E)-2-methylbut-2-enoate C\C=C(/C)C(=O)OC1CC(C)(O)C2CC=C(C)C2C2OC(=O)C(=C)C12 InChI=1S/C20H26O5/c1-6-10(2)18(21)24-14-9-20(5,23)13-8-7-11(3)15(13)17-16(14)12(4)19(22)25-17/h6-7,13-17,23H,4,8-9H2,1-3,5H3/b10-6+ CSBHDWDGNXOEPU-UXBLZVDNSA-N belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Guaianolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Carbonyl compounds Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Gamma butyrolactones Guaianes Hydrocarbon derivatives Organic oxides Oxacyclic compounds Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Fatty acyl Gamma butyrolactone Guaiane sesquiterpenoid Guaianolide-skeleton Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Sesquiterpenoid Tertiary alcohol Tetrahydrofuran logp 2.68 ALOGPS logs -3.11 ALOGPS solubility 2.66e-01 g/l ALOGPS logp 2.84 ChemAxon pka_strongest_acidic 14.67 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl (2E)-2-methylbut-2-enoate ChemAxon average_mass 346.4174 ChemAxon mono_mass 346.178023942 ChemAxon smiles C\C=C(/C)C(=O)OC1CC(C)(O)C2CC=C(C)C2C2OC(=O)C(=C)C12 ChemAxon formula C20H26O5 ChemAxon inchi InChI=1S/C20H26O5/c1-6-10(2)18(21)24-14-9-20(5,23)13-8-7-11(3)15(13)17-16(14)12(4)19(22)25-17/h6-7,13-17,23H,4,8-9H2,1-3,5H3/b10-6+ ChemAxon inchikey CSBHDWDGNXOEPU-UXBLZVDNSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 94.31 ChemAxon polarizability 37.72 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25612 Specdb::CMs 43950 Specdb::CMs 160867 Specdb::MsMs 102924 Specdb::MsMs 102925 Specdb::MsMs 102926 Specdb::MsMs 168825 Specdb::MsMs 168826 Specdb::MsMs 168827 Specdb::MsMs 2730151 Specdb::MsMs 2730152 Specdb::MsMs 2730153 Specdb::MsMs 2975840 Specdb::MsMs 2975841 Specdb::MsMs 2975842 HMDB34605 #<Reference:0x000055ce322400f8> Fats and oils Unknown generic