1.0 2010-04-08 22:12:44 UTC 2025-11-19 01:51:04 UTC FDB016945 Annuolide A Constituent of Helianthus annuus (sunflower). Annuolide A is found in fats and oils. 15-Hydroxy-3,10(14),11(13)-guaiatrien-12,6-olide Annuolide A C15H18O3 246.3016 246.125594442 9-(hydroxymethyl)-3,6-dimethylidene-2H,3H,3aH,4H,5H,6H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-2-one 9-(hydroxymethyl)-3,6-dimethylidene-3aH,4H,5H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-2-one 152442-48-3 OCC1=CCC2C1C1OC(=O)C(=C)C1CCC2=C InChI=1S/C15H18O3/c1-8-3-5-12-9(2)15(17)18-14(12)13-10(7-16)4-6-11(8)13/h4,11-14,16H,1-3,5-7H2 XIKLPPAERLRBPO-UHFFFAOYSA-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 Enoate esters Gamma butyrolactones Guaianes Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Primary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Enoate ester Gamma butyrolactone Guaiane sesquiterpenoid Guaianolide-skeleton Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Sesquiterpenoid Tetrahydrofuran logp 1.93 ALOGPS logs -2.44 ALOGPS solubility 8.96e-01 g/l ALOGPS logp 1.74 ChemAxon pka_strongest_acidic 15.15 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 9-(hydroxymethyl)-3,6-dimethylidene-2H,3H,3aH,4H,5H,6H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-2-one ChemAxon average_mass 246.3016 ChemAxon mono_mass 246.125594442 ChemAxon smiles OCC1=CCC2C1C1OC(=O)C(=C)C1CCC2=C ChemAxon formula C15H18O3 ChemAxon inchi InChI=1S/C15H18O3/c1-8-3-5-12-9(2)15(17)18-14(12)13-10(7-16)4-6-11(8)13/h4,11-14,16H,1-3,5-7H2 ChemAxon inchikey XIKLPPAERLRBPO-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 68.82 ChemAxon polarizability 26.69 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17758 Specdb::CMs 45559 Specdb::CMs 153172 Specdb::MsMs 53184 Specdb::MsMs 53185 Specdb::MsMs 53186 Specdb::MsMs 155031 Specdb::MsMs 155032 Specdb::MsMs 155033 Specdb::MsMs 2668282 Specdb::MsMs 2668283 Specdb::MsMs 2668284 Specdb::MsMs 3013145 Specdb::MsMs 3013146 Specdb::MsMs 3013147 HMDB37801 #<Reference:0x000055ce302e13d8> Fats and oils Unknown generic