1.0 2010-04-08 22:11:49 UTC 2025-11-19 00:54:37 UTC FDB015383 Annuolide C Constituent of Helianthus annuus (sunflower). Annuolide C is found in fats and oils. 9-Hydroxycyclocostunolide Annuolide C C15H18O3 246.3016 246.125594442 5-hydroxy-3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one 5-hydroxy-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one 152442-49-4 OC1CC2C(OC(=O)C2=C)C2C(CCC2=C)C1=C InChI=1S/C15H18O3/c1-7-4-5-10-8(2)12(16)6-11-9(3)15(17)18-14(11)13(7)10/h10-14,16H,1-6H2 XYWIETPXXWYOFO-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 Cyclic alcohols and derivatives Enoate esters Gamma butyrolactones Guaianes Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol 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 Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 1.56 ALOGPS logs -2.35 ALOGPS solubility 1.11e+00 g/l ALOGPS logp 1.84 ChemAxon pka_strongest_acidic 14.6 ChemAxon pka_strongest_basic -3 ChemAxon iupac 5-hydroxy-3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one ChemAxon average_mass 246.3016 ChemAxon mono_mass 246.125594442 ChemAxon smiles OC1CC2C(OC(=O)C2=C)C2C(CCC2=C)C1=C ChemAxon formula C15H18O3 ChemAxon inchi InChI=1S/C15H18O3/c1-7-4-5-10-8(2)12(16)6-11-9(3)15(17)18-14(11)13(7)10/h10-14,16H,1-6H2 ChemAxon inchikey XYWIETPXXWYOFO-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 67.49 ChemAxon polarizability 26.62 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23880 Specdb::CMs 44890 Specdb::CMs 134621 Specdb::CMs 142355 Specdb::MsMs 85737 Specdb::MsMs 85738 Specdb::MsMs 85739 Specdb::MsMs 147876 Specdb::MsMs 147877 Specdb::MsMs 147878 Specdb::MsMs 2344436 Specdb::MsMs 2344437 Specdb::MsMs 2344438 Specdb::MsMs 2590816 Specdb::MsMs 2590817 Specdb::MsMs 2590818 HMDB36488 #<Reference:0x000055ce326461c0> Fats and oils Unknown generic