1.0 2010-04-08 22:12:44 UTC 2019-11-26 03:13:59 UTC FDB016944 Annuolide B Constituent of Helianthus annuus (sunflower). Annuolide B is found in fats and oils. Annuolide B C15H20O3 248.3175 248.141244506 9-(hydroxymethyl)-3-methyl-6-methylidene-2H,3H,3aH,4H,5H,6H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-2-one 9-(hydroxymethyl)-3-methyl-6-methylidene-3H,3aH,4H,5H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-2-one 152442-50-7 CC1C2CCC(=C)C3CC=C(CO)C3C2OC1=O InChI=1S/C15H20O3/c1-8-3-5-12-9(2)15(17)18-14(12)13-10(7-16)4-6-11(8)13/h4,9,11-14,16H,1,3,5-7H2,2H3 PTSCCEBQBSUFRX-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 Carboxylic acid esters Gamma butyrolactones Guaianes Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Primary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid 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 2.13 ALOGPS logs -2.47 ALOGPS solubility 8.44e-01 g/l ALOGPS logp 1.59 ChemAxon pka_strongest_acidic 15.15 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 9-(hydroxymethyl)-3-methyl-6-methylidene-2H,3H,3aH,4H,5H,6H,6aH,7H,9aH,9bH-azuleno[4,5-b]furan-2-one ChemAxon average_mass 248.3175 ChemAxon mono_mass 248.141244506 ChemAxon smiles CC1C2CCC(=C)C3CC=C(CO)C3C2OC1=O ChemAxon formula C15H20O3 ChemAxon inchi InChI=1S/C15H20O3/c1-8-3-5-12-9(2)15(17)18-14(12)13-10(7-16)4-6-11(8)13/h4,9,11-14,16H,1,3,5-7H2,2H3 ChemAxon inchikey PTSCCEBQBSUFRX-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 69.02 ChemAxon polarizability 27.45 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25021 Specdb::CMs 45558 Specdb::CMs 133493 Specdb::CMs 141227 Specdb::MsMs 87210 Specdb::MsMs 87211 Specdb::MsMs 87212 Specdb::MsMs 149661 Specdb::MsMs 149662 Specdb::MsMs 149663 Specdb::MsMs 2417125 Specdb::MsMs 2417126 Specdb::MsMs 2417127 Specdb::MsMs 2549350 Specdb::MsMs 2549351 Specdb::MsMs 2549352 HMDB37800 #<Reference:0x000055ce315fff28> Fats and oils Unknown generic