1.0 2010-04-08 22:13:45 UTC 2019-11-26 03:16:15 UTC FDB018507 8beta-Angeloyloxy-15-hydroxy-1alpha,10R-dimethoxy-3-oxo-11(13)-germacren-12,6alpha-olide Constituent of Helianthus annuus (sunflower). 8beta-Angeloyloxy-15-hydroxy-1alpha,10R-dimethoxy-3-oxo-11(13)-germacren-12,6alpha-olide is found in fats and oils. 8b-Angeloyloxy-15-hydroxy-1a,10R-dimethoxy-3-oxo-11(13)-germacren-12,6a-olide C22H32O8 424.4847 424.209718 10-(hydroxymethyl)-6,7-dimethoxy-6-methyl-3-methylidene-2,9-dioxo-dodecahydrocyclodeca[b]furan-4-yl (2E)-2-methylbut-2-enoate 10-(hydroxymethyl)-6,7-dimethoxy-6-methyl-3-methylidene-2,9-dioxo-octahydrocyclodeca[b]furan-4-yl (2E)-2-methylbut-2-enoate COC1CC(=O)C(CO)CC2OC(=O)C(=C)C2C(CC1(C)OC)OC(=O)C(\C)=C\C InChI=1S/C22H32O8/c1-7-12(2)20(25)30-17-10-22(4,28-6)18(27-5)9-15(24)14(11-23)8-16-19(17)13(3)21(26)29-16/h7,14,16-19,23H,3,8-11H2,1-2,4-6H3/b12-7+ LOQBOYSPYWSYGO-KPKJPENVSA-N belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Germacranolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Cyclic ketones Cyclitols and derivatives Dialkyl ethers Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Gamma butyrolactones Germacrane sesquiterpenoids Hydrocarbon 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 Cyclic ketone Cyclitol or derivatives Dialkyl ether Dicarboxylic acid or derivatives Enoate ester Ether Fatty acid ester Fatty acyl Gamma butyrolactone Germacrane sesquiterpenoid Germacranolide Hydrocarbon derivative Ketone Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Sesquiterpenoid Tetrahydrofuran logp 1.42 ALOGPS logs -3.12 ALOGPS solubility 3.22e-01 g/l ALOGPS logp 2.04 ChemAxon pka_strongest_acidic 15.13 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 10-(hydroxymethyl)-6,7-dimethoxy-6-methyl-3-methylidene-2,9-dioxo-dodecahydrocyclodeca[b]furan-4-yl (2E)-2-methylbut-2-enoate ChemAxon average_mass 424.4847 ChemAxon mono_mass 424.209718 ChemAxon smiles COC1CC(=O)C(CO)CC2OC(=O)C(=C)C2C(CC1(C)OC)OC(=O)C(\C)=C\C ChemAxon formula C22H32O8 ChemAxon inchi InChI=1S/C22H32O8/c1-7-12(2)20(25)30-17-10-22(4,28-6)18(27-5)9-15(24)14(11-23)8-16-19(17)13(3)21(26)29-16/h7,14,16-19,23H,3,8-11H2,1-2,4-6H3/b12-7+ ChemAxon inchikey LOQBOYSPYWSYGO-KPKJPENVSA-N ChemAxon polar_surface_area 108.36 ChemAxon refractivity 108.67 ChemAxon polarizability 43.96 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18347 Specdb::CMs 46203 Specdb::CMs 135659 Specdb::CMs 143393 Specdb::MsMs 59958 Specdb::MsMs 59959 Specdb::MsMs 59960 Specdb::MsMs 116199 Specdb::MsMs 116200 Specdb::MsMs 116201 Specdb::MsMs 2704124 Specdb::MsMs 2704125 Specdb::MsMs 2704126 Specdb::MsMs 3002044 Specdb::MsMs 3002045 Specdb::MsMs 3002046 HMDB39013 #<Reference:0x000055ce2ea34128> Fats and oils Unknown generic