1.0 2010-04-08 22:09:12 UTC 2025-11-18 23:20:46 UTC FDB010598 4,5-Epoxy-11(13)-guaien-12,8-olide Constituent of Inula helenium (elecampane). 4,5-Epoxy-11(13)-guaien-12,8-olide is found in herbs and spices. 4,5-Epoxy-11(13)-guaien-12,8-olide 4alpha,5alpha-Epoxy-10alpha,14H-inuviscolide C15H20O3 248.3175 248.141244506 9,13-dimethyl-4-methylidene-6,14-dioxatetracyclo[8.4.0.0¹,¹³.0³,⁷]tetradecan-5-one 9,13-dimethyl-4-methylidene-6,14-dioxatetracyclo[8.4.0.0¹,¹³.0³,⁷]tetradecan-5-one 68776-54-5 CC1CC2OC(=O)C(=C)C2CC23OC2(C)CCC13 InChI=1S/C15H20O3/c1-8-6-12-10(9(2)13(16)17-12)7-15-11(8)4-5-14(15,3)18-15/h8,10-12H,2,4-7H2,1,3H3 AIHKZOVNPAYCEL-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 Dialkyl ethers Enoate esters Epoxides Gamma butyrolactones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Sesquiterpenoids Tetrahydrofurans Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Enoate ester Ether Gamma butyrolactone Guaianolide-skeleton Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxirane Sesquiterpenoid Tetrahydrofuran logp 2.39 ALOGPS logs -3.38 ALOGPS solubility 1.03e-01 g/l ALOGPS logp 2.54 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 9,13-dimethyl-4-methylidene-6,14-dioxatetracyclo[8.4.0.0¹,¹³.0³,⁷]tetradecan-5-one ChemAxon average_mass 248.3175 ChemAxon mono_mass 248.141244506 ChemAxon smiles CC1CC2OC(=O)C(=C)C2CC23OC2(C)CCC13 ChemAxon formula C15H20O3 ChemAxon inchi InChI=1S/C15H20O3/c1-8-6-12-10(9(2)13(16)17-12)7-15-11(8)4-5-14(15,3)18-15/h8,10-12H,2,4-7H2,1,3H3 ChemAxon inchikey AIHKZOVNPAYCEL-UHFFFAOYSA-N ChemAxon polar_surface_area 38.83 ChemAxon refractivity 66.04 ChemAxon polarizability 27.4 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 7391 Specdb::MsMs 7392 Specdb::MsMs 7393 Specdb::MsMs 14063 Specdb::MsMs 14064 Specdb::MsMs 14065 Specdb::MsMs 2308326 Specdb::MsMs 2308327 Specdb::MsMs 2308328 Specdb::MsMs 2653826 Specdb::MsMs 2653827 Specdb::MsMs 2653828 Specdb::CMs 15396 Specdb::CMs 166333 HMDB32649 #<Reference:0x000055ce3238a0f8> Herbs and Spices Unknown generic