1.0 2010-04-08 22:05:48 UTC 2025-11-18 22:52:33 UTC FDB003445 4-Epiisoinuviscolide Constituent of Inula helenium (elecampane). 4-Epiisoinuviscolide is found in herbs and spices. 4-Epiisoinuviscolide C15H20O3 248.3175 248.141244506 5-hydroxy-5,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one 5-hydroxy-5,8-dimethyl-3-methylidene-3aH,4H,4aH,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one CC1=CC2OC(=O)C(=C)C2CC2C1CCC2(C)O InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h6,10-13,17H,2,4-5,7H2,1,3H3 APMKESKZWHNIDJ-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 Tertiary 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 Sesquiterpenoid Tertiary alcohol Tetrahydrofuran logp 2.60 ALOGPS logs -2.54 ALOGPS solubility 7.24e-01 g/l ALOGPS melting_point Mp 147° logp 2.13 ChemAxon pka_strongest_acidic 19.78 ChemAxon pka_strongest_basic -0.71 ChemAxon iupac 5-hydroxy-5,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one ChemAxon average_mass 248.3175 ChemAxon mono_mass 248.141244506 ChemAxon smiles CC1=CC2OC(=O)C(=C)C2CC2C1CCC2(C)O ChemAxon formula C15H20O3 ChemAxon inchi InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h6,10-13,17H,2,4-5,7H2,1,3H3 ChemAxon inchikey APMKESKZWHNIDJ-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 68.87 ChemAxon polarizability 27.46 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13182 Specdb::CMs 42454 Specdb::CMs 131977 Specdb::CMs 139711 Specdb::MsMs 7004 Specdb::MsMs 7005 Specdb::MsMs 7006 Specdb::MsMs 7670 Specdb::MsMs 7671 Specdb::MsMs 7672 Specdb::MsMs 10640 Specdb::MsMs 10641 Specdb::MsMs 10642 Specdb::MsMs 13676 Specdb::MsMs 13677 Specdb::MsMs 13678 Specdb::MsMs 14342 Specdb::MsMs 14343 Specdb::MsMs 14344 Specdb::MsMs 17312 Specdb::MsMs 17313 Specdb::MsMs 17314 Specdb::MsMs 2264005 Specdb::MsMs 2264006 Specdb::MsMs 2264007 Specdb::MsMs 3075012 Specdb::MsMs 3075013 Specdb::MsMs 3075014 HMDB31378 #<Reference:0x000055ce307d2f18> Herbs and Spices Unknown generic