1.0 2010-04-08 22:10:37 UTC 2019-11-26 03:08:12 UTC FDB013256 Isoamberboin Constituent of Cynara scolymus (artichoke). Isoamberboin is found in globe artichoke and green vegetables. Isoamberboin Maximolide C15H20O4 264.3169 264.136159128 4-hydroxy-3,9-dimethyl-6-methylidene-dodecahydroazuleno[4,5-b]furan-2,8-dione 4-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3H-azuleno[4,5-b]furan-2,8-dione 30825-69-5 CC1C2C3OC(=O)C(C)C3C(O)CC(=C)C2CC1=O InChI=1S/C15H20O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h7-9,11-14,17H,1,4-5H2,2-3H3 ZAPNUFCAIXITRW-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 Carboxylic acid esters Cyclic alcohols and derivatives Cyclic ketones Gamma butyrolactones Guaianes Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Secondary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Cyclic ketone Gamma butyrolactone Guaiane sesquiterpenoid Guaianolide-skeleton Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 0.07 ALOGPS logs -1.45 ALOGPS solubility 9.31e+00 g/l ALOGPS melting_point Mp 183° logp 1.01 ChemAxon pka_strongest_acidic 14.77 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 4-hydroxy-3,9-dimethyl-6-methylidene-dodecahydroazuleno[4,5-b]furan-2,8-dione ChemAxon average_mass 264.3169 ChemAxon mono_mass 264.136159128 ChemAxon smiles CC1C2C3OC(=O)C(C)C3C(O)CC(=C)C2CC1=O ChemAxon formula C15H20O4 ChemAxon inchi InChI=1S/C15H20O4/c1-6-4-11(17)13-8(3)15(18)19-14(13)12-7(2)10(16)5-9(6)12/h7-9,11-14,17H,1,4-5H2,2-3H3 ChemAxon inchikey ZAPNUFCAIXITRW-UHFFFAOYSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 68.63 ChemAxon polarizability 27.75 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11552 Specdb::CMs 44018 Specdb::CMs 137091 Specdb::CMs 144825 Specdb::MsMs 11756 Specdb::MsMs 11757 Specdb::MsMs 11758 Specdb::MsMs 18428 Specdb::MsMs 18429 Specdb::MsMs 18430 Specdb::MsMs 2846993 Specdb::MsMs 2846994 Specdb::MsMs 2846995 Specdb::MsMs 2862804 Specdb::MsMs 2862805 Specdb::MsMs 2862806 Specdb::NmrOneD 127358 Specdb::NmrOneD 127359 Specdb::NmrOneD 127360 Specdb::NmrOneD 127361 Specdb::NmrOneD 127362 Specdb::NmrOneD 127363 Specdb::NmrOneD 127364 Specdb::NmrOneD 127365 Specdb::NmrOneD 127366 Specdb::NmrOneD 127367 Specdb::NmrOneD 127368 Specdb::NmrOneD 127369 Specdb::NmrOneD 127370 Specdb::NmrOneD 127371 Specdb::NmrOneD 127372 Specdb::NmrOneD 127373 Specdb::NmrOneD 127374 Specdb::NmrOneD 127375 Specdb::NmrOneD 127376 Specdb::NmrOneD 127377 HMDB34719 #<Reference:0x00007f093c1408d8> Globe artichoke Type 1 specific Cynara scolymus 59895 Green vegetables Unknown generic