1.0 2010-04-08 22:10:48 UTC 2025-11-18 23:52:26 UTC FDB013584 Cynaratriol Constituent of Cynara cardunculus (cardoon) and Cynara scolymus (globe artichoke). Cynaratriol is found in many foods, some of which are cardoon, globe artichoke, green vegetables, and herbs and spices. 3,11,13-Trihydroxy-10(14)-guaien-12,6-olide Tipropidil C15H22O5 282.3322 282.146723814 3,8-dihydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-dodecahydroazuleno[4,5-b]furan-2-one 3,8-dihydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-octahydro-3aH-azuleno[4,5-b]furan-2-one 70894-20-1 CC1C(O)CC2C1C1OC(=O)C(O)(CO)C1CCC2=C InChI=1S/C15H22O5/c1-7-3-4-10-13(20-14(18)15(10,19)6-16)12-8(2)11(17)5-9(7)12/h8-13,16-17,19H,1,3-6H2,2H3 OHBHGGYGWZIWCX-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 Cyclic alcohols and derivatives Gamma butyrolactones Guaianes Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol 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 Secondary alcohol Sesquiterpenoid Tertiary alcohol Tetrahydrofuran logp 0.24 ALOGPS logs -1.22 ALOGPS solubility 1.71e+01 g/l ALOGPS melting_point Mp 178-179° logp -0.014 ChemAxon pka_strongest_acidic 11.36 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 3,8-dihydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-dodecahydroazuleno[4,5-b]furan-2-one ChemAxon average_mass 282.3322 ChemAxon mono_mass 282.146723814 ChemAxon smiles CC1C(O)CC2C1C1OC(=O)C(O)(CO)C1CCC2=C ChemAxon formula C15H22O5 ChemAxon inchi InChI=1S/C15H22O5/c1-7-3-4-10-13(20-14(18)15(10,19)6-16)12-8(2)11(17)5-9(7)12/h8-13,16-17,19H,1,3-6H2,2H3 ChemAxon inchikey OHBHGGYGWZIWCX-UHFFFAOYSA-N ChemAxon polar_surface_area 86.99 ChemAxon refractivity 71.06 ChemAxon polarizability 29.54 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24383 Specdb::CMs 44123 Specdb::CMs 154201 Specdb::MsMs 90450 Specdb::MsMs 90451 Specdb::MsMs 90452 Specdb::MsMs 153609 Specdb::MsMs 153610 Specdb::MsMs 153611 Specdb::MsMs 2292048 Specdb::MsMs 2292049 Specdb::MsMs 2292050 Specdb::MsMs 2646198 Specdb::MsMs 2646199 Specdb::MsMs 2646200 Specdb::NmrOneD 128788 Specdb::NmrOneD 128789 Specdb::NmrOneD 128790 Specdb::NmrOneD 128791 Specdb::NmrOneD 128792 Specdb::NmrOneD 128793 Specdb::NmrOneD 128794 Specdb::NmrOneD 128795 Specdb::NmrOneD 128796 Specdb::NmrOneD 128797 Specdb::NmrOneD 128798 Specdb::NmrOneD 128799 Specdb::NmrOneD 128800 Specdb::NmrOneD 128801 Specdb::NmrOneD 128802 Specdb::NmrOneD 128803 Specdb::NmrOneD 128804 Specdb::NmrOneD 128805 Specdb::NmrOneD 128806 Specdb::NmrOneD 128807 HMDB34983 Cardoon Type 1 specific Cynara cardunculus 4265 Globe artichoke Type 1 specific Cynara scolymus 59895 Green vegetables Unknown generic Herbs and Spices Unknown generic