1.0 2010-04-08 22:14:56 UTC 2019-11-26 03:18:44 UTC FDB020300 Cynaroside A Constituent of Cynara cardunculus (cardoon). Cynaroside A is found in herbs and spices. Cynaroside A C21H32O10 444.4728 444.199547244 3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one 3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydro-3aH-azuleno[4,5-b]furan-2-one 117804-06-5 CC1C(CC2C1C1OC(=O)C(O)(CO)C1CCC2=C)OC1OC(CO)C(O)C(O)C1O InChI=1S/C21H32O10/c1-8-3-4-11-18(31-20(27)21(11,28)7-23)14-9(2)12(5-10(8)14)29-19-17(26)16(25)15(24)13(6-22)30-19/h9-19,22-26,28H,1,3-7H2,2H3 MVSPYXAIGOWGGA-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 Acetals Carbonyl compounds Carboxylic acid esters Gamma butyrolactones Guaianes Hexoses Hydrocarbon derivatives Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Terpene glycosides Tertiary alcohols Tetrahydrofurans Acetal Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Gamma butyrolactone Glycosyl compound Guaiane sesquiterpenoid Guaianolide-skeleton Hexose monosaccharide Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Sesquiterpenoid Terpene glycoside Tertiary alcohol Tetrahydrofuran logp -1.39 ALOGPS logs -1.57 ALOGPS solubility 1.20e+01 g/l ALOGPS logp -1.8 ChemAxon pka_strongest_acidic 11.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-8-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one ChemAxon average_mass 444.4728 ChemAxon mono_mass 444.199547244 ChemAxon smiles CC1C(CC2C1C1OC(=O)C(O)(CO)C1CCC2=C)OC1OC(CO)C(O)C(O)C1O ChemAxon formula C21H32O10 ChemAxon inchi InChI=1S/C21H32O10/c1-8-3-4-11-18(31-20(27)21(11,28)7-23)14-9(2)12(5-10(8)14)29-19-17(26)16(25)15(24)13(6-22)30-19/h9-19,22-26,28H,1,3-7H2,2H3 ChemAxon inchikey MVSPYXAIGOWGGA-UHFFFAOYSA-N ChemAxon polar_surface_area 166.14 ChemAxon refractivity 103.47 ChemAxon polarizability 45.43 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13393 Specdb::CMs 46817 Specdb::CMs 166107 Specdb::NmrOneD 41142 Specdb::NmrOneD 41143 Specdb::NmrOneD 41144 Specdb::NmrOneD 41145 Specdb::NmrOneD 41146 Specdb::NmrOneD 41147 Specdb::NmrOneD 41148 Specdb::NmrOneD 41149 Specdb::NmrOneD 41150 Specdb::NmrOneD 41151 Specdb::NmrOneD 41152 Specdb::NmrOneD 41153 Specdb::NmrOneD 41154 Specdb::NmrOneD 41155 Specdb::NmrOneD 41156 Specdb::NmrOneD 41157 Specdb::NmrOneD 41158 Specdb::NmrOneD 41159 Specdb::NmrOneD 41160 Specdb::NmrOneD 41161 Specdb::MsMs 295462 Specdb::MsMs 295463 Specdb::MsMs 295464 Specdb::MsMs 336463 Specdb::MsMs 336464 Specdb::MsMs 336465 Specdb::MsMs 2430700 Specdb::MsMs 2430701 Specdb::MsMs 2430702 Specdb::MsMs 2508961 Specdb::MsMs 2508962 Specdb::MsMs 2508963 HMDB40532 #<Reference:0x000055ce327903c8> Herbs and Spices Unknown generic