1.0 2010-04-08 22:05:07 UTC 2019-11-26 02:56:41 UTC FDB001826 Sonchuside A Sonchuside a is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Sonchuside a can be found in chicory and endive, which makes sonchuside a a potential biomarker for the consumption of these food products. (+)-Sonchuside A C21H32O8 412.474 412.209718 (3S,3aS,9S,11aS)-3,6,10-trimethyl-9-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2-one (3S,3aS,9S,11aS)-3,6,10-trimethyl-9-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2-one 111618-82-7 [H][C@@]12CC\C(C)=C/C[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(C)=C[C@@]1([H])OC(=O)[C@H]2C InChI=1S/C21H32O8/c1-10-4-6-13-12(3)20(26)27-15(13)8-11(2)14(7-5-10)28-21-19(25)18(24)17(23)16(9-22)29-21/h5,8,12-19,21-25H,4,6-7,9H2,1-3H3/b10-5-,11-8-/t12-,13-,14-,15+,16+,17+,18-,19+,21+/m0/s1 OWPORVMZZJAHEF-WCKHMKHCSA-N belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Germacranolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Acetals Carbonyl compounds Carboxylic acid esters Gamma butyrolactones Germacrane sesquiterpenoids Hexoses Hydrocarbon derivatives Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Terpene glycosides Tetrahydrofurans Acetal Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Gamma butyrolactone Germacrane sesquiterpenoid Germacranolide Glycosyl compound 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 Tetrahydrofuran logp 0.40 ALOGPS logs -2.38 ALOGPS solubility 1.71e+00 g/l ALOGPS logp 0.67 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic -3 ChemAxon iupac (3S,3aS,9S,11aS)-3,6,10-trimethyl-9-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-2-one ChemAxon average_mass 412.474 ChemAxon mono_mass 412.209718 ChemAxon smiles [H][C@@]12CC\C(C)=C/C[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(C)=C[C@@]1([H])OC(=O)[C@H]2C ChemAxon formula C21H32O8 ChemAxon inchi InChI=1S/C21H32O8/c1-10-4-6-13-12(3)20(26)27-15(13)8-11(2)14(7-5-10)28-21-19(25)18(24)17(23)16(9-22)29-21/h5,8,12-19,21-25H,4,6-7,9H2,1-3H3/b10-5-,11-8-/t12-,13-,14-,15+,16+,17+,18-,19+,21+/m0/s1 ChemAxon inchikey OWPORVMZZJAHEF-WCKHMKHCSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 104.07 ChemAxon polarizability 43.21 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 94011 Specdb::MsMs 94012 Specdb::MsMs 94013 Specdb::MsMs 157920 Specdb::MsMs 157921 Specdb::MsMs 157922 Chicory Type 1 specific Cichorium intybus 13427 Endive Type 1 specific Cichorium endivia 114280