1.0 2010-04-08 22:05:07 UTC 2019-11-26 02:56:40 UTC FDB001805 Cichorioside M Cichorioside m is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Cichorioside m can be found in endive, which makes cichorioside m a potential biomarker for the consumption of this food product. (+)-Cichorioside M C21H32O9 428.4734 428.204632622 (3S,3aS,4R,7S,11aS)-4-hydroxy-3,6,10-trimethyl-7-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H,3H,3aH,4H,7H,8H,11H,11aH-cyclodeca[b]furan-2-one (3S,3aS,4R,7S,11aS)-4-hydroxy-3,6,10-trimethyl-7-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H,3aH,4H,7H,8H,11H,11aH-cyclodeca[b]furan-2-one 1086489-93-1 [H][C@]12CC(C)=CC[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)\C(C)=C\[C@@H](O)[C@]1([H])[C@H](C)C(=O)O2 InChI=1S/C21H32O9/c1-9-4-5-13(29-21-19(26)18(25)17(24)15(8-22)30-21)10(2)7-12(23)16-11(3)20(27)28-14(16)6-9/h4,7,11-19,21-26H,5-6,8H2,1-3H3/b9-4-,10-7+/t11-,12+,13-,14-,15+,16-,17+,18-,19+,21+/m0/s1 HAJGGPOOUMMUSU-SDXATVHFSA-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 -0.53 ALOGPS logs -2.07 ALOGPS solubility 3.64e+00 g/l ALOGPS logp -0.67 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic -3 ChemAxon iupac (3S,3aS,4R,7S,11aS)-4-hydroxy-3,6,10-trimethyl-7-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H,3H,3aH,4H,7H,8H,11H,11aH-cyclodeca[b]furan-2-one ChemAxon average_mass 428.4734 ChemAxon mono_mass 428.204632622 ChemAxon smiles [H][C@]12CC(C)=CC[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)\C(C)=C\[C@@H](O)[C@]1([H])[C@H](C)C(=O)O2 ChemAxon formula C21H32O9 ChemAxon inchi InChI=1S/C21H32O9/c1-9-4-5-13(29-21-19(26)18(25)17(24)15(8-22)30-21)10(2)7-12(23)16-11(3)20(27)28-14(16)6-9/h4,7,11-19,21-26H,5-6,8H2,1-3H3/b9-4-,10-7+/t11-,12+,13-,14-,15+,16-,17+,18-,19+,21+/m0/s1 ChemAxon inchikey HAJGGPOOUMMUSU-SDXATVHFSA-N ChemAxon polar_surface_area 145.91 ChemAxon refractivity 105.64 ChemAxon polarizability 43 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 81825 Specdb::MsMs 81826 Specdb::MsMs 81827 Specdb::MsMs 143034 Specdb::MsMs 143035 Specdb::MsMs 143036 538799 Endive Type 1 specific Cichorium endivia 114280