1.0 2010-04-08 22:11:12 UTC 2019-11-26 03:09:49 UTC FDB014312 Taraxacolide 1-O-b-D-glucopyranoside *Constituent of Taraxacum officinale (dandelion). Taraxacolide 1-O-b-D-glucopyranoside is found in many foods, some of which are coffee and coffee products, beverages, alcoholic beverages, and tea. Arsanin 1-glucoside Arsanin 1-O-b-D-glucopyranoside Arsanin 1-O-glucoside Taraxacolide 1-glucoside Taraxacolide 1-O-glucoside C21H32O9 428.4734 428.204632622 3,5a,9-trimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydronaphtho[1,2-b]furan-2,8-dione 3,5a,9-trimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-octahydro-3H-naphtho[1,2-b]furan-2,8-dione 75911-12-5 CC1C2CCC3(C)C(CC(=O)C(C)C3C2OC1=O)OC1OC(CO)C(O)C(O)C1O InChI=1S/C21H32O9/c1-8-10-4-5-21(3)13(6-11(23)9(2)14(21)18(10)30-19(8)27)29-20-17(26)16(25)15(24)12(7-22)28-20/h8-10,12-18,20,22,24-26H,4-7H2,1-3H3 ZNBJBJUEJZNPLD-UHFFFAOYSA-N belongs to the class of organic compounds known as eudesmanolides, secoeudesmanolides, and derivatives. These are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. Eudesmanolides, secoeudesmanolides, and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Acetals Carboxylic acid esters Cyclic ketones Gamma butyrolactones Hexoses Hydrocarbon derivatives Monocarboxylic acids and derivatives Naphthofurans O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Sesquiterpenoids Terpene glycosides Tetrahydrofurans Acetal Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic ketone Eudesmanolide Gamma butyrolactone Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Ketone Lactone Monocarboxylic acid or derivatives Monosaccharide Naphthofuran O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Sesquiterpenoid Terpene glycoside Tetrahydrofuran logp -0.36 ALOGPS logs -1.74 ALOGPS solubility 7.79e+00 g/l ALOGPS melting_point Mp 192° (tetra-Ac) logp -0.13 ChemAxon pka_strongest_acidic 12.21 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3,5a,9-trimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydronaphtho[1,2-b]furan-2,8-dione ChemAxon average_mass 428.4734 ChemAxon mono_mass 428.204632622 ChemAxon smiles CC1C2CCC3(C)C(CC(=O)C(C)C3C2OC1=O)OC1OC(CO)C(O)C(O)C1O ChemAxon formula C21H32O9 ChemAxon inchi InChI=1S/C21H32O9/c1-8-10-4-5-21(3)13(6-11(23)9(2)14(21)18(10)30-19(8)27)29-20-17(26)16(25)15(24)12(7-22)28-20/h8-10,12-18,20,22,24-26H,4-7H2,1-3H3 ChemAxon inchikey ZNBJBJUEJZNPLD-UHFFFAOYSA-N ChemAxon polar_surface_area 142.75 ChemAxon refractivity 100.98 ChemAxon polarizability 44.86 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 8 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 98007 Specdb::MsMs 98008 Specdb::MsMs 98009 Specdb::MsMs 162825 Specdb::MsMs 162826 Specdb::MsMs 162827 Specdb::MsMs 3054317 Specdb::MsMs 3054318 Specdb::MsMs 3054319 Specdb::MsMs 3115510 Specdb::MsMs 3115511 Specdb::MsMs 3115512 Specdb::CMs 17044 Specdb::CMs 44448 Specdb::CMs 165270 Specdb::NmrOneD 132158 Specdb::NmrOneD 132159 Specdb::NmrOneD 132160 Specdb::NmrOneD 132161 Specdb::NmrOneD 132162 Specdb::NmrOneD 132163 Specdb::NmrOneD 132164 Specdb::NmrOneD 132165 Specdb::NmrOneD 132166 Specdb::NmrOneD 132167 Specdb::NmrOneD 132168 Specdb::NmrOneD 132169 Specdb::NmrOneD 132170 Specdb::NmrOneD 132171 Specdb::NmrOneD 132172 Specdb::NmrOneD 132173 Specdb::NmrOneD 132174 Specdb::NmrOneD 132175 Specdb::NmrOneD 132176 Specdb::NmrOneD 132177 HMDB35610 #<Reference:0x000055ce317a63b8> Alcoholic beverages Unknown generic Arabica coffee Type 1 specific Coffea arabica 13443 Beverages Unknown generic Black tea Type 1 Coffee and coffee products Unknown generic Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Robusta coffee Type 1 specific Coffea canephora 49390 Tea Type 1 specific Camellia sinensis 4442