1.0 2010-04-08 22:10:58 UTC 2019-11-26 03:09:16 UTC FDB013909 Taraxinic acid glucosyl ester Constituent of Taraxacum officinale (dandelion). Taraxinic acid glucosyl ester is found in many foods, some of which are coffee and coffee products, dandelion, tea, and alcoholic beverages. (-)-Taraxinic acid beta-glucopyranosyl ester Taraxinic acid beta-glucopyranosyl ester Taraxinic acid glucosyl ester C21H28O9 424.4416 424.173332494 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 10-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 10-methyl-3-methylidene-2-oxo-3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate 75911-14-7 C\C1=C\C2OC(=O)C(=C)C2CC\C(=C/CC1)C(=O)OC1OC(CO)C(O)C(O)C1O InChI=1S/C21H28O9/c1-10-4-3-5-12(6-7-13-11(2)19(26)28-14(13)8-10)20(27)30-21-18(25)17(24)16(23)15(9-22)29-21/h5,8,13-18,21-25H,2-4,6-7,9H2,1H3/b10-8-,12-5+ SIOXYUXOHTZOOM-INAGUISBSA-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 Dicarboxylic acids and derivatives Enoate esters Gamma butyrolactones Germacrane sesquiterpenoids Hexoses Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Terpene glycosides Tetrahydrofurans Acetal Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Enoate ester Gamma butyrolactone Germacrane sesquiterpenoid Germacranolide Hexose monosaccharide Hydrocarbon derivative Lactone Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Sesquiterpenoid Terpene glycoside Tetrahydrofuran logp -0.02 ALOGPS logs -2.36 ALOGPS solubility 1.84e+00 g/l ALOGPS melting_point Mp 84-86° logp 0.97 ChemAxon pka_strongest_acidic 12.2 ChemAxon pka_strongest_basic -3 ChemAxon iupac 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 10-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate ChemAxon average_mass 424.4416 ChemAxon mono_mass 424.173332494 ChemAxon smiles C\C1=C\C2OC(=O)C(=C)C2CC\C(=C/CC1)C(=O)OC1OC(CO)C(O)C(O)C1O ChemAxon formula C21H28O9 ChemAxon inchi InChI=1S/C21H28O9/c1-10-4-3-5-12(6-7-13-11(2)19(26)28-14(13)8-10)20(27)30-21-18(25)17(24)16(23)15(9-22)29-21/h5,8,13-18,21-25H,2-4,6-7,9H2,1H3/b10-8-,12-5+ ChemAxon inchikey SIOXYUXOHTZOOM-INAGUISBSA-N ChemAxon polar_surface_area 142.75 ChemAxon refractivity 104.09 ChemAxon polarizability 43.24 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24328 Specdb::CMs 44278 Specdb::CMs 135024 Specdb::CMs 142758 Specdb::NmrOneD 130738 Specdb::NmrOneD 130739 Specdb::NmrOneD 130740 Specdb::NmrOneD 130741 Specdb::NmrOneD 130742 Specdb::NmrOneD 130743 Specdb::NmrOneD 130744 Specdb::NmrOneD 130745 Specdb::NmrOneD 130746 Specdb::NmrOneD 130747 Specdb::NmrOneD 130748 Specdb::NmrOneD 130749 Specdb::NmrOneD 130750 Specdb::NmrOneD 130751 Specdb::NmrOneD 130752 Specdb::NmrOneD 130753 Specdb::NmrOneD 130754 Specdb::NmrOneD 130755 Specdb::NmrOneD 130756 Specdb::NmrOneD 130757 Specdb::MsMs 74223 Specdb::MsMs 74224 Specdb::MsMs 74225 Specdb::MsMs 133548 Specdb::MsMs 133549 Specdb::MsMs 133550 Specdb::MsMs 3035111 Specdb::MsMs 3035112 Specdb::MsMs 3035113 Specdb::MsMs 3104852 Specdb::MsMs 3104853 Specdb::MsMs 3104854 HMDB35249 #<Reference:0x000055ce31c77db0> 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 Dandelion Type 1 specific Taraxacum officinale 50225 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