1.0 2010-04-08 22:11:23 UTC 2019-11-26 03:10:32 UTC FDB014647 11,13-Dihydrotaraxinic acid glucosyl ester Constituent of Taraxacum officinale (dandelion). 11,13-Dihydrotaraxinic acid glucosyl ester is found in many foods, some of which are tea, alcoholic beverages, coffee and coffee products, and dandelion. 11,13-Dihydrotaraxinic acid glucosyl ester C21H30O9 426.4575 426.188982558 (2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl (3aS,11aS)-3,10-dimethyl-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate (2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl (3aS,11aS)-3,10-dimethyl-2-oxo-3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate 75911-16-9 CC1[C@@H]2CCC(=CCC\C(C)=C\[C@H]2OC1=O)C(=O)O[C@@H]1[C@@H](O)[C@H](O)O[C@H](CO)[C@H]1O InChI=1S/C21H30O9/c1-10-4-3-5-12(6-7-13-11(2)19(25)28-14(13)8-10)20(26)30-18-16(23)15(9-22)29-21(27)17(18)24/h5,8,11,13-18,21-24,27H,3-4,6-7,9H2,1-2H3/b10-8+,12-5+/t11?,13-,14+,15+,16+,17+,18-,21+/m0/s1 GHCVBVCIPFPICQ-RYCRGVOFSA-N belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. Saccharolipids Organic compounds Lipids and lipid-like molecules Saccharolipids Aliphatic heteropolycyclic compounds Carbonyl compounds Dicarboxylic acids and derivatives Enoate esters Gamma butyrolactones Germacrane sesquiterpenoids Germacranolides and derivatives Hemiacetals Hexoses Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Tetrahydrofurans 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 Hemiacetal Hexose monosaccharide Hydrocarbon derivative Lactone Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Saccharolipid Secondary alcohol Sesquiterpenoid Terpene lactone Tetrahydrofuran logp 0.26 ALOGPS logs -2.22 ALOGPS solubility 2.56e+00 g/l ALOGPS melting_point Mp 84-86° logp 0.83 ChemAxon pka_strongest_acidic 11.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,3R,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl (3aS,11aS)-3,10-dimethyl-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate ChemAxon average_mass 426.4575 ChemAxon mono_mass 426.188982558 ChemAxon smiles CC1[C@@H]2CCC(=CCC\C(C)=C\[C@H]2OC1=O)C(=O)O[C@@H]1[C@@H](O)[C@H](O)O[C@H](CO)[C@H]1O ChemAxon formula C21H30O9 ChemAxon inchi InChI=1S/C21H30O9/c1-10-4-3-5-12(6-7-13-11(2)19(25)28-14(13)8-10)20(26)30-18-16(23)15(9-22)29-21(27)17(18)24/h5,8,11,13-18,21-24,27H,3-4,6-7,9H2,1-2H3/b10-8+,12-5+/t11?,13-,14+,15+,16+,17+,18-,21+/m0/s1 ChemAxon inchikey GHCVBVCIPFPICQ-RYCRGVOFSA-N ChemAxon polar_surface_area 142.75 ChemAxon refractivity 104.29 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 57225 Specdb::MsMs 57226 Specdb::MsMs 57227 Specdb::MsMs 112833 Specdb::MsMs 112834 Specdb::MsMs 112835 Specdb::MsMs 2843879 Specdb::MsMs 2843880 Specdb::MsMs 2843881 Specdb::MsMs 2861629 Specdb::MsMs 2861630 Specdb::MsMs 2861631 Specdb::CMs 22148 Specdb::CMs 44610 Specdb::CMs 162772 HMDB35867 #<Reference:0x000055ce32dd5170> #<Reference:0x000055ce32dd4ec8> #<Reference:0x000055ce32dd4c98> 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