1.0 2010-04-08 22:15:36 UTC 2025-11-19 02:36:36 UTC FDB021290 25-Acetylvulgaroside Constituent of Cydonia vulgaris (quince). 25-Acetylvulgaroside is found in fruits. 25-Acetylvulgaroside C27H42O7 478.6182 478.293053698 3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl]ethyl}-5-oxo-2,5-dihydrofuran-2-yl acetate 3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-decahydrophenanthren-1-yl]ethyl}-5-oxo-2H-furan-2-yl acetate 172616-88-5 CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO)CCC2C1(C)CCC1C(C)(C)CCCC21C InChI=1S/C27H42O7/c1-16(29)33-23-17(13-22(31)34-23)18(30)14-21-26(5)11-7-19-24(2,3)9-6-10-25(19,4)20(26)8-12-27(21,32)15-28/h13,18-21,23,28,30,32H,6-12,14-15H2,1-5H3 QNZZHRCSGTYEAW-UHFFFAOYSA-N belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position. Cheilanthane sesterterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesterterpenoids Aliphatic heteropolycyclic compounds 16-hydroxysteroids 17-hydroxysteroids 18-hydroxysteroids Acetals Acylals Butenolides Carbonyl compounds Cyclic alcohols and derivatives Dicarboxylic acids and derivatives Enoate esters Hydrocarbon derivatives Hydrophenanthrenes Lactones Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Tertiary alcohols 13-hydroxysteroid 16-hydroxysteroid 17-hydroxysteroid 18-hydroxysteroid 2-furanone Acetal Acylal Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cheilanthane sesterterpenoid Cyclic alcohol Dicarboxylic acid or derivatives Dihydrofuran Enoate ester Hydrocarbon derivative Hydrophenanthrene Hydroxysteroid Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenanthrene Primary alcohol Secondary alcohol Steroid Tertiary alcohol logp 2.78 ALOGPS logs -4.59 ALOGPS solubility 1.22e-02 g/l ALOGPS logp 3.23 ChemAxon pka_strongest_acidic 1.9 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 3-{1-hydroxy-2-[2-hydroxy-2-(hydroxymethyl)-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-1-yl]ethyl}-5-oxo-2,5-dihydrofuran-2-yl acetate ChemAxon average_mass 478.6182 ChemAxon mono_mass 478.293053698 ChemAxon smiles CC(=O)OC1OC(=O)C=C1C(O)CC1C(O)(CO)CCC2C1(C)CCC1C(C)(C)CCCC21C ChemAxon formula C27H42O7 ChemAxon inchi InChI=1S/C27H42O7/c1-16(29)33-23-17(13-22(31)34-23)18(30)14-21-26(5)11-7-19-24(2,3)9-6-10-25(19,4)20(26)8-12-27(21,32)15-28/h13,18-21,23,28,30,32H,6-12,14-15H2,1-5H3 ChemAxon inchikey QNZZHRCSGTYEAW-UHFFFAOYSA-N ChemAxon polar_surface_area 113.29 ChemAxon refractivity 126.32 ChemAxon polarizability 52.72 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20092 Specdb::CMs 47275 Specdb::CMs 134091 Specdb::CMs 141825 Specdb::MsMs 310765 Specdb::MsMs 310766 Specdb::MsMs 310767 Specdb::MsMs 355597 Specdb::MsMs 355598 Specdb::MsMs 355599 Specdb::MsMs 2843984 Specdb::MsMs 2843985 Specdb::MsMs 2843986 Specdb::MsMs 2861548 Specdb::MsMs 2861549 Specdb::MsMs 2861550 HMDB41365 #<Reference:0x000055ce31e811d8> Fruits Unknown generic