1.0 2010-04-08 22:09:45 UTC 2025-11-18 23:29:52 UTC FDB011645 (3b,20R,22R)-3,20,27-Trihydroxy-1-oxowitha-5,24-dienolide 3-glucoside Constituent of Physalis peruviana (Cape gooseberry). (3b,20R,22R)-3,20,27-Trihydroxy-1-oxowitha-5,24-dienolide 3-glucoside is found in fruits. (3b,20R,22R)-3,20,27-Trihydroxy-1-oxowitha-5,24-dienolide 3-glucoside (3b,20R,22R)-3,20,27-Trihydroxy-1-oxowitha-5,24-dienolide 3-O-b-D-glucopyranoside 1,4,7-Heptanetriol C34H50O11 634.7542 634.335312442 6-[1-(2,15-dimethyl-3-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl)-1-hydroxyethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one 6-[1-(2,15-dimethyl-3-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl)-1-hydroxyethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydropyran-2-one 227179-09-1 CC1=C(CO)C(=O)OC(C1)C(C)(O)C1CCC2C3CC=C4CC(CC(=O)C4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O InChI=1S/C34H50O11/c1-16-11-26(45-30(41)20(16)14-35)34(4,42)24-8-7-21-19-6-5-17-12-18(43-31-29(40)28(39)27(38)23(15-36)44-31)13-25(37)33(17,3)22(19)9-10-32(21,24)2/h5,18-19,21-24,26-29,31,35-36,38-40,42H,6-15H2,1-4H3 OJRQAQMTUKIJMK-UHFFFAOYSA-N belongs to the class of organic compounds known as withanolide glycosides and derivatives. These are withanolides in which at least one hydroxyl group is glycosylated. Withanolide glycosides and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroid lactones Aliphatic heteropolycyclic compounds Acetals Delta-5-steroids Dihydropyranones Diterpene glycosides Diterpene lactones Diterpenoids Enoate esters Hydrocarbon derivatives Hydroxysteroids Ketones Lactones Monocarboxylic acids and derivatives Monosaccharides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Oxosteroids Polyols Primary alcohols Secondary alcohols Steroidal glycosides Tertiary alcohols 1-oxosteroid 20-hydroxysteroid 26-hydroxysteroid Acetal Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Delta-5-steroid Dihydropyranone Diterpene glycoside Diterpene lactone Diterpenoid Enoate ester Glycosyl compound Hydrocarbon derivative Hydroxysteroid Ketone Lactone Monocarboxylic acid or derivatives Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxosteroid Polyol Primary alcohol Pyran Secondary alcohol Steroidal glycoside Terpene glycoside Tertiary alcohol Withanolide-glycoside logp 0.85 ALOGPS logs -3.50 ALOGPS solubility 2.02e-01 g/l ALOGPS logp 1.09 ChemAxon pka_strongest_acidic 12.2 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 6-[1-(2,15-dimethyl-3-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-yl)-1-hydroxyethyl]-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one ChemAxon average_mass 634.7542 ChemAxon mono_mass 634.335312442 ChemAxon smiles CC1=C(CO)C(=O)OC(C1)C(C)(O)C1CCC2C3CC=C4CC(CC(=O)C4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O ChemAxon formula C34H50O11 ChemAxon inchi InChI=1S/C34H50O11/c1-16-11-26(45-30(41)20(16)14-35)34(4,42)24-8-7-21-19-6-5-17-12-18(43-31-29(40)28(39)27(38)23(15-36)44-31)13-25(37)33(17,3)22(19)9-10-32(21,24)2/h5,18-19,21-24,26-29,31,35-36,38-40,42H,6-15H2,1-4H3 ChemAxon inchikey OJRQAQMTUKIJMK-UHFFFAOYSA-N ChemAxon polar_surface_area 183.21 ChemAxon refractivity 161.74 ChemAxon polarizability 69.2 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 106755 Specdb::MsMs 106756 Specdb::MsMs 106757 Specdb::MsMs 173583 Specdb::MsMs 173584 Specdb::MsMs 173585 Specdb::MsMs 2456319 Specdb::MsMs 2456320 Specdb::MsMs 2456321 Specdb::MsMs 2479324 Specdb::MsMs 2479325 Specdb::MsMs 2479326 Specdb::CMs 13035 Specdb::CMs 592321 Specdb::CMs 592322 Specdb::CMs 592323 Specdb::CMs 592324 Specdb::CMs 592325 Specdb::CMs 592326 Specdb::CMs 592327 Specdb::CMs 592328 Specdb::CMs 592329 Specdb::CMs 592330 Specdb::CMs 592331 Specdb::CMs 592332 Specdb::CMs 592333 Specdb::CMs 592334 Specdb::CMs 592335 Specdb::CMs 592336 Specdb::CMs 592337 Specdb::CMs 592338 Specdb::CMs 592339 Specdb::CMs 592340 Specdb::CMs 592341 Specdb::CMs 592342 Specdb::CMs 592343 Specdb::CMs 592344 HMDB33573 #<Reference:0x000055ce32f56bc0> Fruits Unknown generic