1.0 2010-04-08 22:06:42 UTC 2025-11-18 22:59:21 UTC FDB005482 Glycosides Ouabain, a cardiac glycoside similar to digitoxin, is used to treat congestive heart failure and supraventricular arrhythmias due to reentry mechanisms, and to control ventricular rate in the treatment of chronic atrial fibrillation. Glycosides is found in allspice, fig, and apricot. Acocantherin Acolongifloriside k Astrobain G-strophanthin G-strophicor Gratibain Gratus strophanthin Kombetin Ouabagenin l-rhamnoside Ouabain Ouabaine Purostrophan Rectobaina Solufantina Strodival Strophalen Strophanthin g Strophoperm Strophosan Uabaina C29H44O12 584.6525 584.283276872 4-[(1S,2R,3S,5S,7R,10R,11R,14S,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one 4-[(1S,2R,3S,5S,7R,10R,11R,14S,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-5H-furan-2-one 630-60-4 C[C@H]1O[C@@H](O[C@H]2C[C@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@@H](CC[C@@]5(O)[C@@H]4CC[C@@]3(O)C2)C2=CC(=O)OC2)[C@H](O)[C@H](O)[C@@H]1O InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15+,16+,17-,18-,19+,21-,22-,23-,24-,25+,26-,27-,28-,29-/m1/s1 LPMXVESGRSUGHW-NZMIQZKWSA-N belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. Cardenolide glycosides and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroid lactones Aliphatic heteropolycyclic compounds 1-hydroxysteroids 11-alpha-hydroxysteroids 14-hydroxysteroids Acetals Butenolides Carbonyl compounds Cyclic alcohols and derivatives Enoate esters Hexoses Hydrocarbon derivatives Lactones Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Steroidal glycosides Tertiary alcohols 1-hydroxysteroid 11-alpha-hydroxysteroid 11-hydroxysteroid 14-hydroxysteroid 19-hydroxysteroid 2-furanone 5-hydroxysteroid Acetal Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cardanolide-glycoside Cyclic alcohol Dihydrofuran Enoate ester Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Hydroxysteroid Lactone Monocarboxylic acid or derivatives Monosaccharide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Steroidal glycoside Tertiary alcohol logp -1.03 ALOGPS logs -2.10 ALOGPS solubility 4.61e+00 g/l ALOGPS melting_point 200 oC logp -2.8 ChemAxon pka_strongest_acidic 7.18 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 4-[(1S,2R,3S,5S,7R,10R,11R,14S,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2,5-dihydrofuran-2-one ChemAxon average_mass 584.6525 ChemAxon mono_mass 584.283276872 ChemAxon smiles C[C@H]1O[C@@H](O[C@H]2C[C@H](O)[C@]3(CO)[C@H]4[C@H](O)C[C@]5(C)[C@@H](CC[C@@]5(O)[C@@H]4CC[C@@]3(O)C2)C2=CC(=O)OC2)[C@H](O)[C@H](O)[C@@H]1O ChemAxon formula C29H44O12 ChemAxon inchi InChI=1S/C29H44O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h7,13,15-19,21-25,30-32,34-38H,3-6,8-12H2,1-2H3/t13-,15+,16+,17-,18-,19+,21-,22-,23-,24-,25+,26-,27-,28-,29-/m1/s1 ChemAxon inchikey LPMXVESGRSUGHW-NZMIQZKWSA-N ChemAxon polar_surface_area 206.6 ChemAxon refractivity 140.83 ChemAxon polarizability 60.53 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9461 Specdb::CMs 42489 Specdb::CMs 282732 Specdb::CMs 407267 Specdb::CMs 407268 Specdb::CMs 407269 Specdb::CMs 407270 Specdb::CMs 407271 Specdb::CMs 407272 Specdb::CMs 407273 Specdb::CMs 407274 Specdb::CMs 407275 Specdb::CMs 407276 Specdb::CMs 407277 Specdb::CMs 407278 Specdb::CMs 407279 Specdb::CMs 407280 Specdb::CMs 407281 Specdb::CMs 407282 Specdb::CMs 407283 Specdb::CMs 407284 Specdb::CMs 407285 Specdb::CMs 407286 Specdb::CMs 407287 Specdb::CMs 407288 Specdb::MsMs 65661 Specdb::MsMs 65662 Specdb::MsMs 65663 Specdb::MsMs 123087 Specdb::MsMs 123088 Specdb::MsMs 123089 Specdb::MsMs 2279989 Specdb::MsMs 2279990 Specdb::MsMs 2279991 Specdb::MsMs 3089188 Specdb::MsMs 3089189 Specdb::MsMs 3089190 Specdb::NmrOneD 163929 Specdb::NmrOneD 163930 Specdb::NmrOneD 163931 Specdb::NmrOneD 163932 Specdb::NmrOneD 163933 Specdb::NmrOneD 163934 Specdb::NmrOneD 163935 Specdb::NmrOneD 163936 Specdb::NmrOneD 163937 Specdb::NmrOneD 163938 Specdb::NmrOneD 163939 Specdb::NmrOneD 163940 Specdb::NmrOneD 163941 Specdb::NmrOneD 163942 Specdb::NmrOneD 163943 Specdb::NmrOneD 163944 Specdb::NmrOneD 163945 Specdb::NmrOneD 163946 Specdb::NmrOneD 163947 Specdb::NmrOneD 163948 HMDB31448 24400 Allspice Type 1 specific Pimenta dioica 375272 Apricot Type 1 specific Prunus armeniaca 36596 3250.0 3250.0 3250.0 mg/100 g Fig Type 1 specific Ficus carica 3494 50.0 50.0 50.0 mg/100 g