Gitoxin

Gitoxin is a cardiac glycoside originally found in Digitalis that has cardiotonic and antiarrhythmic activities. It inhibits Na+/K+-ATPase in an isoform-specific biphasic manner with IC50 values of 0.298 and 410 µM for the high- and low affinity human erythrocyte isoenzymes, respectively, and 1.18 and 28.5 µM for the high- and low affinity porcine cerebral cortex isoenzymes, respectively. Gitoxin increases contractility and rhythmicity in isolated guinea pig heart in a concentration-dependent manner. It is also a degradation product of the cardiac glycoside digoxin (Cay-22266).Formal Name: (3beta,5beta,16beta)-3-[(O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy]-14,16-dihydroxy-card-20(22)-enolide. CAS Number: 4562-36-1. Synonyms: NSC 95099. Molecular Formula: C41H64O14. Formula Weight: 780.9. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: Slightly Soluble, Methanol: Slightly Soluble. SMILES: O[C@@]12[C@@]3([H])[C@@](CC[C@@]1([C@@H](C(CO4)=CC4=O)[C@H](C2)O)C)([H])[C@@]5([C@](C[C@H](CC5)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@@H]7O[C@@H]([C@H]([C@H](C7)O)O[C@@H]8O[C@@H]([C@H]([C@H](C8)O)O)C)C)O)([H])CC3)C. InChi Code: InChI=1S/C41H64O14/c1-19-36(47)27(42)14-33(50-19)54-38-21(3)52-34(16-29(38)44)55-37-20(2)51-32(15-28(37)43)53-24-8-10-39(4)23(13-24)6-7-26-25(39)9-11-40(5)35(22-12-31(46)49-18-22)30(45)17-41(26,40)48/h12,19-21,23-30,32-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25+,26-,27+,28+,29+,30+,32+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1. InChi Key: LKRDZKPBAOKJBT-CNPIRKNPSA-N. Origin: Synthetic.