71-63-6
Chemical Structure
Digitoxin
- CAS No.: 71-63-6
- Formula:C41H64O13
- Molecular Weight:764.94
IUPAC Name: 4-((3S,5R,8R,9S,10S,13R,14S,17R)-3-(((2R,4S,5S,6R)-5-(((2S,4S,5S,6R)-5-(((2S,4S,5S,6R)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
InChIKey: WDJUZGPOPHTGOT-XUDUSOBPSA-N
SMILES: C[C@H]1O[C@](O[C@@H]2[C@@H](C)O[C@](O[C@H]3[C@@H](O)C[C@@](O[C@@H]4C[C@](CC[C@]5([H])[C@]6([H])CC[C@@]7(C)[C@]5(O)CC[C@@H]7C(CO8)=CC8=O)([H])[C@]6(C)CC4)([H])O[C@@H]3C)([H])C[C@@H]2O)([H])C[C@H](O)[C@@H]1O
Biological Activity: Digitoxin is an anti-cancer agent. Digitoxin induces apoptosis, inhibits influenza cytokine storm, causes DNA double-stranded breaks (DSBs) and blocks the cell cycle at the G2/M phase. Digitoxin induces calcium uptake into cells by forming transmembrane calcium channels and can be used for research of heart failure [1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Digitoxin | 99.18% | Digitoxin is an anti-cancer agent. Digitoxin induces apoptosis, inhibits influenza cytokine storm, causes DNA double-stranded breaks (DSBs) and blocks the cell cycle at the G2/M phase. Digitoxin induces calcium uptake into cells by forming transmembrane calcium channels and can be used for research of heart failure . | ||||||||||||||||||||
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Digitoxin (Standard) | 99.75% | Digitoxin (Standard) is the analytical standard of Digitoxin. This product is intended for research and analytical applications. Digitoxin is an anti-cancer agent. Digitoxin induces apoptosis, inhibits influenza cytokine storm, causes DNA double-stranded breaks (DSBs) and blocks the cell cycle at the G2/M phase. Digitoxin induces calcium uptake into cells by forming transmembrane calcium channels and can be used for research of heart failure . | ||||||||||||||||||||
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Digitoxin-d3 | Digitoxin-d3 is the deuterium labeled Digitoxin-d3 (HY-W747795). | |||||||||||||||||||||
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α-Acetyldigoxin | α-Acetyldigoxin can be used in heart failure related research and is orally available. The bioavailability of α-Acetyldigoxin is lower than that of β-Acetyldigoxin when administered orally and intravenously. | |||||||||||||||||||||
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Digoxigenin bisdigitoxoside | Digoxigenin bisdigitoxoside is an anticancer agent and an active derivative of cardiac glycosides. Cardiac glycosides exert their apoptotic effects through the Nur77-dependent apoptotic pathway. Digoxigenin bisdigitoxoside is cytotoxic. | |||||||||||||||||||||
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Gitoxin | 95.00% | Gitoxin is a degradation metabolite of Digitoxin (HY-B1357) and a non-competitive Na+/K+-ATPase inhibitor, with an IC50 of 1.18e-6 M against the porcine high-affinity subtype and an IC50 of 2.85e-5 M against the porcine low-affinity subtype. Gitoxin regulates atrial contractility and rhythmicity. Gitoxin is applicable to research related to congestive heart failure. | ||||||||||||||||||||
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Acetyldigitoxin | 99.35% | Acetyldigitoxin (Digitoxin 3'''-Acetate) is a cardiac glycoside. Acetyldigitoxin can come from the leaves of Digitalis species. Acetyldigitoxin reduces the heart rate and can be used for cardiac failure rasearch. | ||||||||||||||||||||
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Deslanoside | 99.71% | Deslanoside (Desacetyllanatoside C) is a rapidly acting cardiac glycoside 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. Deslanoside inhibits the Na-K-ATPase membrane pump, resulting in an increase in intracellular sodium and calcium concentrations . | ||||||||||||||||||||
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Thevebioside | Tinospinoside C is a bioactive clerodane diterpene glycoside compound. Tinospinoside C shows inhibitory activities of NO production with an IC50 value of 218 μM. | |||||||||||||||||||||
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17α-Thevebioside | 17α-Thevebioside is the compound isolated from air-dried leaves of Cerbera manghas and C. odollam. | |||||||||||||||||||||
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Glucodigifucoside | 99.51% | Glucodigifucoside, a cardenolide glycoside that could be isolated from the seeds of Digitalis purpurea, exhibits potent cytotoxicity against human renal adenocarcinoma cell line ACHN. | ||||||||||||||||||||
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References
- [1]. Arispe N, et al. Heart failure drug digitoxin induces calcium uptake into cells by forming transmembrane calcium channels [J]. Proceedings of the National Academy of Sciences, 2008, 105(7): 2610-2615. [Content Brief]
- [2]. Su C T, Hsu J T A, Hsieh H P, et al. Anti-HSV activity of digitoxin and its possible mechanisms [J]. Antiviral research, 2008, 79(1): 62-70.
- [3]. Gan H, Qi M, Chan C, et al. Digitoxin inhibits HeLa cell growth through the induction of G2/M cell cycle arrest and apoptosis in vitro and in vivo [J]. International Journal of Oncology, 2020, 57(2): 562-573.
- [4]. Pollard B S, Blanco J C, Pollard J R. Classical drug digitoxin inhibits influenza cytokine storm, with implications for COVID-19 therapy [J]. in vivo, 2020, 34(6): 3723-3730.
- [5]. Haux J. Digitoxin is a potential anticancer agent for several types of cancer [J]. Medical hypotheses, 1999, 53(6): 543-548.