Molecular structure of Hellebrin, CAS Number: 13289-18-4
Hellebrin (CAS 13289-18-4)
Alternate Names:
3β-(O4-β-D-Glucopyranosyl-α-L-rhamnopyranosyloxy)-5,14-dihydroxy-19-oxo-5β,14-β-bufa-20,22-dienolide
Application:
Hellebrin is a cardiotonic bufadienolide-steroid glycoside
CAS Number:
13289-18-4
Purity:
≥99%
Molecular Weight:
724.8
Molecular Formula:
C36H52O15
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Hellebrin is a cardiotonic glycoside which presents a bufadienolide-steroid structure. Besides ouabain, from the class of cardenolides hellebrin is the second unique water soluble cardiotonic glycoside. Extremely potent inhibitor of Na+/K+-ATPase (sodium pump) blocking the active efflux of Na+ and reuptake of K+ of this membrane enzyme. Shows a positive inotropic effect by increasing the intracellular Ca2+ concentration. Hellebrin is a strong immunosuppressor inhibiting T cell activity with much higher potency than cortisol or cyclosporin A Induces caspase-dependent apoptosis.
Hellebrin (CAS 13289-18-4) References
- Anti-cancer natural product library from traditional chinese medicine. | Konkimalla, VB. and Efferth, T. 2008. Comb Chem High Throughput Screen. 11: 7-15. PMID: 18220539
- Rapid structural identification of cytotoxic bufadienolide sulfates in toad venom from Bufo melanosticus by LC-DAD-MS(n) and LC-SPE-NMR. | Gao, H., et al. 2010. J Nat Prod. 73: 603-8. PMID: 20361780
- FTIR spectral signature of the effect of cardiotonic steroids with antitumoral properties on a prostate cancer cell line. | Gasper, R., et al. 2010. Biochim Biophys Acta. 1802: 1087-94. PMID: 20656024
- An approach to the synthesis and attachment of scillabiose to steroids. | Ekholm, FS., et al. 2011. Steroids. 76: 588-95. PMID: 21352842
- Cytotoxic activity of some glycoconjugates including saponins and anthracyclines. | Ekholm, FS., et al. 2012. Carbohydr Res. 356: 295-8. PMID: 22520504
- Hellebrin and its aglycone form hellebrigenin display similar in vitro growth inhibitory effects in cancer cells and binding profiles to the alpha subunits of the Na+/K+-ATPase. | Moreno Y Banuls, L., et al. 2013. Mol Cancer. 12: 33. PMID: 23621895
- Structure-activity relationship analysis of bufadienolide-induced in vitro growth inhibitory effects on mouse and human cancer cells. | Moreno Y Banuls, L., et al. 2013. J Nat Prod. 76: 1078-84. PMID: 23706005
- Studies on the constituents of Helleborus purpurascens: analysis and biological activity of the aqueous and organic extracts. | Franz, MH., et al. 2018. Amino Acids. 50: 163-188. PMID: 29027024
- Antiseizure potential of the ancient Greek medicinal plant Helleborus odorus subsp. cyclophyllus and identification of its main active principles. | Brillatz, T., et al. 2020. J Ethnopharmacol. 259: 112954. PMID: 32445663
- Acrihellin, a cardioactive steroid escaping from the organ-bath. | Herzig, S., et al. 1987. Naunyn Schmiedebergs Arch Pharmacol. 335: 326-30. PMID: 3587374
- [Botanical and phytochemical investigations of species of the genus Helleborus growing in Europe and Asian Minor. III. The quantitative contents of Hellebrin in plants of the natural biotops and in culture (author's transl)]. | Wissner, W. and Kating, H. 1974. Planta Med. 26: 364-74. PMID: 4465819
- [Studies on the hellebrin content in subterranean organs of Helleborus species]. | Wissner, W. and Kating, H. 1971. Planta Med. 20: 344-9. PMID: 5137752
- The structure of hellebrin | and Petra Muhr, Franz Kerek, Dieter Dreveny, Werner Likussar, Manfred Schubert-Zsilavecz.: January 27, 1995. Liebigs Annalen Article. Volume1995, Issue2: Pages 443-444.
Inhibitor of:
ATPase.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Hellebrin, 1 mg | sc-202645 | 1 mg | $107.00 | |||
Hellebrin, 5 mg | sc-202645A | 5 mg | $413.00 |