AdipoGen Life Sciences

Gitoxin

CHF 120.00
In stock
AG-CN2-0485-M0055 mgCHF 120.00
AG-CN2-0485-M02525 mgCHF 480.00
More Information
Product Details
Synonyms Anhydrogitalin; Bigitalin; Pseudodigitoxin; NSC 95099; BRN0077015
Product Type Chemical
Properties
Formula

C41H64O14

MW 780.9
CAS 4562-36-1
RTECS LZ0525000
Source/Host Chemicals Isolated from Digitalis purpurea L.
Purity Chemicals ≥95% (NMR)
Appearance White powder.
Solubility Soluble in pyridine or DMSO. Sparingly soluble in 100% ethanol or methanol. Insoluble in water.
Identity Determined by 1H-NMR.
InChi Key LKRDZKPBAOKJBT-CNPIRKNPSA-N
Smiles O[C@@H]1[C@H](O)[C@@H](C)O[C@@H](O[C@H]([C@@H](C)O[C@@H](O[C@H]([C@@H](C)O[C@@H](O[C@H](C[C@@]2([H])CC[C@]3([H])[C@]4([H])CC[C@@]5([C@H]([C@@H](O)C[C@]35O)C(CO6)=CC6=O)C)CC[C@@]24C)C7)[C@H]7O)C8)[C@H]8O)C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Cardiac glycoside. Natural metabolite of digitoxin. Starting material for the synthesis of gitoxin derivatives with activity as cardiac glycosides.
  • Uncompetitive inhibitor of the Na+/K+ ATPase activity.
  • Inhibits growth of selected human cancer cells.
Product References
  1. Studies on digitalis glycosides. VII. Gitoroside, digitalonin, and gitoxin pentaacetate: D. Satoh, et al.; Pharm. Bull. 5, 253 (1957)
  2. Effects of digoxin and gitoxin on the enzymatic activity and kinetic parameters of Na+/K+-ATPase: D. Krstic, et al.; J. Enzyme Inhib. Med. Chem. 19, 409 (2004)
  3. Na+/K+-ATPase: Activity and inhibition: M. Colovic, et al.; Russ. J. Phys. Chem. A. 83, 1602 (2009)
  4. A structural view on the functional importance of the sugar moiety and steroid hydroxyls of cardiotonic steroids in binding to Na,K-ATPase: F. Cornelius, et al.; J. Biol. Chem. 288, 6602 (2013)
  5. 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: L. Moreno Y. Banuls, et al.; Mol. Cancer 12, 33 (2013)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.