Gitoxin

AdipoGen Life Sciences
Product Code: AG-CN2-0485
CodeSizePrice
AG-CN2-0485-M0055 mg£100.00
Quantity:
AG-CN2-0485-M02525 mg£370.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Storage:
Short Term: 4°C Long Term: -20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Anhydrogitalin; Bigitalin; Pseudodigitoxin; NSC 95099; BRN0077015
Appearance:
White powder.
CAS:
4562-36-1
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
Keep cool and dry.Protect from light and moisture.
Hazards:
H300, H310, H330
InChi:
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
InChiKey:
LKRDZKPBAOKJBT-CNPIRKNPSA-N
Long Description:
Chemical. CAS: 4562-36-1. Formula: C41H64O14. MW: 780.9. Isolated from Digitalis purpurea L. 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.
MDL:
MFCD00021173
Molecular Formula:
C41H64O14
Molecular Weight:
780.9
Package Type:
Vial
PG:
I
Precautions:
P280, P301, P310, P304, P340, P302, P352, P405
Product 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.
Purity:
>95% (NMR)
Signal word:
Danger
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
Solubility Chemicals:
Soluble in pyridine or DMSO. Sparingly soluble in 100% ethanol or methanol. Insoluble in water.
Source / Host:
Isolated from Digitalis purpurea L.
Transportation:
Excepted Quantity
UN Nummer:
UN 2811
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352211
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Studies on digitalis glycosides. VII. Gitoroside, digitalonin, and gitoxin pentaacetate: D. Satoh, et al.; Pharm. Bull. 5, 253 (1957) | 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) | Na+/K+-ATPase: Activity and inhibition: M. Colovic, et al.; Russ. J. Phys. Chem. A. 83, 1602 (2009) | 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) | 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)

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