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64107

Sigma-Aldrich

Gitoxin

≥99% (HPLC)

Synonym(s):

Anhydrogitalin, Bigitalin, Pseudodigitoxin

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About This Item

Empirical Formula (Hill Notation):
C41H64O14
CAS Number:
4562-36-1
Molecular Weight:
780.94
EC Number:
224-934-5
MDL number:
MFCD00021173
UNSPSC Code:
12352200
PubChem Substance ID:
329759926
NACRES:
NA.25

Quality Level

100

Assay

≥99% (HPLC)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

C[C@H]1O[C@H](C[C@H](O)[C@@H]1O)O[C@H]2[C@@H](O)C[C@@H](O[C@@H]2C)O[C@H]3[C@@H](O)C[C@@H](O[C@@H]3C)O[C@H]4CC[C@@]5(C)[C@H](CC[C@@H]6[C@@H]5CC[C@]7(C)[C@H]([C@@H](O)C[C@]67O)C8=CC(=O)OC8)C4

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

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Application

Gitoxin, a cardiac glycoside from the Woolly Foxglove (Digitalis lanata), may be studied for its potential cardiac applications similar to those of digoxin. Gitoxin is a starting material for the synthesis of gitoxin derivatives with activity as cardiac glycosides.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD2100
BCBV8863
BCBT9999
BCBS1414V
BCBM3351V

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Metabolism of gitoxin by the rabbit isolated liver.
P Pellegrin et al.
Archives internationales de pharmacodynamie et de therapie, 260(2), 293-295 (1982-12-01)
C H Self et al.
Clinical chemistry, 42(9), 1527-1531 (1996-09-01)
New immunometric forms of immunoassay are much more flexible to use than competitive-format immunoassays for small molecular analytes. An example of the utility of this flexibility is the ability to wash the capture antibody after it has been exposed to
P L Pellegrin et al.
European journal of drug metabolism and pharmacokinetics, 10(2), 113-120 (1985-04-01)
Hepatic clearance of 3H-gitoxin was studied in the rabbit using an isolated perfused liver technique with an emulsion of a perfluorocarbon. The liposoluble material in the perfusion medium was extracted with dichloromethane, and gitoxin was assayed in the extract by
P L Pellegrin et al.
Drug metabolism and disposition: the biological fate of chemicals, 12(2), 235-241 (1984-03-01)
After in vitro perfusion of rabbit isolated liver with an emulsion of perfluorocarbon containing [3H]gitoxin, the radioactivity in the liver and in the bile was the sum of that contained in a volatile fraction (tritiated water due to metabolism of
Danijela Krstić et al.
Journal of enzyme inhibition and medicinal chemistry, 19(5), 409-415 (2005-01-15)
Inhibition of Na+/K+-ATPase activity from human erythrocyte membranes and commercial porcine cerebral cortex by in vitro single and simultaneous exposure to digoxin and gitoxin was investigated to elucidate the difference in the mechanism of the enzyme inhibition by structurally different
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