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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

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

Certificates of Analysis (COA)

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Mary K Short et al.
The Journal of biological chemistry, 277(19), 16365-16370 (2002-02-21)
Antibody 26-10, obtained in a secondary immune response, binds digoxin with high affinity (K(a) = 1.3 x 10(10) M(-1)) because of extensive shape complementarity. We demonstrated previously that mutations of the hapten contact residue HTrp-100 to Arg (where H refers
G W Ponder et al.
Journal of chromatography. A, 659(1), 177-183 (1994-01-21)
A high-performance thin-layer chromatographic (HPTLC) method for the determination of digoxin and its related compounds digoxigenin bisdigitoxoside (DBD) and gitoxin in digoxin drug substance and tablets was developed. Separation of the three compounds was accomplished on a C18 wettable reversed-phase
J Col et al.
International journal of clinical pharmacology, therapy, and toxicology, 19(7), 314-318 (1981-07-01)
Recent studies have demonstrated that the biovailability of gitoxin could be increased to 100%. Favorable pharmacokinetic parameters for this glycoside have also been found in humans. The present paper deals with the comparative hemodynamic effect of digoxin and gitoxin on
Isolation and mass spectrometric identification of gitoxin metabolites excreted in bile.
L N Kadima et al.
European journal of drug metabolism and pharmacokinetics, 7(2), 111-117 (1982-01-01)
J F Schildbach et al.
The Journal of biological chemistry, 266(7), 4640-4647 (1991-03-05)
Two spontaneous variants of the murine anti-digoxin antibody-producing hybridoma cell line 26-10 were isolated by two-color fluorescence-activated cell sorting on the basis of altered hapten binding. The variable region sequences of the antibodies produced by the mutant lines revealed that
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