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D5878

Digitoxin

Name: Digitoxin
Brand: SIGMA

≥92% (HPLC), NF-κB inhibitor, powder

Synonym(s):

5β,20(22)-Cardenolide-3β,14-diol-3-(O-2,6-dideoxy-β-D-ribo-hexopyranosyl-[1→4]-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-[1→4]-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy, Digitoxoside, Lanatoxin

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About This Item

Empirical Formula (Hill Notation):

C₄₁H₆₄O₁₃

CAS Number:

71-63-6

Molecular Weight:

764.94

NACRES:

NA.77

PubChem Substance ID:

24893976

UNSPSC Code:

12161501

EC Number:

200-760-5

MDL number:

MFCD00003686

Beilstein/REAXYS Number:

76678

Assay:

≥92% (HPLC)

Form:

powder

Quality level:

200

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Properties

Product Name

Digitoxin, ≥92% (HPLC), powder

Quality Level

200

assay

≥92% (HPLC)

form

powder

mp

240 °C (dec.) (lit.)

solubility

chloroform: soluble

SMILES string

[H][C@@]1(C[C@H](O)[C@H](O[C@@]2([H])C[C@H](O)[C@H](O[C@@]3([H])C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1)O[C@H]4CC[C@@]5(C)[C@]([H])(CC[C@]6([H])[C@]5([H])CC[C@]7(C)[C@]([H])(CC[C@]67O)C8=CC(=O)OC8)C4

InChI

1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1

InChI key

WDJUZGPOPHTGOT-XUDUSOBPSA-N

Gene Information

human ... ATP1A1(476), ATP1A2(477), ATP1A3(478), ATP1A4(480), ATP1B1(481), ATP1B2(482), ATP1B3(483), FXYD2(486)

Description

General description

Digitoxin is a cardiac glycoside (CG). It is a cardiotonic drug, which exhibits cardiac and anti-cancer properties. Digitoxin inhibits nuclear factor kappa B (NF-κB) signaling. It is used to treat congestive heart failure and cardiac arrhythmia. Digitoxin prevents microtubule formation.

Application

Digitoxin has been used as a labeled drugs for binding sites on human serum albumin (HSA). It has also been used to test its anti-transmissible gastroenteritis virus (TGEV) activity.

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pictograms

GHS06,GHS08

signalword

Danger

hcodes

H300,H331,H373

pcodes

P260 - P264 - P271 - P301 + P310 - P304 + P340 + P311 - P314

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - STOT RE 2

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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A stereoselective synthesis of digitoxin and digitoxigen mono-and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation

Zhou M and George AO

Experimental Hematology & Oncology, 8(19), 4339-4342 (2006)

Comparative interactions of dihydroquinazolin derivatives with human serum albumin observed via multiple spectroscopy

Wang Y, et al.

Applied Sciences, 7(2), 200-200 (2017)

Compound library screening identified cardiac glycoside digitoxin as an effective growth inhibitor of gefitinib-resistant non-small cell lung cancer via downregulation of ?-tubulin and inhibition of microtubule formation

Zhang YZ, et al.

Molecules (Basel), 21(3), 374-374 (2016)

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Global Trade Item Number

SKU	GTIN
D5878-250MG	04061833586945
D5878-10G	04061833468258
D5878-1G	04061833586938
D5878-500MG	04061833586952
D5878-5G	04061833629642