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D103209

Sigma-Aldrich

(+)-Digitoxigenin

98%

Synonym(s):

3β,14-Dihydroxy-5β,20(22)-cardenolide, 3,14,21-Trihydroxy-20(22)-norcholenic acid lactone, 5β,20(22)-Cardenolide-3β,14-diol, Digitoxigenin

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About This Item

Empirical Formula (Hill Notation):
C23H34O4
CAS Number:
143-62-4
Molecular Weight:
374.51
Beilstein/REAXYS Number:
95448
EC Number:
205-603-4
MDL number:
MFCD00003687
UNSPSC Code:
12352103

assay

98%

optical activity

[α]20/D +16.9°, c = 1.3 in methanol

mp

253-255 °C (dec.) (lit.)

SMILES string

C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5

replaced by

Product No.
Description
Pricing

D9404

Digitoxigenin

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
05624AW
12002EW
06735JR
04550LQ
03756LR

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Gerhard Prinsloo et al.
Natural product research, 24(18), 1743-1746 (2010-10-29)
Human immunodeficiency virus (HIV) affects more than 40 million people worldwide and more than 5 million in South Africa alone. There is no cure for the disease yet, and novel effective drugs need to be discovered to make any progress
Rodrigo M Pádua et al.
Steroids, 73(4), 458-465 (2008-02-06)
A simple and versatile method for the chemical synthesis of 21-hydroxypregnane 21-O-malonyl hemiesters which may be important intermediates of cardenolide biosynthesis is described. Starting from commercial beta-methyldigitoxin, acid hydrolysis followed by 3beta-O-acetylation and ozonolysis with reductive cleavage of the ozonides
M Adamczyk et al.
Bioorganic & medicinal chemistry letters, 9(5), 771-774 (1999-04-14)
Oxidation of digoxigenin and digitoxigenin to the 3-ketones followed by reductive amination produced a mixture of amine epimers. The inability to separate the epimeric mixtures of chemiluminescent digoxigenin probes derived by conjugation to the acridinium label prompted us to develop
S Panda et al.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme, 43(3), 188-193 (2011-02-03)
The importance of glycoside in the regulation of thyroid dysfunction is not well understood. In the present investigation, effects of periplogenin-3- O-D-glucopyranosyl (1→6)(1→4)-D-cymaropyranoside, isolated from the vegetable, LAGENARIA SICERARIA, in L-thyroxine (L-T₄)-induced hyperthyroidism and in related cardiovascular abnormalities have been
Na Han et al.
Planta medica, 76(6), 561-565 (2009-11-18)
In the present study, a 75% ethanol extract of Streptocaulon juventas (SJ), which had a strong inhibitory effect on the proliferation of human lung A549 adenocarcinoma cells, was subjected to bioassay-guided fractionation. The most active fraction (SJF) was obtained using
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