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Merck

D9026

Digoxigenin

analytical standard

Synonym(s):

3β,12β,14β,21-Tetrahydroxy-20(22)-norcholenic acid lactone, 3β,12β,14-Trihydroxy-5β,20(22)-cardenolide, 5β,20(22)-Cardenolide-3β,12β,14-triol, Lanadigigenin

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About This Item

Empirical Formula (Hill Notation):
C23H34O5
CAS Number:
1672-46-4
Molecular Weight:
390.51
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329798887
EC Number:
216-806-2
Beilstein/REAXYS Number:
96479
MDL number:
MFCD00871861

Product Name

Digoxigenin, analytical standard

InChI

1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15+,16-,17-,18+,19-,21+,22+,23+/m1/s1

InChI key

SHIBSTMRCDJXLN-KCZCNTNESA-N

SMILES string

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

grade

analytical standard

agency

EPA 1694

assay

≥98% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

222 °C (lit.)

application(s)

environmental
food and beverages
forensics and toxicology
veterinary

format

neat

functional group

ketone

storage temp.

room temp

Quality Level

100

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Application

Digoxigenin is used as an analytical reference standard for the quantification of the analyte in biological samples using high-performance liquid chromatography couped to tandem mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Digoxigenin is a therapeutic drug belonging to the group of cardiac glycosides, widely used in the management of congestive heart failure and other cardiac diseases.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Acute Tox. 2 Dermal

Storage Class

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
0000147209
0000147208
0000147208
0000147209

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Identification and Quantification of Cardiac Glycosides in Blood and Urine Samples by HPLC/MS/MS
Guan F, et al.
American Chemical Science Journal (1999)
Simone Dealtry et al.
Applied and environmental microbiology, 80(13), 4012-4020 (2014-04-29)
Biopurification systems (BPS) are used on farms to control pollution by treating pesticide-contaminated water. It is assumed that mobile genetic elements (MGEs) carrying genes coding for enzymes involved in degradation might contribute to the degradation of pesticides. Therefore, the composition
Christine E Tinberg et al.
Nature, 501(7466), 212-216 (2013-09-06)
The ability to design proteins with high affinity and selectivity for any given small molecule is a rigorous test of our understanding of the physiochemical principles that govern molecular recognition. Attempts to rationally design ligand-binding proteins have met with little
Vicki Adams et al.
Applied and environmental microbiology, 80(12), 3597-3603 (2014-04-01)
TnpX is a site-specific recombinase responsible for the excision and insertion of the transposons Tn4451 and Tn4453 in Clostridium perfringens and Clostridium difficile, respectively. Here, we exploit phenotypic features of TnpX to facilitate genetic mutagenesis and complementation studies. Genetic manipulation
Suzanne E McGaugh et al.
Nature communications, 5, 5307-5307 (2014-10-21)
Natural populations subjected to strong environmental selection pressures offer a window into the genetic underpinnings of evolutionary change. Cavefish populations, Astyanax mexicanus (Teleostei: Characiphysi), exhibit repeated, independent evolution for a variety of traits including eye degeneration, pigment loss, increased size
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