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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

Key Documents

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Product Name

Digoxigenin, analytical standard

InChI key

SHIBSTMRCDJXLN-KCZCNTNESA-N

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

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
BGBC4977
BGBB9967
BGBB7390V
BGBB7390
BGBB4830

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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)
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
Joan Camunas-Soler et al.
Nucleic acids research, 43(5), 2767-2779 (2015-02-19)
DNA bis-intercalators are widely used in molecular biology with applications ranging from DNA imaging to anticancer pharmacology. Two fundamental aspects of these ligands are the lifetime of the bis-intercalated complexes and their sequence selectivity. Here, we perform single-molecule optical tweezers
Guillaume Cornelis et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(41), E4332-E4341 (2014-10-01)
Syncytins are fusogenic envelope (env) genes of retroviral origin that have been captured for a function in placentation. Syncytins have been identified in Euarchontoglires (primates, rodents, Leporidae) and Laurasiatheria (Carnivora, ruminants) placental mammals. Here, we searched for similar genes in
François Redelsperger et al.
Journal of virology, 88(14), 7915-7928 (2014-05-03)
Syncytin genes are fusogenic envelope protein (env) genes of retroviral origin that have been captured for a function in placentation. Within rodents, two such genes have previously been identified in the mouse-related clade, allowing a demonstration of their essential role
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