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Digoxigenin

analytical standard

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

grade

analytical standard

Quality Level

100

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

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

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

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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.

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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

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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)
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
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
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
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
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