1672-46-4

Basic information

• Product Name: DIGOXIGENIN
• Synonyms: Digoxigenin Lanadigigenin;(3beta,5beta,12beta)-3,12,14-trihydroxycard-20(22)-enolide;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, 3β,12β,14β,21-Tetrahydroxy-20(22)-norcholenic acid lactone;3β,12β,14-Trihydroxy-5β,14β-card-20(22)-enolide;3β,12β,14β-Trihydroxy-5β-carda-20(22)-enolide;δ20:22-3β,12β,14,21-tetrahydroxynorcholenic acid lactone;3-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• CAS NO: 1672-46-4
• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.51
• EINECS: 216-806-2
• Mol File: 1672-46-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 222 °C(lit.)
• Boiling Point: 435.71°C (rough estimate)
• Flash Point: 203 °C
• Appearance: white solid
• Density: 1.0639 (rough estimate)
• Vapor Pressure: 2.4E-16mmHg at 25°C
• Refractive Index: 1.6120 (estimate)
• Storage Temp.: room temp
• PKA: 14.44±0.70(Predicted)
• Merck: 13,3188
• BRN: 96479
• CAS DataBase Reference: DIGOXIGENIN(CAS DataBase Reference)
• NIST Chemistry Reference: DIGOXIGENIN(1672-46-4)
• EPA Substance Registry System: DIGOXIGENIN(1672-46-4)

Safety Data

• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 36/37/39-45
• RIDADR: UN 2811 6.1/PG 1
• WGK Germany: 3
• RTECS: FH5390000
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 1672-46-4(Hazardous Substances Data)

Usage

Description

Digoxinigenin, a member of the cardiac glycoside family, is a steroid derived from the Digitalis plant. It is characterized by its off-white to pale yellow solid appearance and is known for its therapeutic properties in managing congestive heart failure and other cardiac conditions. Its chemical structure allows it to interact with specific biological targets, making it a versatile molecule with various applications across different industries.

Uses

Used in Pharmaceutical Industry:
Digoxinigenin is used as a cardiotonic agent for its positive inotropic activity, which helps in the management of congestive heart failure and other cardiac diseases. It modulates the heart's contractions, improving the overall cardiac function.
Used in Diagnostic Industry:
Digoxinigenin is used as a non-isotopic label for DNA, playing a crucial role in the detection of different viruses. Its ability to bind specifically to target molecules makes it a valuable tool in molecular diagnostics, enhancing the accuracy and efficiency of disease detection.
Used in Research and Development:
In the field of research and development, Digoxigenin serves as a probe for detecting various viruses. Its specificity and versatility make it an essential component in the development of new diagnostic tools and techniques.

InChI:InChI=1/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

Upstream product

• 5355-48-6 beta-Acetyldigoxin 
• 5511-98-8 3'''-acetyldigoxin 
• 17575-22-3 lanatoside C 
• 80680-86-0 3β-Acetoxy-12β,14-dihydroxy-5β,14β-card-20(22)-enolid 
• 71-63-6 digitoxin 
• 1111-39-3 acetyldigitoxin 
• 20830-75-5 digoxin 
• 2842-86-6 3β-Acetoxy-14-hydroxy-12-oxo-5β,14β-card-20(22)-enolid 
• 84532-09-2 (20R,S)-20,21-Epoxy-20-methyl-5β-pregnan-3β,12α-diol-diacetat 
• 84532-08-1 20-Methylen-5β-pregnan-3β,12α-diol-diacetat 
• 87335-40-8 (3S,5R,8R,9S,10S,12S,13S,14S,17R)-17-(6-Methoxy-3,6-dihydro-[1,2]dioxin-4-yl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,12-diol 
• 84532-18-3 3β,12α-Dihydroxy-5β,14α-card-20(22)-enolid 
• 87335-39-5 (3S,5R,8R,9S,10S,12S,13S,14S,17R)-17-((E)-3-Methoxy-1-methylene-allyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,12-diol 
• 84532-14-9 3β,12α-Dihydroxy-20-methylen-5β-pregnan-21-al 

Downstream Products

• 79317-29-6 digoxigenin 3β-β-D-glucoside tetraacetate 
• 4427-80-9 4-[(3S,5R,8R,9S,10S,12R,13R,17R)-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-3,12-dihydroxy-10,13-dimethyl-1H-cyclopenta[a]phenanthren-17-yl]furan-2(5H)-one 
• 18896-11-2 14β-hydroxy-3-oxo-12β-tosyloxy-card-20(22)-enolide 
• 25817-75-8 digoxigenin 3β-β-D-glucoside 
• 6078-59-7 3,12-Diacetyl-digoxingenin 
• 4442-12-0 (20R)-3β,12β,14-trihydroxy-5β,14β-cardanolide 
• 4442-17-5 3-dehydrodigoxigenin 
• 85798-97-6 (20S)-3β,12β,14-trihydroxy-5β,14β-cardanolide 
• 3810-94-4 digoxigenone 
• 26623-76-7 3β,12β-bis-benzoyloxy-14-hydroxy-5β,14β-card-20(22)-enolide 

Related news

DIGOXIGENIN (cas 1672-46-4) modification of adenovirus to spatially control gene delivery from chitosan surfaces09/28/2019

To spatially control the delivery of multiple viral vectors from biomaterial scaffolds, digoxigenin (DIG) was conjugated to adenoviral capsid proteins as an antigenic determinant for antibody immobilization. The infectivity, toxicity, specificity and immobilization stability of DIG-modified aden...detailed

Notes & TipsElimination of nonspecific bands in non-radioactive electrophoretic mobility shift assays using the DIGOXIGENIN (cas 1672-46-4) system09/27/2019

In the course of detecting nuclear transcription factors by electrophoretic mobility shift assay using digoxigenin (DIG)-labeled probes, we encountered a problem with a considerable nonspecific shift band in negative control lanes from which protein extracts were omitted. This nonspecific shift ...detailed

Competitive homogeneous DIGOXIGENIN (cas 1672-46-4) immunoassay based on fluorescence quenching by gold nanoparticles09/26/2019

We report on a competitive, homogeneous immunoassay for the detection of the hapten digoxigenin. The assay is based on competitive fluorescence quenching by gold nanoparticles. Digoxigenin is indirectly labeled with the fluorophore Cy3B through bovine serum albumin and used as a marker. Gold nan...detailed

The cardenolides strophanthidin, DIGOXIGENIN (cas 1672-46-4) and dihydroouabain act as activators of the human RORγ/RORγT receptors09/25/2019

Two isoforms of a ligand-activated nuclear receptor, RORγ and RORγT, have been implicated in various physiological functions, including energy metabolism, circadian rhythm and immune system development. Using a stably transfected reporter cell line, we screened two chemical libraries and ident...detailed

Synthesis of MeON-neoglycosides of DIGOXIGENIN (cas 1672-46-4) with 6-deoxy- and 2,6-dideoxy-d-glucose derivatives and their anticancer activity09/24/2019

Cardiac glycosides show anticancer activities and their deoxy-sugar chains are vital for their anticancer effects. In order to study the structure-activity relationship (SAR) of cardiac glycosides toward cancers and get more potent anticancer agents, a series of MeON-neoglycosides of digoxigenin...detailed

Research paperSynthesis of C3-Neoglycosides of DIGOXIGENIN (cas 1672-46-4) and their anticancer activities09/10/2019

Cardiac glycosides exhibit significant anticancer effects and the glycosyl substitution at C3 position of digoxigenin is pivotal for their biological activity. In order to study the structure-activity relationship (SAR) of cardiac glycosides toward cancers and explore more potent anticancer agen...detailed

Relevant articles and documents

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17BETA-HETEROCYCLYL-DIGITALIS LIKE COMPOUNDS FOR THE TREATMENT OF HEART FAILURE

Disclosed are compounds of formula (I) wherein X, Y, Z are annular atoms comprised in a five-membered carbocyclic or heterocyclic ring, selected from the group consisting of CH, NH, N, O, S; said carbocyclic or heterocyclic ring being optionally substituted with amino (C1-C4) linear or branched alkyl or guanidine or guanidino (C1-C4) linear or branched alkyl; with the proviso that the heterocycle ring is not furyl; n is 0 or 1; R is H or OH; the dotted line represents an optional double bond C=C; the thick line represents a bond in the β configuration; the wavy line represents a bond both in the α and β configuration; their enantiomeric and/or diastereomeric mixtures, their pharmaceutically acceptable salts, their solvates, hydrates; their metabolite and metabolic precursors. The compounds of formula (I) are for use as medicaments, in particular for the treatment of acute or chronic heart failure. Oral administration is also possible.