CAS 143-62-4

Digitoxigenin

Description:

Digitoxigenin is a steroidal compound classified as a cardiac glycoside, primarily derived from the plant Digitalis purpurea, commonly known as foxglove. It is characterized by its structure, which includes a steroid nucleus with a lactone ring and multiple hydroxyl groups. This compound exhibits potent biological activity, particularly in its ability to inhibit the Na+/K+ ATPase enzyme, leading to increased intracellular calcium levels and enhanced cardiac contractility. Digitoxigenin is often used in the treatment of heart conditions, such as atrial fibrillation and heart failure, due to its positive inotropic effects. However, it has a narrow therapeutic window, necessitating careful monitoring of dosage to avoid toxicity. In terms of physical properties, digitoxigenin is typically a white to off-white crystalline powder, and it is soluble in organic solvents but has limited solubility in water. Its pharmacological profile and potential side effects, including arrhythmias and gastrointestinal disturbances, underscore the importance of understanding its characteristics in both clinical and research settings.

Formula: C₂₃H₃₄O₄

InChI: InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,19-,21+,22-,23+/m1/s1

InChI key: InChIKey=XZTUSOXSLKTKJQ-CESUGQOBSA-N

SMILES: O[C@@]12[C@]3([C@@]([C@]4(C)[C@](CC3)(C[C@@H](O)CC4)[H])(CC[C@]1(C)[C@H](CC2)C=5COC(=O)C5)[H])[H]

Synonyms:

• (+)-Digitoxigenin
• (3β,5β)-3,14-Dihydroxycard-20(22)-enolide
• 3-Β,14-Dihidroxi-5-Β,14-Β-Card-20(22)-Enolido
• 3-Β,14-Dihydroxy-5-Β,14-Β-Card-20(22)-Enolide
• 3-β,14-Dihydroxy-5-β,14-β-card-20(22)-enolid
• 5β-Card-20(22)-enolide, 3β,14-dihydroxy-
• Cerberigenin
• Nsc 407806
• Δ20:22-3,14,21-Trihydroxynorcholenic acid lactone
• Δ^20:22-3,14,21-Trihydroxynorcholenic acid lactone
• (3beta,5beta)-3,14-dihydroxycard-20(22)-enolide
• Card-20(22)-enolide, 3,14-dihydroxy-, (3β,5β)-
• 3,14-dihydroxycard-20(22)-enolide
• 3-beta,14-dihydroxy-5-beta,14-beta-card-20(22)-enolide

Digitoxigenin

CAS: 143-62-4

Formula: C₂₃H₃₄O₄

Purity: >97.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 374.52

Ref: 3B-D0541

Digitoxigenin

CAS: 143-62-4

Digitoxigenin analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₂₃H₃₄O₄

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 374.52

Ref: 11-0820

Digitoxigenin

CAS: 143-62-4

Formula: C₂₃H₃₄O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 374.5137

Ref: IN-DA003PIJ

Digitoxigenin

CAS: 143-62-4

Digitoxigenin is a precursor of cardiac glycosides that acts by targeting the metastatic uveal melanoma gene signature.

Formula: C₂₃H₃₄O₄

Color and Shape: Solid

Molecular weight: 374.51

Ref: TM-T19877

Digitoxigenin

CAS: 143-62-4

Digitoxigenin

Purity: ≥95%

Molecular weight: 374.51g/mol

Ref: 54-OR1007292

Digitoxigenin

CAS: 143-62-4

Formula: C₂₃H₃₄O₄

Molecular weight: 374.51

Ref: 7W-GK7257

Digitoxigenin

CAS: 143-62-4

Color and Shape: Neat

Ref: 86-MM0336.01

DIGITOXIGENIN

CAS: 143-62-4

Purity: 97%

Molecular weight: 374.52099609375

Ref: 10-F801786

Digitoxigenin

CAS: 143-62-4

Formula: C₂₃H₃₄O₄

Molecular weight: 374.52

Ref: 4Z-D-462

Digitoxigenin

Controlled Product

CAS: 143-62-4

Stability Hygroscopic
Applications Digitoxigenin has been used in a study to assess its stereochemical effects in cancer cytotoxicity. It has also been used in a study to investigate the advantage of gold(I)-catalyzed glycosidation of glycosyl o-alkyl benzoates to assemble digitoxin.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Hinds, J., et al.: Chemmedchem, 8, 63 (2013); Ma, Y., et al.: J. Org. Chem., 76, 9748 (2011)

Formula: C₂₃H₃₄O₄

Color and Shape: Neat

Molecular weight: 374.51

Ref: TR-D445540

Digitoxigenin-21,23,23-d3

Controlled Product

CAS: 143-62-4

Applications Isotope labelled Digitoxigenin has been used in a study to assess its stereochemical effects in cancer cytotoxicity. It has also been used in a study to investigate the advantage of gold(I)-catalyzed glycosidation of glycosyl o-alkyl benzoates to assemble digitoxin.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Hinds, J., et al.: Chemmedchem, 8, 63 (2013); Ma, Y., et al.: J. Org. Chem., 76, 9748 (2011)

Formula: C₂₃H₃₁D₃O₄

Color and Shape: Neat

Molecular weight: 377.53

Ref: TR-D445541

Digitoxigenin

CAS: 143-62-4

Digitoxigenin is an aglycone, which is a type of steroid structure, derived from the hydrolysis of cardiac glycosides found in plants of the Digitalis species, such as foxglove. This compound is obtained through enzymatic or chemical cleavage of glycosidic bonds present in its parent molecules, digitoxin and others, which are naturally occurring compounds in these plants.

Formula: C₂₃H₃₄O₄

Color and Shape: White Powder

Molecular weight: 374.51 g/mol

Ref: 3D-FD11670