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=C1OCC(=C1)C2CCC3(O)C4CCC5CC(O)CCC5(C)C4CCC23C

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
• (3beta,5beta,8xi,9xi,17xi)-3,14-dihydroxycard-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

Digitoxigenin

CAS: 143-62-4

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

• Formula: C₂₃H₃₄O₄
• Purity: (HPLC) ≥95%
• Color and Shape: Powder
• Molecular weight: 374.52

Digitoxigenin

CAS: 143-62-4

• Formula: C₂₃H₃₄O₄
• Purity: 97%
• Color and Shape: Solid
• Molecular weight: 374.5137

Digitoxigenin

CAS: 143-62-4

Digitoxigenin is a precursor of cardiac glycosides that acts by targeting the metastatic uveal melanoma …

• Formula: C₂₃H₃₄O₄
• Color and Shape: Solid
• Molecular weight: 374.51

Digitoxigenin

CAS: 143-62-4

• Formula: C₂₃H₃₄O₄
• Molecular weight: 374.51

Digitoxigenin

CAS: 143-62-4

• Formula: C₂₃H₃₄O₄
• Color and Shape: Neat
• Molecular weight: 374.51

Digitoxigenin

CAS: 143-62-4

• Formula: C₂₃H₃₄O₄
• Molecular weight: 374.52

Digitoxigenin

CAS: 143-62-4

Stability Hygroscopic Applications Digitoxigenin has been used in a study to assess its stereochemical effects …

• Formula: C₂₃H₃₄O₄
• Color and Shape: Neat
• Molecular weight: 374.51

Digitoxigenin-21,23,23-d3

CAS: 143-62-4

Applications Isotope labelled Digitoxigenin has been used in a study to assess its stereochemical effects …

• Formula: C₂₃H₃₁D₃O₄
• Color and Shape: Neat
• Molecular weight: 377.53

Digitoxigenin

CAS: 143-62-4

Digitoxigenin is a natural compound that has been shown to have significant cytotoxicity. Digitoxigenin binds …

• Formula: C₂₃H₃₄O₄
• Color and Shape: White Powder
• Molecular weight: 374.51 g/mol