CAS 5297-05-2

Digoxigenin bisdigitoxoside

Description:

Digoxigenin bisdigitoxoside is a cardiac glycoside derived from the plant Digitalis, commonly known for its use in treating heart conditions. This compound features a steroid nucleus with multiple sugar moieties, specifically two digitoxose units, which enhance its solubility and bioactivity. Characteristically, digoxigenin bisdigitoxoside exhibits a strong affinity for the Na+/K+ ATPase enzyme, leading to increased intracellular calcium levels and improved cardiac contractility. It is typically used in biochemical applications, particularly in molecular biology as a labeling agent due to its ability to bind to specific antibodies. The compound is relatively stable under physiological conditions but can be sensitive to hydrolysis, which may affect its biological activity. Its pharmacological effects are dose-dependent, and it is essential to monitor its use closely to avoid toxicity. Overall, digoxigenin bisdigitoxoside serves as a valuable tool in both therapeutic and research settings, particularly in the study of cardiac function and cellular signaling pathways.

Formula: C₃₅H₅₄O₁₁

InChI: InChI=1S/C35H54O11/c1-17-31(40)25(36)14-30(43-17)46-32-18(2)44-29(15-26(32)37)45-21-7-9-33(3)20(12-21)5-6-23-24(33)13-27(38)34(4)22(8-10-35(23,34)41)19-11-28(39)42-16-19/h11,17-18,20-27,29-32,36-38,40-41H,5-10,12-16H2,1-4H3/t17-,18-,20-,21+,22-,23-,24+,25+,26+,27-,29+,30+,31-,32-,33+,34+,35+/m1/s1

InChI key: InChIKey=NTSBMKIZRSBFTA-AIDOXSFESA-N

SMILES: O[C@@]12[C@@](C)([C@H](CC1)C3=CC(=O)OC3)[C@H](O)C[C@]4([C@]2(CC[C@]5([C@]4(C)CC[C@H](O[C@H]6C[C@H](O)[C@H](O[C@H]7C[C@H](O)[C@H](O)[C@@H](C)O7)[C@@H](C)O6)C5)[H])[H])[H]

Synonyms:

• (3beta,5beta,12beta)-3-((2,6-Dideoxy-4-O-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-beta-D-ribo-hexopyranosyl)oxy)-12,14-dihydroxycard-20(22)-enolide
• (3β,5β,12β)-3-[[2,6-Dideoxy-4-O-(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl)-β-<smallcap>D</span>-ribo-hexopyranosyl]oxy]-12,14-dihydroxycard-20(22)-enolide
• 3-{[2,6-dideoxy-4-O-(2,6-dideoxyhexopyranosyl)hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide
• 3beta-((2,6-Dideoxy-4-O-(2,6-dideoxy-beta-D -ribo-hexopyranosyl)-beta-D -ribo-hexopyranosyl)oxy)-12beta,14-dihydroxy-5beta-card-20(22)-enolide
• 5β-Card-20(22)-enolide, 3β,12β,14-trihydroxy-, didigitoxoside
• 5β-Card-20(22)-enolide, 3β-[[2,6-dideoxy-4-O-(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl)-β-<smallcap>D</span>-ribo-hexopyranosyl]oxy]-12β,14-dihydroxy-
• Bisdigoxigenin
• Card-20(22)-enolide, 3-[[2,6-dideoxy-4-O-(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl)-β-<smallcap>D</span>-ribo-hexopyranosyl]oxy]-12,14-dihydroxy-, (3β,5β,12β)-
• Digoxigenin bisdigitoxide
• Digoxigenin bisdigitoxoside
• Digoxigenin, didigitoxoside
• Digoxigenin-bis(digitoxoside)
• (3β,5β,12β)-3-[[2,6-Dideoxy-4-O-(2,6-dideoxy-β-D-ribo-hexopyranosyl)-β-D-ribo-hexopyranosyl]oxy]-12,14-dihydroxycard-20(22)-enolide
• Card-20(22)-enolide, 3-[[2,6-dideoxy-4-O-(2,6-dideoxy-β-D-ribo-hexopyranosyl)-β-D-ribo-hexopyranosyl]oxy]-12,14-dihydroxy-, (3β,5β,12β)-

Digoxin EP Impurity F

CAS: 5297-05-2

Formula: C₃₅H₅₄O₁₁

Color and Shape: White To Off-White Solid

Molecular weight: 650.81

Ref: 4Z-D-756

Digoxigenin Bisdigitoxoside

Controlled Product

CAS: 5297-05-2

Stability Hygroscopic
Applications A metabolite of Digoxin (Dx) (D446575).
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 Fujii, Y., et al.: Clin. Chem., 37, 476 (1991), Salphati, L., et al.: Xenobiotica, 29, 171 (1999), Song, S., et al.: Drug Metab. Dispos., 27, 689 (1999),

Formula: C₃₅H₅₄O₁₁

Color and Shape: Neat

Molecular weight: 650.80

Ref: TR-D446500

Digoxigenin bisdigitoxoside

CAS: 5297-05-2

Digoxigenin bisdigitoxoside is a glycoside that is detectable in the body fluids of animals. It is used in assays to detect β-glucuronidase and biliary glycosidases, which are enzymes that break down glycosides. Digoxigenin bisdigitoxoside has been found to be metabolically inactivated by chloride, but not by sulfatase or hydroxyl group. This drug is also present as impurities in pharmaceutical preparations. Digoxigenin bisdigitoxoside is a steroid glycoside that contains a spironolactone treatment and a hydroxyl group.

Formula: C₃₅H₅₄O₁₁

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 650.8 g/mol

Ref: 3D-FD21898

Digoxigenin bisdigitoxoside

CAS: 5297-05-2

Digoxigenin bisdigitoxoside (Bisdigoxigenin) is a metabolite of digoxigenin with anti-cancer activity and cytotoxicity.

Formula: C₃₅H₅₄O₁₁

Color and Shape: Solid

Molecular weight: 650.8

Ref: TM-T86212

Digoxin EP Impurity F

CAS: 5297-05-2

Formula: C₃₅H₅₄O₁₁

Molecular weight: 650.8

Ref: ST-EA-CP-D1200005