CAS 17575-21-2: lanatoside B

Description: Lanatoside B is a cardiac glycoside derived from the leaves of the plant Digitalis lanata, commonly known as woolly foxglove. It is characterized by its ability to inhibit the Na+/K+ ATPase enzyme, which leads to increased intracellular sodium and calcium concentrations, ultimately enhancing cardiac contractility. This property makes lanatoside B useful in the treatment of certain heart conditions, such as heart failure and atrial fibrillation. The compound has a complex structure, featuring a steroid nucleus with multiple hydroxyl groups and a sugar moiety, which contributes to its solubility and biological activity. Lanatoside B is typically administered in a controlled manner due to its narrow therapeutic index, meaning that the difference between therapeutic and toxic doses is small. Additionally, it may exhibit side effects such as gastrointestinal disturbances and arrhythmias, necessitating careful monitoring of patients receiving this medication. Overall, lanatoside B is an important compound in pharmacology, particularly in cardiology, due to its potent effects on heart function.

Formula: C₄₉H₇₆O₂₀

InChI: InChI=1S/C49H76O20/c1-21-43(67-37-16-31(53)44(22(2)62-37)68-38-17-33(64-24(4)51)45(23(3)63-38)69-46-42(58)41(57)40(56)34(19-50)66-46)30(52)15-36(61-21)65-27-9-11-47(5)26(14-27)7-8-29-28(47)10-12-48(6)39(25-13-35(55)60-20-25)32(54)18-49(29,48)59/h13,21-23,26-34,36-46,50,52-54,56-59H,7-12,14-20H2,1-6H3/t21-,22-,23-,26-,27+,28+,29-,30+,31+,32+,33+,34-,36+,37+,38+,39+,40-,41+,42-,43-,44-,45-,46+,47+,48-,49+/m1/s1

InChI key: InChIKey=XVAPNQFQPDAROQ-CAPSWCROSA-N

SMILES: O=C1OCC(=C1)C2C(O)CC3(O)C4CCC5CC(OC6OC(C)C(OC7OC(C)C(OC8OC(C)C(OC9OC(CO)C(O)C(O)C9O)C(OC(=O)C)C8)C(O)C7)C(O)C6)CCC5(C)C4CCC23C

Synonyms:

• (3beta,5beta,16beta)-3-{[beta-D-glucopyranosyl-(1->4)-3-O-acetyl-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-14,16-dihydroxycard-20(22)-enolide
• (3beta,5beta,9xi,16alpha)-3-{[hexopyranosyl-(1->4)-3-O-acetyl-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl]oxy}-14,16-dihydroxycard-20(22)-enolide
• (3β,5β,16β)-3-[(O-β-<span class="text-smallcaps">D</smallcap>-Glucopyranosyl-(1→4)-O-3-O-acetyl-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-14,16-dihydroxycard-20(22)-enolide
• 3-((O-beta-D-Glucopyranosyl-(1-4)-O-3-O-acetyl-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-14,16-dihydroxycard-20(22)-enolide (3beta,5beta,16beta)-
• 3-{[hexopyranosyl-(1->4)-3-O-acetyl-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl]oxy}-14,16-dihydroxycard-20(22)-enolide
• 5β-Card-20(22)-enolide, 3β-[[O-[O-(O-glucosyldigitoxosyl)digitoxosyl]digitoxosyl]oxy]-14,16β-dihydroxy-, acetate
• Brn 0078394
• Card-20(22)-enolide, 3-((O-beta-D-glucopyranosyl-(1-4)-O-3-O-acetyl-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-14,16-dihydroxy-, (3beta,5beta,16beta)- (9CI)
• Card-20(22)-enolide, 3-[(O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→4)-O-3-O-acetyl-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-14,16-dihydroxy-, (3β,5β,16β)-
• Digilanid B
• Digilanide B
• Lanatosid B
• Lanatosid B [German]
• Nsc 7535
• (3β,5β,16β)-3-[(O-β-D-Glucopyranosyl-(1→4)-O-3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-14,16-dihydroxycard-20(22)-enolide
• Lanatoside B
• Card-20(22)-enolide, 3-[(O-β-D-glucopyranosyl-(1→4)-O-3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-14,16-dihydroxy-, (3β,5β,16β)-

Lanatoside B

CAS: 17575-21-2

Lanatoside B analytical standard provided with chromatographic purity, to be used as reference material for …

• Formula: C₄₉H₇₆O₂₀
• Purity: (HPLC) ≥85%
• Color and Shape: Powder
• Molecular weight: 985.14

Lanatoside B

CAS: 17575-21-2

Lanatoside B is a natural product from Polygonum lapathifolium.

• Formula: C₄₉H₇₆O₂₀
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 985.12

Lanatoside B

CAS: 17575-21-2

• Formula: C₄₉H₇₆O₂₀
• Color and Shape: Off-White
• Molecular weight: 985.12

Lanatoside B

CAS: 17575-21-2

Lanatoside B is a naturally occurring compound found in plants. It has been shown to …

• Formula: C₄₉H₇₆O₂₀
• Purity: Min. 95%
• Molecular weight: 985.12 g/mol