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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=1/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[C@@]12[C@@](C)([C@H]([C@@H](O)C1)C=3COC(=O)C3)CC[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]8C[C@H](OC(C)=O)[C@H](O[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)[C@@H](C)O8)[C@@H](C)O7)[C@@H](C)O6)C5)[H])[H])[H]
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
  • See more synonyms
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Found 4 products.
  • Lanatoside B

    CAS:
    Lanatoside B analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.
    Formula:C49H76O20
    Purity:(HPLC) ≥85%
    Color and Shape:Powder
    Molecular weight:985.14

    Ref: 11-0816

    5mg
    171.00€
  • Lanatoside B

    CAS:
    Lanatoside B is a natural product from Polygonum lapathifolium.
    Formula:C49H76O20
    Purity:98%
    Color and Shape:Solid
    Molecular weight:985.12
  • Lanatoside B

    Controlled Product
    CAS:
    Formula:C49H76O20
    Color and Shape:Off-White
    Molecular weight:985.12

    Ref: TR-L177393

    25mg
    5,147.00€
  • Lanatoside B

    CAS:
    <p>Lanatoside B is a cardiac glycoside, which is a type of compound obtained from the leaves of the Digitalis lanata plant, commonly known as woolly foxglove. This compound belongs to a class of organic substances known for their potent effects on the heart's contractile capability. The primary mode of action of Lanatoside B involves inhibiting the sodium-potassium ATPase enzyme in cardiac tissues. This inhibition leads to an increase in intracellular sodium concentration, which subsequently boosts calcium ions available for myocardial contraction via the sodium-calcium exchange mechanism.</p>
    Formula:C49H76O20
    Purity:Min. 95%
    Molecular weight:985.12 g/mol

    Ref: 3D-FL137800

    1mg
    336.00€
    2mg
    473.00€
    5mg
    798.00€
    10mg
    1,190.00€
    25mg
    2,074.00€