CAS 17575-22-3

lanatoside C

Description:

Lanatoside C is a cardiac glycoside, a type of compound that exerts a positive inotropic effect, meaning it increases the force of heart contractions. It is derived from the plant Digitalis lanata, commonly known as woolly foxglove. This compound is characterized by its complex structure, which includes a steroid nucleus and a sugar moiety, contributing to its biological activity. Lanatoside C is known for its ability to inhibit the Na+/K+ ATPase enzyme, leading to an increase in intracellular calcium levels, which enhances cardiac contractility. It is typically used in the treatment of heart failure and certain arrhythmias. The compound is also notable for its relatively low therapeutic index, necessitating careful monitoring of dosage to avoid toxicity. In terms of solubility, lanatoside C is generally soluble in organic solvents but has limited solubility in water. Its pharmacokinetics can be influenced by factors such as patient age, renal function, and concurrent medications, making individualized treatment approaches essential.

Formula: C₄₉H₇₆O₂₀

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

InChI key: InChIKey=JAYAGJDXJIDEKI-PTGWOZRBSA-N

SMILES: O[C@@]12[C@@](C)([C@H](CC1)C=3COC(=O)C3)[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]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,12beta)-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}-12,14-dihydroxycard-20(22)-enolide
• (3beta,5beta,9xi,12beta)-3-{[hexopyranosyl-(1->4)-3-O-acetyl-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide
• (3beta,8xi,9xi,12beta)-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}-12,14-dihydroxycard-20(22)-enolide
• (3β,5β,12β)-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]-12,14-dihydroxycard-20(22)-enolide
• 3-((O beta-D-Glucopyranosyl-(1-4)-O-3beta-O-acetyl-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1-4)-O-2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-12beta,14-dihydroxy-5beta-card-20(22)-enolide
• 3-{[hexopyranosyl-(1->4)-3-O-acetyl-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl-(1->4)-2,6-dideoxyhexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide
• Allocor
• 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)-12,14-dihydroxy-, (3beta,5beta,12beta)- (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]-12,14-dihydroxy-, (3β,5β,12β)-
• Cedilanid
• Ceglunat
• Ceglunate
• Celadigal
• Celanid
• Celanide
• Celanidum
• Cetosanol
• Desacetyllanatoside
• Digilanid C
• Digilanide C
• Digilanogen C
• Glycoside obtained from the leaves of Digitalis lanata Ehrh
• Isolanid
• Isolanide
• Lanatigen C
• Lanatosid C
• Lanatosid C [German]
• Lanatoside C [INN:BAN:DCF:JAN]
• Lanatosido C
• Lanatosido C [INN-Spanish]
• Lanatosidum C
• Lanatosidum C [INN-Latin]
• Lanimerck
• Lanocide-C
• NSC 7533
• Nsc 119991
• (3β,5β,12β)-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]-12,14-dihydroxycard-20(22)-enolide
• 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]-12,14-dihydroxy-, (3β,5β,12β)-
• Lanatoside C
• Lanatoside C
• Digoxin EP Impurity H
• digilanidec
• Card-20(22)-enolide, 3-[(O-b-D-glucopyranosyl-(14)-O-3-O-acetyl-2,6-dideoxy-b-D-ribo-hexopyranosyl-(14)-O-2,6-dideoxy-b-D-ribo-hexopyranosyl-(14)-2,6-dideoxy-b-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3b,5b,12b)- (9CI)
• LANATOSIDE C WHO(CRM STANDARD)
• (3β,5β,12β)-
• Digoxin EP Impurity H (Lanatoside C)
• 20(22),5BETA-CARDENOLID-3BETA,12BETA,14BETA-TRIOL 3BETA-O-BETA-D-GLUCOPYRANOSYL-(1->4)-O-BETA-D-[3-O-ACETYLDIGITOXOPYRANOSYL]-(1->4)-O-BETA-D-DIGITOXOPYRANOSIDE-(1->4)-O-BETA-D-DIGITOXOPYRANOSIDE
• Digoxin Impurity 8(Digoxin EP Impurity H)
• Trigonin C (digoxin impurity H)
• Card-20(22)-enolide, 3-[(o-.beta.-D-glucopyranosyl-(1.fwdarw.4)-o-3-o-acetyl-2,6-dideoxy-.beta.-D-ribo-hexopyranosyl-(1.fwdarw.4)-o-2,6-dideoxy-.beta.-D-ribo-hexopyranosyl-(1.fwdarw.4)-2,6-dideoxy-.beta.-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3.beta.,5.beta.,12.beta.)-
• Lanatoside C (Digoxin Impurity H)
• LANATOSIDE C 97%
• LANATOSIDE C USP/EP/BP
• LANATOSIDE C(REAGENT / STANDARD GRADE)

Lanatoside C

CAS: 17575-22-3

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

Formula: C₄₉H₇₆O₂₀

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 985.14

Ref: 11-0817

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]-12,14-dihydroxy-, (3β,5β,12β)-

CAS: 17575-22-3

Formula: C₄₉H₇₆O₂₀

Purity: 98%

Color and Shape: Solid

Molecular weight: 985.1157

Ref: IN-DA002164

Digoxin EP Impurity H (Lanatoside C)

CAS: 17575-22-3

Formula: C₄₉H₇₆O₂₀

Color and Shape: White To Off-White Solid

Molecular weight: 985.13

Ref: 4Z-D-7512

Lanatoside C

CAS: 17575-22-3

Lanatoside C

Purity: ≥98%

Molecular weight: 985.12g/mol

Ref: 54-BUP00123

Lanatoside C

CAS: 17575-22-3

Formula: C₄₉H₇₆O₂₀

Purity: ≥ 95.0%

Color and Shape: White to off-white powder

Molecular weight: 985.12

Ref: 7W-GC7353

Lanatoside C

CAS: 17575-22-3

Formula: C₄₉H₇₆O₂₀

Purity: 95%~99%

Molecular weight: 985.127

Ref: BP-BP0838

Lanatoside C

CAS: 17575-22-3

Lanatoside C, a cardiac glycoside, treats heart failure and arrhythmia; taken orally or IV.

Formula: C₄₉H₇₆O₂₀

Purity: 98.3% - >99.99%

Color and Shape: Solid

Molecular weight: 985.12

Ref: TM-T1670

Lanatoside c

CAS: 17575-22-3

Digitalis glycoside

Formula: C₄₉H₇₆O₂₀

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 985.13

Ref: 5G-82573

Lanatoside C

CAS: 17575-22-3

Stability Hygroscopic
Applications Glycosides isolated from various species of Digitalis. Cardiotonic.
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 Novotny, J., et al.: J. Biol. Chem., 258, 14433 (1983), Farr, C., et al.: J. Med. Chem., 45, 3257 (2002), Van Dongen, M., et al.: Drug Discov. Today, 7, 471 (2002),

Formula: C₄₉H₇₆O₂₀

Color and Shape: White To Off-White

Molecular weight: 985.12

Ref: TR-L173800

Lanatoside C

CAS: 17575-22-3

Lanatoside C is a cardiac glycoside, which is a bioactive compound derived from the leaves of the plant Digitalis lanata. This compound exerts its effects primarily through inhibition of the Na⁺/K⁺-ATPase enzyme in cardiac muscle cells. By inhibiting this enzyme, Lanatoside C increases intracellular sodium levels, which indirectly leads to an increase in intracellular calcium via the sodium-calcium exchange mechanism. The elevated calcium concentrations enhance cardiac muscle contraction, thereby improving cardiac output and efficiency.

Formula: C₄₉H₇₆O₂₀

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 985.12 g/mol

Ref: 3D-OL09899

Digoxin EP Impurity H

CAS: 17575-22-3

Formula: C₄₉H₇₆O₂₀

Molecular weight: 985.1

Ref: ST-EA-CP-D1200007