CAS 17575-22-3
:Lanatosid C
Beschreibung:
Lanatosid C ist ein Herzglykosid, eine Art von Verbindung, die eine positive inotrope Wirkung ausübt, was bedeutet, dass sie die Kraft der Herzkontraktionen erhöht. Es wird aus der Pflanze Digitalis lanata, allgemein bekannt als wollige Fingerhut, gewonnen. Diese Verbindung zeichnet sich durch ihre komplexe Struktur aus, die einen Steroidkern und einen Zuckerteil umfasst, was zu ihrer biologischen Aktivität beiträgt. Lanatosid C ist bekannt für seine Fähigkeit, das Na+/K+ ATPase-Enzym zu hemmen, was zu einem Anstieg der intrazellulären Calciumspiegel führt, was die Herzkontraktionsfähigkeit verbessert. Es wird typischerweise zur Behandlung von Herzinsuffizienz und bestimmten Arrhythmien eingesetzt. Die Verbindung ist auch bemerkenswert für ihren relativ niedrigen therapeutischen Index, was eine sorgfältige Überwachung der Dosierung erforderlich macht, um Toxizität zu vermeiden. In Bezug auf die Löslichkeit ist Lanatosid C in der Regel in organischen Lösungsmitteln löslich, hat jedoch eine begrenzte Löslichkeit in Wasser. Seine Pharmakokinetik kann durch Faktoren wie das Alter des Patienten, die Nierenfunktion und gleichzeitige Medikamente beeinflusst werden, was individualisierte Behandlungsansätze unerlässlich macht.
Formel:C49H76O20
InChl: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]
Synonyme:- (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)
- Weitere Synonyme anzeigen
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Lanatoside C
CAS:Formel:C49H76O20Reinheit:≥ 95.0%Farbe und Form:White to off-white powderMolekulargewicht:985.12Digoxin EP Impurity H (Lanatoside C)
CAS:Formel:C49H76O20Farbe und Form:White To Off-White SolidMolekulargewicht:985.13Lanatoside C (Standard)
CAS:Lanatoside C (Standard) is a reference standard for research and analysis in studies involving Lanatoside C. Lanatoside C (Ceglunate) is a cardiac glycoside, a type of drug that can be used in the treatment of congestive heart failure and cardiac arrhythmia (irregular heartbeat). Lanatoside C can be used orally or by the intravenous route.Formel:C49H76O20Farbe und Form:SolidMolekulargewicht:985.1157(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
CAS:Formel:C49H76O20Reinheit:98%Farbe und Form:SolidMolekulargewicht:985.1157Lanatoside C
CAS:Lanatoside C analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.Formel:C49H76O20Reinheit:(HPLC) ≥95%Farbe und Form:PowderMolekulargewicht:985.14Lanatoside C
CAS: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),Formel:C49H76O20Farbe und Form:NeatMolekulargewicht:985.12(2R,3R,4S,6S)-6-(((2R,3S,4S,6S)-6-(((2R,3S,4S,6R)-6-(((3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-Dihydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-2-methyl-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-4-yl acetate
CAS:(2R,3R,4S,6S)-6-(((2R,3S,4S,6S)-6-(((2R,3S,4S,6R)-6-(((3S,5R,8R,9S,10S,12R,13S,14S,17R)-12,14-Dihydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-2-methyl-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-4-yl acetateFormel:C49H76O20Reinheit:98%Molekulargewicht:985.12Lanatoside C
CAS:Lanatoside C, a cardiac glycoside, treats heart failure and arrhythmia; taken orally or IV.Formel:C49H76O20Reinheit:98.3% - >99.99%Farbe und Form:White SolidMolekulargewicht:985.1157Lanatoside C
CAS:Digitalis glycosideFormel:C49H76O20Reinheit:≥ 98.0 % (HPLC)Farbe und Form:PowderMolekulargewicht:985.13Lanatoside C
CAS: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.Formel:C49H76O20Reinheit:Min. 95%Farbe und Form:White PowderMolekulargewicht:985.12 g/mol













