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=1S/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=C1OCC(=C1)C2CCC3(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)C4CC(O)C23C
- 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
- See more synonyms
- 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