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L2261

Sigma-Aldrich

Lanatoside C

≥97% (TLC)

Synonym(s):

Digilanide C, Digilanogen C, Isolanide, Lanatigen C

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About This Item

Empirical Formula (Hill Notation):
C49H76O20
CAS Number:
17575-22-3
Molecular Weight:
985.12
EC Number:
241-546-1
MDL number:
MFCD00869432
UNSPSC Code:
12352201
PubChem Substance ID:
24896307
NACRES:
NA.25

Quality Level

100

assay

≥97% (TLC)

form

powder

color

white

storage temp.

−20°C

SMILES string

C[C@H]1O[C@H](C[C@H](O)[C@@H]1O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](OC(C)=O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](C)O3)[C@@H](C)O2)O[C@H]5CC[C@@]6(C)[C@H](CC[C@@H]7[C@@H]6C[C@@H](O)[C@]8(C)[C@H](CC[C@]78O)C9=CC(=O)OC9)C5

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

JAYAGJDXJIDEKI-PTGWOZRBSA-N

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Application


  • Cardiac glycoside sensitization in hepatocellular carcinoma: Research demonstrated that Lanatoside C enhances the sensitivity of hepatocellular carcinoma cells to TRAIL-induced apoptosis through mechanisms involving reactive oxygen species generation, p38MAPK activation, and modulation of mitochondrial transition and autophagy (Rasheduzzaman et al., 2019).

  • Elimination of undifferentiated human embryonic stem cells: Lanatoside C has been shown to selectively eliminate undifferentiated human embryonic stem cells, indicating its potential use in ensuring the safety of stem cell-derived therapies (Lin et al., 2017).

Other Notes

To gain a comprehensive understanding of our extensive range of Oligosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - STOT RE 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK3455
BCCF9273
BCCF2230
BCCB8247
BCBW3854

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P E Santos et al.
Toxicon : official journal of the International Society on Toxinology, 28(2), 215-224 (1990-01-01)
The effects of crotoxin, isolated from the venom of the South American rattlesnake, Crotalus durissus terrificus, were investigated on isolated guinea pig hearts, perfused with Locke solution, by the Langendorff method. The cardiac beats and the electrocardiogram were simultaneously registered
P Sandouk et al.
Presse medicale (Paris, France : 1983), 15(27), 1273-1275 (1986-07-05)
Digoxin, digitoxin and acetyldigitoxin are the most widely prescribed of cardiotonic glycosides. Analytical exploration can be performed by a single assay when only one compound is prescribed or by multiple assays in cases of imprecise prescription or when several glycosides
Dhanasekhar Reddy et al.
Biomolecules, 9(12) (2019-12-01)
Cardiac glycosides (CGs) are a diverse family of naturally derived compounds having a steroid and glycone moiety in their structures. CG molecules inhibit the α-subunit of ubiquitous transmembrane protein Na+/K+-ATPase and are clinically approved for the treatment of cardiovascular diseases.
Yoshihiro Ueda et al.
The Journal of organic chemistry, 77(18), 7850-7857 (2012-08-09)
Acylation of lanatoside C in the presence of organocatalyst 5 gave the C(4'''')-O-acylate in up to 90% regioselectivity (catalyst-controlled regioselectivity). Various functionalized acyl groups can be introduced at the C(4'''')-OH by a mixed anhydride method in the presence of 5
T Imamura et al.
Circulation, 71(1), 11-16 (1985-01-01)
We sought to determine whether digitalis augments cardiopulmonary baroreflex control of forearm vascular resistance in normal young men. Cardiopulmonary baroreceptor input was reduced with lower body negative pressure (LBNP) at 10 and 20 mm Hg, which decreased central venous pressure
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