Lanatoside C

CAS# 17575-22-3

Lanatoside C

Catalog No. BCN6457----Order now to get a substantial discount!

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Quality Control of Lanatoside C

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Chemical structure

Lanatoside C

3D structure

Chemical Properties of Lanatoside C

Cas No. 17575-22-3 SDF Download SDF
PubChem ID 3879 Appearance White powder
Formula C49H76O20 M.Wt 985.1
Type of Compound Steroids Storage Desiccate at -20°C
Synonyms Digilanide C; Digilanogen C; Isolanide; Lanatigen C
Solubility DMSO : 50 mg/mL (50.76 mM; Need ultrasonic)
Ethanol : 2 mg/mL (2.03 mM; Need ultrasonic)
Chemical Name [6-[6-[6-[[12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2-methyloxan-3-yl]oxy-2-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl] acetate
SMILES CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC(=O)C)O
Standard InChIKey JAYAGJDXJIDEKI-UHFFFAOYSA-N
Standard 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
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Lanatoside C

The herbs of Digitalis lanata

Biological Activity of Lanatoside C

Description1. Lanatoside C, a cardiac glycoside, is an anti-arrhythmic agent. 2. Lanatoside C acts through protein kinase Cδ to cause apoptosis of human hepatocellular carcinoma cells. 3. Lanatoside C can effectively inhibit all four serotypes of dengue virus, flavivirus Kunjin, alphavirus Chikungunya and Sindbis virus as well as the human enterovirus 71, suggest that lanatoside C possesses broad spectrum antiviral activity against several groups of positive-sense RNA viruses.
TargetsAkt | mTOR | PKC | Antifection

Lanatoside C Dilution Calculator

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Lanatoside C Molarity Calculator

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Preparing Stock Solutions of Lanatoside C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.0151 mL 5.0756 mL 10.1513 mL 20.3025 mL 25.3781 mL
5 mM 0.203 mL 1.0151 mL 2.0303 mL 4.0605 mL 5.0756 mL
10 mM 0.1015 mL 0.5076 mL 1.0151 mL 2.0303 mL 2.5378 mL
50 mM 0.0203 mL 0.1015 mL 0.203 mL 0.4061 mL 0.5076 mL
100 mM 0.0102 mL 0.0508 mL 0.1015 mL 0.203 mL 0.2538 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Lanatoside C

Lanatoside C is a cardiac glycoside, can be used in the treatment of congestive heart failure and cardiac arrhythmia.Lanatoside C has an IC50 of 0.19 μM for dengue virus infection in HuH-7 cells. Target: in vitro: Dose-dependent reduction in dengue viral RNA and viral proteins synthesis were also observed upon treatment with increasing concentrations of Lanatoside C. Time of addition study indicated that Lanatoside C inhibits the early processes of the dengue virus replication cycle. Furthermore, Lanatoside C can effectively inhibit all four serotypes of dengue virus, flavivirus Kunjin, alphavirus Chikungunya and Sindbis virus as well as the human enterovirus 71. Lanatoside C possesses broad spectrum antiviral activity against several groups of positive-sense RNA viruses. [2]

References:
[1]. Crommentuijn MH, et al. Intracranial AAV-sTRAIL combined with lanatoside C prolongs survival in an orthotopic xenograft mouse model of invasive glioblastoma. Mol Oncol. 2015 Dec 11. pii: S1574-7891(15)00226-4. [2]. Cheung YY, et al. Antiviral activity of lanatoside C against dengue virus infection. Antiviral Res. 2014 Nov;111:93-99.

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References on Lanatoside C

Lanatoside C sensitizes glioblastoma cells to tumor necrosis factor-related apoptosis-inducing ligand and induces an alternative cell death pathway.[Pubmed:21757445]

Neuro Oncol. 2011 Nov;13(11):1213-24.

Human glioblastoma (GBM) cells are notorious for their resistance to apoptosis-inducing therapeutics. We have identified Lanatoside C as a sensitizer of GBM cells to tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced cell death partly by upregulation of the death receptor 5. We show that Lanatoside C sensitizes GBM cells to TRAIL-induced apoptosis in a GBM xenograft model in vivo. Lanatoside C on its own serves as a therapeutic agent against GBM by activating a caspase-independent cell death pathway. Cells treated with Lanatoside C showed necrotic cell morphology with absence of caspase activation, low mitochondrial membrane potential, and early intracellular ATP depletion. In conclusion, Lanatoside C sensitizes GBM cells to TRAIL-induced cell death and mitigates apoptosis resistance of glioblastoma cells by inducing an alternative cell death pathway. To our knowledge, this is one of the first examples of use of caspase-independent cell death inducers to trigger tumor regression in vivo. Activation of such mechanism may be a useful strategy to counter resistance of cancer cells to apoptosis.

Antiviral activity of lanatoside C against dengue virus infection.[Pubmed:25251726]

Antiviral Res. 2014 Nov;111:93-9.

Dengue infection poses a serious threat globally due to its recent rapid spread and rise in incidence. Currently, there is no approved vaccine or effective antiviral drug for dengue virus infection. In response to the urgent need for the development of an effective antiviral for dengue virus, the US Drug Collection library was screened in this study to identify compounds with anti-dengue activities. Lanatoside C, an FDA approved cardiac glycoside was identified as a candidate anti-dengue compound. Our data revealed that Lanatoside C has an IC50 of 0.19muM for dengue virus infection in HuH-7 cells. Dose-dependent reduction in dengue viral RNA and viral proteins synthesis were also observed upon treatment with increasing concentrations of Lanatoside C. Time of addition study indicated that Lanatoside C inhibits the early processes of the dengue virus replication cycle. Furthermore, Lanatoside C can effectively inhibit all four serotypes of dengue virus, flavivirus Kunjin, alphavirus Chikungunya and Sindbis virus as well as the human enterovirus 71. These findings suggest that Lanatoside C possesses broad spectrum antiviral activity against several groups of positive-sense RNA viruses.

Lanatoside C, a cardiac glycoside, acts through protein kinase Cdelta to cause apoptosis of human hepatocellular carcinoma cells.[Pubmed:28387249]

Sci Rep. 2017 Apr 7;7:46134.

Recent studies have revealed that cardiac glycosides, such as digitalis and digoxin, have anticancer activity and may serve as lead compounds for the development of cancer treatments. The poor prognosis of hepatocellular carcinoma (HCC) patients reflects the development of resistance to current chemotherapeutic agents, highlighting the need for discovering new small-molecule therapeutics. Here, we found that Lanatoside C, an anti-arrhythmic agent extracted from Digitalis lanata, inhibited the growth of HCC cells and dramatically decreased tumor volume as well as delayed tumor growth without obvious body weight loss. Moreover, Lanatoside C triggered mitochondrial membrane potential (MMP) loss, activation of caspases and translocation of apoptosis-inducing factor (AIF) into the nucleus, which suggests that Lanatoside C induced apoptosis through both caspase-dependent and -independent pathways. Furthermore, we discovered that Lanatoside C activated protein kinase delta (PKCdelta) via Thr505 phosphorylation and subsequent membrane translocation. Inhibition of PKCdelta reversed Lanatoside C-induced MMP loss and apoptosis, confirming that Lanatoside C caused apoptosis through PKCdelta activation. We also found that the AKT/mTOR pathway was negatively regulated by Lanatoside C through PKCdelta activation. In conclusion, we provide the first demonstration that the anticancer effects of Lanatoside C are mainly attributable to PKCdelta activation.

Description

Lanatoside C is a cardiac glycoside, can be used in the treatment of congestive heart failure and cardiac arrhythmia.

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