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alpha-Chaconine

CAS# 20562-03-2

alpha-Chaconine

Catalog No. BCN2162----Order now to get a substantial discount!

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Quality Control of alpha-Chaconine

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Chemical structure

alpha-Chaconine

3D structure

Chemical Properties of alpha-Chaconine

Cas No. 20562-03-2 SDF Download SDF
PubChem ID 442971 Appearance White powder
Formula C45H73NO14 M.Wt 852.06
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in methan
SMILES CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C
Standard InChIKey TYNQWWGVEGFKRU-AJDPQWBVSA-N
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 alpha-Chaconine

The peel of Solanum tuberosum

Biological Activity of alpha-Chaconine

Description1. Alpha-Chaconine has anti-inflammatory effect, associated with the suppression of AP-1, and supports its possible therapeutic role for the treatment of sepsis. 2. The cytotoxic effects of α-Solanine and alpha-Chaconine were observed immediately after incubation and were constant after 30min, suggesting that rapid damage of plasma membrane causes the lethal disorder of metabolism.
TargetsCOX | AP-1 | IL Receptor | TNF-α | TGF-β/Smad | JNK | NADPH-oxidase

alpha-Chaconine Dilution Calculator

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alpha-Chaconine Molarity Calculator

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Preparing Stock Solutions of alpha-Chaconine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.1736 mL 5.8681 mL 11.7363 mL 23.4725 mL 29.3407 mL
5 mM 0.2347 mL 1.1736 mL 2.3473 mL 4.6945 mL 5.8681 mL
10 mM 0.1174 mL 0.5868 mL 1.1736 mL 2.3473 mL 2.9341 mL
50 mM 0.0235 mL 0.1174 mL 0.2347 mL 0.4695 mL 0.5868 mL
100 mM 0.0117 mL 0.0587 mL 0.1174 mL 0.2347 mL 0.2934 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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References on alpha-Chaconine

alpha-Chaconine isolated from a Solanum tuberosum L. cv Jayoung suppresses lipopolysaccharide-induced pro-inflammatory mediators via AP-1 inactivation in RAW 264.7 macrophages and protects mice from endotoxin shock.[Pubmed:25913072]

Chem Biol Interact. 2015 Jun 25;235:85-94.

In this study, we investigated the molecular mechanisms underlying the anti-inflammatory effects of alpha-Chaconine in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages and in LPS-induced septic mice. alpha-Chaconine inhibited the expressions of cyclooxygenase-2 (COX-2), interleukin-1beta (IL-1beta), IL-6, and tumor necrosis factor-alpha (TNF-alpha) at the transcriptional level, and attenuated the transcriptional activity of activator protein-1 (AP-1) by reducing the translocation and phosphorylation of c-Jun. alpha-Chaconine also suppressed the phosphorylation of TGF-beta-activated kinase-1 (TAK1), which lies upstream of mitogen-activated protein kinase kinase 7 (MKK7)/Jun N-terminal kinase (JNK) signaling. JNK knockdown using siRNA prevented the alpha-Chaconine-mediated inhibition of pro-inflammatory mediators. In a sepsis model, pretreatment with alpha-Chaconine reduced the LPS-induced lethality and the mRNA and production levels of pro-inflammatory mediators by inhibiting c-Jun activation. These results suggest that the anti-inflammatory effects of alpha-Chaconine are associated with the suppression of AP-1, and support its possible therapeutic role for the treatment of sepsis.

Synergistic cytotoxicity induced by alpha-solanine and alpha-chaconine.[Pubmed:23790833]

Food Chem. 2013 Nov 15;141(2):669-74.

alpha-Solanine and alpha-Chaconine are well-known potato toxins, but the mechanism of the synergistic cytotoxic effect of these alkaloids has been little clarified. This study confirmed their synergistic cytotoxic effects on C6 rat glioma cells by three different cell viability tests, namely WST-1 (water-soluble tetrazolium) assay sensitive to intracellular NADH concentration, menadione-catalysed chemiluminescent assay depending on both NAD(P)H concentration and NAD(P)H:quinone reductase activity, and LDH (lactate dehydrogenase) assay sensitive to the release of LDH from damaged cells. The maximum cytotoxic effect was observed at a ratio of 1:1 between alpha-solanine and alpha-Chaconine at micromolar concentrations. The cytotoxic effects of these alkaloids were observed immediately after incubation and were constant after 30min, suggesting that rapid damage of plasma membrane causes the lethal disorder of metabolism.

Description

α-Chaconine, isolated from a Solanum tuberosum L. cv Jayoung, inhibits the expressions of COX-2, IL-1β, IL-6, and TNF-α at the transcriptional level. α-Chaconine inhibits the LPS-induced expressions of iNOS and COX-2 at the protein and mRNA levels and their promoter activities in RAW 264.7 macrophages. Anti-inflammatory effects.

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