10-Shogaol

CAS# 36752-54-2

10-Shogaol

Catalog No. BCN3267----Order now to get a substantial discount!

Product Name & Size Price Stock
10-Shogaol: 5mg $213 In Stock
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Chemical structure

10-Shogaol

3D structure

Chemical Properties of 10-Shogaol

Cas No. 36752-54-2 SDF Download SDF
PubChem ID 6442612 Appearance Yellowish - brown viscous liquid
Formula C21H32O3 M.Wt 332.5
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in chloroform and methanol; insoluble in water
Chemical Name (E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en-3-one
SMILES CCCCCCCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC
Standard InChIKey FADFGCOCHHNRHF-VAWYXSNFSA-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 10-Shogaol

The rhizomes of Zingber officinale Rosc.

Biological Activity of 10-Shogaol

Description1. 10-Shogaol, as an antioxidant for human skin cell growth and a migration enhancer with potential to be a novel wound repair agent. 2. 8- and 10-Shogaol have similar metabolic profiles to [6]-shogaol and exhibit similar toxicity toward human colon cancer cells.
TargetsTGF-β/Smad | PDGFR | VEGFR

10-Shogaol Dilution Calculator

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10-Shogaol Molarity Calculator

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Preparing Stock Solutions of 10-Shogaol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0075 mL 15.0376 mL 30.0752 mL 60.1504 mL 75.188 mL
5 mM 0.6015 mL 3.0075 mL 6.015 mL 12.0301 mL 15.0376 mL
10 mM 0.3008 mL 1.5038 mL 3.0075 mL 6.015 mL 7.5188 mL
50 mM 0.0602 mL 0.3008 mL 0.6015 mL 1.203 mL 1.5038 mL
100 mM 0.0301 mL 0.1504 mL 0.3008 mL 0.6015 mL 0.7519 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 10-Shogaol

10-Shogaol, an antioxidant from Zingiber officinale for skin cell proliferation and migration enhancer.[Pubmed:22408422]

Int J Mol Sci. 2012;13(2):1762-77.

In this work, one of Zingiber officinale components, 10-Shogaol, was tested with 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, metal chelating ability, and reducing power to show antioxidant activity. 10-Shogaol promoted human normal epidermal keratinocytes and dermal fibroblasts cell growths. 10-Shogaol enhanced growth factor production in transforming growth factor-beta (TGF-beta), platelet derived growth factor-alphabeta (PDGF-alphabeta) and vascular endothelial growth factors (VEGF) of both cells. In the in vitro wound healing assay for 12 or 24 h, with 10-Shogaol, the fibroblasts and keratinocytes migrated more rapidly than the vehicle control group. Thus, this study substantiates the target compound, 10-Shogaol, as an antioxidant for human skin cell growth and a migration enhancer with potential to be a novel wound repair agent.

Cysteine-conjugated metabolites of ginger components, shogaols, induce apoptosis through oxidative stress-mediated p53 pathway in human colon cancer cells.[Pubmed:24786146]

J Agric Food Chem. 2014 May 21;62(20):4632-42.

Shogaols, the major constituents of thermally processed ginger, have been proven to be highly effective anticancer agents. Our group has identified cysteine-conjugated shogaols (M2, M2', and M2'') as the major metabolites of [6]-, [8]-, and [10]-shogaol in human and found that M2 is a carrier of its parent molecule [6]-shogaol in cancer cells and in mice, while being less toxic to normal colon fibroblast cells. The objectives of this study are to determine whether M2' and M2'' behave in a similar manner to M2, in both metabolism and efficacy as anticancer agents, and to further explore the biological pro-apoptotic mechanisms of the cysteine-conjugated shogaols against human colon cancer cells HCT-116 and HT-29. Our results show that [8]- and [10]-shogaol have similar metabolic profiles to [6]-shogaol and exhibit similar toxicity toward human colon cancer cells. M2' and M2'' both show low toxicity against normal colon cells but retain potency against colon cancer cells, suggesting that they have similar activity to M2. We further demonstrate that the cysteine-conjugated shogaols can cause cancer cell death through the activation of the mitochondrial apoptotic pathway. Our results show that oxidative stress activates a p53 pathway that ultimately leads to p53 up-regulated modulator of apoptosis (PUMA) induction and down-regulation of B-cell lymphoma 2 (Bcl-2), followed by cytochrome c release, perturbation of inhibitory interactions of X-linked inhibitor of apoptosis protein (XIAP) with caspases, and finally caspase 9 and 3 activation and cleavage. A brief screen of the markers attenuated by the proapoptotic activity of M2 revealed similar results for [8]- and [10]-shogaol and their respective cysteine-conjugated metabolites M2' and M2''. This study highlights the cysteine-conjugated metabolites of shogaols as novel dietary colon cancer preventive agents.

Description

[10]-Shogaol is an antioxidant from Zingiber officinale for human skin cell growth and a migration enhancer. [10]-Shogaol inhibits COX-2 with an IC50 of 7.5 μM and has antiproliferation activity.

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