1-Dehydro-10-gingerdioneCAS# 136826-50-1 |
Quality Control & MSDS
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| Cas No. | 136826-50-1 | SDF | Download SDF |
| PubChem ID | 14999388 | Appearance | Powder |
| Formula | C21H30O4 | M.Wt | 346.5 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (E)-1-(4-hydroxy-3-methoxyphenyl)tetradec-1-ene-3,5-dione | ||
| SMILES | CCCCCCCCCC(=O)CC(=O)C=CC1=CC(=C(C=C1)O)OC | ||
| Standard InChIKey | QJDGTTCAEQPSJA-ACCUITESSA-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. |
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| 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. |
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| 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. | ||
| Description | 1. 1-Dehydro-10-gingerdione has anti-inflammatory action, the molecular target is Myeloid differentiation protein. 2. 1-Dehydro-10-gingerdione involves in the suppression of NF-κB-regulated gene expression in LPS-activated macrophages, has therapeutic potential in NF-κB-associated inflammation and autoimmune disorders. |
| Targets | NF-kB | TLR | IkB | TNF-α | NOS | COX | IL Receptor | AP-1 | IFN-γ | IKK |
1-Dehydro-10-gingerdione Dilution Calculator
1-Dehydro-10-gingerdione Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.886 mL | 14.43 mL | 28.86 mL | 57.7201 mL | 72.1501 mL |
| 5 mM | 0.5772 mL | 2.886 mL | 5.772 mL | 11.544 mL | 14.43 mL |
| 10 mM | 0.2886 mL | 1.443 mL | 2.886 mL | 5.772 mL | 7.215 mL |
| 50 mM | 0.0577 mL | 0.2886 mL | 0.5772 mL | 1.1544 mL | 1.443 mL |
| 100 mM | 0.0289 mL | 0.1443 mL | 0.2886 mL | 0.5772 mL | 0.7215 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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Inhibition of LPS binding to MD-2 co-receptor for suppressing TLR4-mediated expression of inflammatory cytokine by 1-dehydro-10-gingerdione from dietary ginger.[Pubmed:22387540]
Biochem Biophys Res Commun. 2012 Mar 23;419(4):735-40.
Myeloid differentiation protein 2 (MD-2) is a co-receptor of toll-like receptor 4 (TLR4) for innate immunity. Here, we delineated a new mechanism of 1-Dehydro-10-gingerdione (1D10G), one of pungent isolates from ginger (Zingiber officinale), in the suppression of lipopolysaccharide (LPS)-induced gene expression of inflammatory cytokines. 1D10G inhibited LPS binding to MD-2 with higher affinity than gingerol and shogaol from dietary ginger. Moreover, 1D10G down-regulated TLR4-mediated expression of nuclear factor-kappaB (NF-kappaB) or activating protein 1 (AP1)-target genes such as tumor necrosis factor alpha (TNF-alpha) and interleukin-1beta, as well as those of interferon (IFN) regulatory factor 3 (IRF3)-target IFN-beta gene and IFN-gamma inducible protein 10 (IP-10) in LPS-activated macrophages. Taken together, MD-2 is a molecular target in the anti-inflammatory action of 1D10G.
1-Dehydro-[10]-gingerdione from ginger inhibits IKKbeta activity for NF-kappaB activation and suppresses NF-kappaB-regulated expression of inflammatory genes.[Pubmed:22489648]
Br J Pharmacol. 2012 Sep;167(1):128-40.
BACKGROUND AND PURPOSE: Pungent constituents of ginger (Zingiber officinale) have beneficial effects on inflammatory pain and arthritic swelling. However, the molecular basis for these pharmacological properties is only partially understood. Here, we investigated the molecular target of 1-dehydro-[10]-gingerdione (D10G), one of the pungent constituents of ginger, that mediates its suppression of NF-kappaB-regulated expression of inflammatory genes linked to toll-like receptor (TLR)-mediated innate immunity. EXPERIMENTAL APPROACH: RAW 264.7 macrophages or primary macrophages-derived from bone marrows of C57BL/6 or C3H/HeJ mice were stimulated with the TLR4 agonist LPS in the presence of D10G. Catalytic activity of inhibitory kappaB (IkappaB) kinase beta (IKKbeta) was determined by a kinase assay and immunoblot analysis, and the expression of inflammatory genes by RT-PCR analysis and a promoter-dependent reporter assay. KEY RESULTS: D10G directly inhibited the catalytic activity of cell-free IKKbeta. Moreover, D10G irreversibly inhibited cytoplasmic IKKbeta-catalysed IkappaBalpha phosphorylation in macrophages activated by TLR agonists or TNF-alpha, and also IKKbeta vector-elicited NF-kappaB transcriptional activity in these cells. These effects of D10G were abolished by substitution of the Cys(179) with Ala in the activation loop of IKKbeta, indicating a direct interacting site of D10G. This mechanism was shown to mediate D10G-induced disruption of NF-kappaB activation in LPS-stimulated macrophages and the suppression of NF-kappaB-regulated gene expression of inducible NOS, COX-2 and IL-6. CONCLUSION AND IMPLICATIONS: This study demonstrates that IKKbeta is a molecular target of D10G involved in the suppression of NF-kappaB-regulated gene expression in LPS-activated macrophages; this suggests D10G has therapeutic potential in NF-kappaB-associated inflammation and autoimmune disorders.
