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1-Dehydro-10-gingerdione

1-Dehydro-10-gingerdione

Catalog No. BCN3338
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20mg $298 In stock
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Quality Control of 1-Dehydro-10-gingerdione

Chemical structure

1-Dehydro-10-gingerdione

Biological Activity of 1-Dehydro-10-gingerdione

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.

1-Dehydro-10-gingerdione Dilution Calculator

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Chemical Properties of 1-Dehydro-10-gingerdione

Cas No. 136826-50-1 SDF Download SDF
SMILES CCCCCCCCCC(=O)CC(=O)/C=C/c1ccc(c(c1)OC)O
Standard InChIKey QJDGTTCAEQPSJA-ACCUITESSA-N
Standard InChI InChI=1S/C21H30O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h11-15,24H,3-10,16H2,1-2H3/b13-11+
Type of Compound Phenols Appearance Powder
Formula C21H30O4 M.Wt 346.5
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
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.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of 1-Dehydro-10-gingerdione

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.

Preparation of 1-Dehydro-10-gingerdione

This product is isolated and purified from the rhizomes of Zingber officinale Rosc.

References on 1-Dehydro-10-gingerdione

1-Dehydro-[10]-gingerdione from ginger inhibits IKKβ activity for NF-κB activation and suppresses NF-κB-regulated expression of inflammatory genes.[Pubmed: 22489648]


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-κB-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 1-Dehydro-10-gingerdione. Catalytic activity of inhibitory κB (IκB) kinase β (IKKβ) 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: 1-Dehydro-10-gingerdione directly inhibited the catalytic activity of cell-free IKKβ. Moreover, 1-Dehydro-10-gingerdione irreversibly inhibited cytoplasmic IKKβ-catalysed IκBα phosphorylation in macrophages activated by TLR agonists or TNF-α, and also IKKβ vector-elicited NF-κB transcriptional activity in these cells. These effects of 1-Dehydro-10-gingerdione were abolished by substitution of the Cys(179) with Ala in the activation loop of IKKβ, indicating a direct interacting site of 1-Dehydro-10-gingerdione. This mechanism was shown to mediate 1-Dehydro-10-gingerdione-induced disruption of NF-κB activation in LPS-stimulated macrophages and the suppression of NF-κB-regulated gene expression of inducible NOS, COX-2 and IL-6. CONCLUSION AND IMPLICATIONS: This study demonstrates that IKKβ is a molecular target of 1-Dehydro-10-gingerdione involved in the suppression of NF-κB-regulated gene expression in LPS-activated macrophages; this suggests 1-Dehydro-10-gingerdione has therapeutic potential in NF-κB-associated inflammation and autoimmune disorders.

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]


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. 1-Dehydro-10-gingerdione inhibited LPS binding to MD-2 with higher affinity than gingerol and shogaol from dietary ginger. Moreover, 1-Dehydro-10-gingerdione down-regulated TLR4-mediated expression of nuclear factor-κB (NF-κB) or activating protein 1 (AP1)-target genes such as tumor necrosis factor α (TNF-α) and interleukin-1β, as well as those of interferon (IFN) regulatory factor 3 (IRF3)-target IFN-β gene and IFN-γ inducible protein 10 (IP-10) in LPS-activated macrophages. Taken together, MD-2 is a molecular target in the anti-inflammatory action of 1-Dehydro-10-gingerdione.

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1-Dehydro-10-gingerdione ,136826-50-1,Nature Products, supplier, inhibitor,Antagonist,Blocker,Modulator,Agonist, activators, activates, potent, BioCrick

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