A natural exportin 1 inhibitor
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D,L-1′-Acetoxychavicol Acetate

Item No. 19649

Technical Information
Formal Name
4-(acetyloxy)-α-ethenyl-benzenemethanol, acetate
CAS Number
53890-21-4
Synonyms
  • ACA
  • 1'-Acetoxychavicol Acetate
  • Galangal Acetate
Molecular Formula
C13H14O4
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 14 mg/mLDMSO: 20 mg/mLEthanol: 20 mg/mLEthanol:PBS(pH 7.2) (1:1): 0.5 mg/mL
λmax
218 nm
SMILES
CC(OC1=CC=C(C(OC(C)=O)C=C)C=C1)=O
InChi Code
InChI=1S/C13H14O4/c1-4-13(17-10(3)15)11-5-7-12(8-6-11)16-9(2)14/h4-8,13H,1H2,2-3H3
InChi Key
JAMQIUWGGBSIKZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    D,L-1′-Acetoxychavicol acetate is a natural compound first isolated from the rhizomes of ginger-like plants. It has a wide array of cellular effects that may be largely explained by its ability to inhibit exportin 1 and prevent the export of proteins from the nucleus.1,2 In this way, D,L-1′-acetoxychavicol acetate reduces several intracellular signaling pathways, including NF-κB, impacting inflammation, cancer, viral replication, and other processes.3,2,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tamura, S., Shiomi, A., Kaneko, M., et alNew rev-export inhibitor from Alpinia galanga and structure-activity relationship. Bioorg. Med. Chem. Lett. 19(9), 2555-2557 (2009).

    2. Turner, J.G., Dawson, J., and Sullivan, D.M. Nuclear export of proteins and drug resistance in cancer. Biochem. Pharmacol. 83(8), 1021-1032 (2012).

    3. Murakami, A., and Ohigashi, H. Targeting NOX, INOS and COX-2 in inflammatory cells: Chemoprevention using food phytochemicals. Int. J. Cancer 121(11), 2357-2363 (2007).

    4. Watanabe, K., Takatsuki, H., Sonoda, M., et alAnti-influenza viral effects of novel nuclear export inhibitors from Valerianae Radix and Alpinia galanga. Drug Discov. Ther. 5(1), 26-31 (2016).