A phenol with diverse biological activities
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10-Shogaol

Item No. 36171

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(4-hydroxy-3-methoxyphenyl)-4-tetradecen-3-one
CAS Number
36752-54-2
Molecular Formula
C21H32O3
Formula Weight
332.5
Purity
≥98%
Formulation (Request formulation change)
A neat liquid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleMethanol: Soluble
λmax
226 nm
SMILES
O=C(CCC1=CC=C(C(OC)=C1)O)C=CCCCCCCCCC
InChi Code
InChI=1S/C21H32O3/c1-3-4-5-6-7-8-9-10-11-12-19(22)15-13-18-14-16-20(23)21(17-18)24-2/h11-12,14,16-17,23H,3-10,13,15H2,1-2H3
InChi Key
FADFGCOCHHNRHF-UHFFFAOYSA-N
Origin
Plant/Zingiber officinale
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $194

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    10 mg

    $315

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    Product Description

    10-Shogaol is a phenol that has been found in Z. officinale and has diverse biological activities.1,2,3 It selectively inhibits COX-2 over COX-1 (IC50s = 7.5 and >50 µM, respectively).1 10-Shogaol (100 and 200 µM) induces mortality in A. cantonensis larvae.2 It scavenges DPPH (Item No. 14805) radicals in a cell-free assay when used at a concentration of 100 µM.3 10-Shogal (2 µM) increases proliferation of isolated human keratinocytes and fibroblasts and migration of isolated human keratinocytes in a wound healing assay.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Breemen, R.B., Tao, Y., and Li, W. Cyclooxygenase-2 inhibitors in ginger (Zingiber officinale). Fitoterapia 82(1), 38-43 (2011).

    2. Lin, R.-J., Chen, C.-Y., Chung, L.-Y., et al. Larvicidal activities of ginger (Zingiber officinale) against Angiostrongylus cantonensis. Acta Trop. 115(1-2), 69-76 (2010).

    3. Chen, C.-Y., Cheng, K.-C., Chang, A.-Y., et al. 10-Shogaol, an antioxidant from Zingiber officinale for skin cell proliferation and migration enhancer. Int. J. Mol. Sci. 13(2), 1762-1777 (2012).