A natural TRPV1 agonist
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

8-Gingerol

Item No. 11841

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone
CAS Number
23513-08-8
Molecular Formula
C19H30O4
Formula Weight
322.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
281 nm
SMILES
OC1=CC=C(CCC(C[C@@H](O)CCCCCCC)=O)C=C1OC
InChi Code
InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3/t16-/m0/s1
InChi Key
BCIWKKMTBRYQJU-INIZCTEOSA-N
Origin
Plant/Zingiber officinale
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $42

    Add

    5 mg

    $183

    Add

    10 mg

    $262

    Add

    25 mg

    $602

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    8-Gingerol is a natural chemical found in the rhizomes of ginger (Z. officinale). It contains the same aromatic region and polar link but has a longer hydrophobic tail than the more abundant 6-gingerol (Item No. 11707). Like 6-gingerol, 8-gingerol activates the transient receptor potential vanilloid receptor 1 (TRPV1; EC50 = 5.0 µM), inhibits COX-2, and inhibits the growth of H. pylori in vitro.1,2 8-Gingerol also augments wound healing, suppresses IL-2-induced proliferation of T lymphocytes, and potentiates β-agonist-induced relaxation of airway smooth muscle.3,4,5 Oral 8-gingerol is expected to be readily absorbed and rapidly metabolized by glucuronidation and sulfation, with minimal to modest effects on cytochrome P450 isoforms.6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dedov, V.N., Tran, V.H., Duke, C.C., et al. Gingerols: a novel class of vanilloid receptor (VR1) agonists. Br. J. Pharmacol. 137(6), 793-798 (2002).

    2. Chrubasik, S., Pittler, M.H., and Roufogalis, B.D. Zingiberis rhizoma: A comprehensive review on the ginger effect and efficacy profiles. Phytomedicine 12(9), 684-701 (2005).

    3. Bakht, M.A., Alajmi, M.F., Alam, P., et al. Theoretical and experimental study on lipophilicity and wound healing activity of ginger compounds. Asian Pac. J. Trop. Biomed. 4(4), 329-333 (2014).

    4. Bernard, M., Furlong, S.J., Power Coombs, M.R., et al. Differential inhibition of T lymphocyte proliferation and cytokine synthesis by [6]-Gingerol, [8]-Gingerol, and [10]-Gingerol. Phytother. Res. 29(11), 1707-1713 (2015).

    5. Townsend, E.A., Zhang, Y., Xu, C., et al. Active components of ginger potentiate β-agonist-induced relaxation of airway smooth muscle by modulating cytoskeletal regulatory proteins. Am. J. Respir. Cell Mol. Biol. 50(1), 115-124 (2014).

    6. Mukkavilli, R., Gundala, S.R., Yang, C., et al. Modulation of cytochrome P450 metabolism and transport across intestinal epithelial barrier by ginger biophenolics. PLoS One 9(9), e108386 (2014).

    7. Qiu, J.-X., Zhou, Z.-W., He, Z.-X., et al. Estimation of the binding modes with important human cytochrome P450 enzymes, drug interaction potential, pharmacokinetics, and hepatotoxicity of ginger components using molecular docking, computational, and pharmacokinetic modeling studies. Drug Des. Devel. Ther. 9, 841-866 (2015).