A natural TRP receptor agonist
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6-Gingerol

Item No. 11707

Technical Information
Formal Name
5S-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone
CAS Number
23513-14-6
Molecular Formula
C17H26O4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
282 nm
SMILES
O=C(C[C@@H](O)CCCCC)CCC1=CC=C(O)C(OC)=C1
InChi Code
InChI=1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1
InChi Key
NLDDIKRKFXEWBK-AWEZNQCLSA-N
Origin
Plant/Zingiber officinale
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    6-Gingerol is a natural chemical found in the rhizomes of ginger (Z. officinale). It shares the vanillyl group found on capsaicin (Item No. 92350) and, like capsaicin, activates the transient receptor potential vanilloid receptor TRPV1 (EC50 = 3.3 µM) as well as the TRP ankyrin receptor TRPA1 (EC50 = 10.4 µM).1 6-Gingerol also non-competitively inhibits serotonin currents (IC50 = 30.3 µM) and weakly inhibits the cyclooxygenases COX-1 and COX-2 (IC50s = 129 and 125 µM).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morera, E., De Petrocellis, L., Morera, L., et alSynthesis and biological evaluation of [6]-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators. Bioorg. Med. Chem. Lett. 22(4), 1674-1677 (2012).

    2. Jin, Z., Lee, G., Kim, S., et alGinger and its pungent constituents non-competitively inhibit serotonin currents on visceral afferent neurons. Korean J. Physiol. Pharmacol. 18(2), 149-153 (2014).

    3. Nishio, K., Fukuhara, A., Omata, Y., et alCharacterization of novel furan compounds on the basis of their radical scavenging activity and cytoprotective effects against glutamate- and lipopolysaccharide-induced insults. Bioorg. Med. Chem. 16(24), 10332-10337 (2008).

    Product Citations

    Pázmándi, K., Ágics, B., Szöllősi, A.G., et alGinger-derived bioactive compounds attenuate the Toll-like receptor mediated responses of human dendritic cells. Eur. J. Pharmacol. 967, 176399 (2024).