A phenol with diverse biological activities
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10-Gingerol

Item No. 11842

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
CAS Number
23513-15-7
Molecular Formula
C21H34O4
Formula Weight
350.5
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)CCCCCCCCC)=O)C=C1OC
InChi Code
InChI=1S/C21H34O4/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/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1
InChi Key
AIULWNKTYPZYAN-SFHVURJKSA-N
Origin
Plant/Zingiber officinale
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $42

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    5 mg

    $183

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    10 mg

    $322

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    25 mg

    $702

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    Product Description

    10-Gingerol is a phenol that has been found in Z. officinale and has diverse biological activities.1,2,3,4 It scavenges DPPH (Item No. 14805), superoxide, and hydroxyl radicals in cell-free assays (IC50s = 10.47, 1.68, and 1.35 µM, respectively) and inhibits oxidative burst induced by N-formyl-Met-Leu-Phe (fMLP; Item No. 21495) in isolated human polymorphonuclear (PMN) neutrophils when used at a concentration of 6 µM.1 10-Gingerol inhibits NETosis and the production of reactive oxygen species (ROS) induced by LPS or lupus-relevant stimuli, including ribonucleoprotein-containing immune complexes and anti-phospholipid antibodies, in isolated human neutrophils.2 It is active against M. avium and M. tuberculosis (MICs = 25 and 50 µg/ml, respectively).3 10-Gingerol (200 µM) is also cytotoxic to human MDA-MB-231 and MDA-MB-468 and murine 4T1 and EO771 mammary carcinoma cells.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dugasani, S., Pichika, M.R., Nadarajah, V.D., et al. Comparative antioxidant and anti-inflammatory effects of [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaol. J. Ethnopharmacol. 127(2), 515-520 (2010).

    2. Ali, R.A., Gandhi, A.A., Dai, L., et al. Antineutrophil properties of natural gingerols in models of lupus. JCI Insight 6(3), e138385 (2021).

    3. Hiserodt, R.D., Franzblau, S.G., and Rosen, R.T. Isolation of 6-, 8-, and 10-gingerol from ginger rhizome by HPLC and preliminary evaluation of inhibition of Mycobacterium avium and Mycobacterium tuberculosis. J. Agric. Food Chem. 46(7), 2504-2508 (1998).

    4. Bernard, M.M., McConnery, J.R., and Hoskin, D.W. [10]-Gingerol, a major phenolic constituent of ginger root, induces cell cycle arrest and apoptosis in triple-negative breast cancer cells. Exp. Mol. Pathol. 102(2), 370-376 (2017).