6-Shogaol

6-Shogaol is a minor, bioactive component of ginger (Zingiber officinale Roscoe) with anti-inflammatory and anticancer properties. It is present in fresh ginger at low levels, but quantities of 6-shogaol are significantly increased in dried ginger. 6-Shogaol induces apoptosis in cancer cells through the production of reactive oxygen species and the activation of caspase, impairs tubulin polymerization, downregulates NF-kappaB signaling, inhibits the expression of inflammatory mediators, and suppresses Toll-like receptor signaling. 6-Shogaol-rich extracts have been shown to enhance antioxidant defense mechanisms by inducing Nrf2/ARE-mediated gene expression in cell and animal models. It can also activate both TRPV1 and TRPA1 channels (EC50s = 0.32 and 16 µM, respectively).Formal Name: 1-(4-hydroxy-3-methoxyphenyl)-4-decen-3-one. CAS Number: 555-66-8. Molecular Formula: C17H24O3. Formula Weight: 276.4. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 20 mg/ml, Ethanol:PBS (pH 7.2) (1:3): 0.25 mg/ml. lambdamax: 203, 224, 281 nm. SMILES: O=C(/C=C/CCCCC)CCC1=CC(OC)=C(O)C=C1. InChi Code: InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+. InChi Key: OQWKEEOHDMUXEO-BQYQJAHWSA-N. Origin: Plant/Zingiber officinalis.