Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- Colourless to yellow liquid
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO (10 mg/ml)
Category: Phytochemicals
Shogaol is a pungent bioactive component of ginger (Zingiber officinale Roscoe) with anti-inflammatory, anticancer, antioxidant, neuroprotective, antidiabetic, cardioprotective and antimicrobial properties. The anticancer activity is associated with the induction of apoptosis in cancer cells through the production of reactive oxygen species and the activation of caspase, impairment of tubulin polymerization, downregulation of STAT3 and NF-?B signaling, inhibition of the expression of inflammatory mediators and suppresseion of Toll-like receptor signaling. It also has been shown to induce autophagy and activate peroxisomal proliferator activated receptor γ (PPARγ). 6-Shogaol can also activate both TRPV1 and TRPA1 channels. 6-Shogaol inhibits the NF-&kappa,B and NLRP3 signaling pathways.
Synonyms | (6)-Shogaol, 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one, CCRIS2038 |
---|---|
Purity | ≥98% (HPLC) |
Appearance | Colourless to yellow liquid |
CAS-Number | 555-66-8 |
Molecular Formula | C17H24O3 |
Molecular Weight | 276.37 |
Identity | 1H-NMR |
Solvents | DMSO (10 mg/ml) |
Smiles | OC1=CC=C(CCC(/C=C/CCCCC)=O)C=C1OC |
InChi Key | OQWKEEOHDMUXEO-BQYQJAHWSA-N |
Shipping | AMBIENT |
Short Term Storage | RT |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Hazard statements | H302 |
GHS Symbol | GHS07 |
Signal word | Warning |
Transportation | Not dangerous goods |
References | (1) M. Suekawa, et al., J. Pharmacobiodyn. 7, 836 (1984), (2) M.H. Pan, et al., Mol. Nutr. Food Res. 52, 527 (2008), (3) K. Ishiguro, et al., FEBS Lett. 582, 3531 (2008), (4) S.J. Park, et al., Biosci. Biotechnol. Biochem. 73, 1474 (2009), (5) J.Y. Hung, et al., J. Agric. Food Chem. 57, 9809 (2009), (6) E.P. Sabina, et al., Food Chem. Toxicol. 48, 229 (2010), (7) S.K. Ha, et al., Neuropharmacology 63, 211 (2012), (8) R. Hu, et al., PLoS One 7, e39664 (2012), (9) F. Li, et al., Food Chem. 135, 332 (2012), (10) B.S. Tan, et al., Cancer Lett. 336, 127 (2013), (11) P. Rebellato & M.S. Islam, JOP 15, 33 (2014), (12) A. Saha, et al., Cancer Prev. Res. 7, 627 (2014), (13) G. Park, et al., Toxicol. Appl. Pharmacol. 310, 51 (2016), (14) Y. Xu, et al., Biomed. Pharmacother. 97, 633 (2018), (15) J.H. Lee, et al., Front. Cell Infect. Microbiol. 8, 299 (2018), (16) T.C. Chen, et al., Cell Biosci. 10, 5 (2020) |
InChi | 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+ |
Quantity | 10 mg, 25 mg, Bulk |