8-Gingerol

• CAT Number: I000122
• CAS Number: 23513-08-8
• Molecular Formula: C19H30O4
• Molecular Weight: 322.44
• Purity: ≥95%
• Solubility: Soluble in DMSO
• Storage: 2-8°C
• IUPAC Name: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
• InChI: 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
• InChIKey: BCIWKKMTBRYQJU-INIZCTEOSA-N
• SMILES: CCCCCCCC(CC(=O)CCC1=CC(=C(C=C1)O)OC)O

8-Gingerol (Cat No.:I000122), derived from the rhizome of ginger, is orally active and can activate TRPV1 with an EC50 value of 5.0 µM. 8-Gingerol inhibits COX-2 and also inhibits the growth of H. pylori in vitro. 8-Gingerol is a biologically active compound with a wide range of pharmacological effects such as anti-tumor, anti-oxidation, anti-inflammatory, antipyretic and analgesic.

Reference

1:Differential Inhibition of T Lymphocyte Proliferation and Cytokine Synthesis by [6]-Gingerol, [8]-Gingerol, and [10]-Gingerol. Bernard M, Furlong SJ, Power Coombs MR, Hoskin DW.Phytother Res. 2015 Nov;29(11):1707-13. doi: 10.1002/ptr.5414. Epub 2015 Jul 14. PMID: 26178781 2:Densitometric HPTLC analysis of 8-gingerol in Zingiber officinale extract and ginger-containing dietary supplements, teas and commercial creams. Alam P.Asian Pac J Trop Biomed. 2013 Aug;3(8):634-8; discussion 637-8. doi: 10.1016/S2221-1691(13)60128-8. PMID: 23905021 Free PMC Article3:[8]-Gingerol inhibits melanogenesis in murine melanoma cells through down-regulation of the MAPK and PKA signal pathways. Huang HC, Chou YC, Wu CY, Chang TM.Biochem Biophys Res Commun. 2013 Aug 23;438(2):375-81. doi: 10.1016/j.bbrc.2013.07.079. Epub 2013 Jul 25. PMID: 23892040 Free Article4:Immunosuppressive activity of 8-gingerol on immune responses in mice. Lu J, Guan S, Shen X, Qian W, Huang G, Deng X, Xie G.Molecules. 2011 Mar 22;16(3):2636-45. doi: 10.3390/molecules16032636. PMID: 21441866 Free Article5:Comparative antioxidant and anti-inflammatory effects of [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaol. Dugasani S, Pichika MR, Nadarajah VD, Balijepalli MK, Tandra S, Korlakunta JN.J Ethnopharmacol. 2010 Feb 3;127(2):515-20. doi: 10.1016/j.jep.2009.10.004. Epub 2009 Oct 13. PMID: 19833188 6:Simultaneous determination of 6-gingerol, 8-gingerol, 10-gingerol and 6-shogaol in rat plasma by liquid chromatography-mass spectrometry: Application to pharmacokinetics. Wang W, Li CY, Wen XD, Li P, Qi LW.J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Mar 15;877(8-9):671-9. doi: 10.1016/j.jchromb.2009.01.021. Epub 2009 Jan 23. PMID: 19201263 7:Pharmacokinetics of 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol and conjugate metabolites in healthy human subjects. Zick SM, Djuric Z, Ruffin MT, Litzinger AJ, Normolle DP, Alrawi S, Feng MR, Brenner DE.Cancer Epidemiol Biomarkers Prev. 2008 Aug;17(8):1930-6. doi: 10.1158/1055-9965.EPI-07-2934. PMID: 18708382 Free PMC Article8:High-performance liquid chromatographic analysis of 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol in ginger-containing dietary supplements, spices, teas, and beverages. Schwertner HA, Rios DC.J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Sep 1;856(1-2):41-7. Epub 2007 May 26. PMID: 17561453 9:Cardiotonic action of [8]-gingerol, an activator of the Ca++-pumping adenosine triphosphatase of sarcoplasmic reticulum, in guinea pig atrial muscle. Kobayashi M, Ishida Y, Shoji N, Ohizumi Y.J Pharmacol Exp Ther. 1988 Aug;246(2):667-73. PMID: 2457078