10-Gingerol

• CAT Number: I000049
• CAS Number: 23513-15-7
• Molecular Formula: C21H34O4
• Molecular Weight: 350.499
• Purity: ≥95%
• Synonyms: 10-Gingerol;(S)- 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
• Solubility: Soluble in DMSO
• Storage: -20°C
• IUPAC Name: (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
• InChI: 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
• InChIKey: AIULWNKTYPZYAN-SFHVURJKSA-N
• SMILES: CCCCCCCCCC(CC(=O)CCC1=CC(=C(C=C1)O)OC)O

10-Gingerol(CAT: I000049), also known as (S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, is a natural compound found in ginger (Zingiber officinale) and other related plants. It is a bioactive compound that exhibits a range of pharmacological activities, including anti-inflammatory, antioxidant, and anticancer effects. 10-Gingerol has been shown to inhibit the growth of various cancer cells, including colon, lung, breast, and ovarian cancer cells, by inducing apoptosis and cell cycle arrest. It also has potential therapeutic applications in the treatment of inflammation-related disorders, such as osteoarthritis and rheumatoid arthritis.

Reference

1: Ho SC, Chang KS, Lin CC. Anti-neuroinflammatory capacity of fresh ginger is
attributed mainly to 10-gingerol. Food Chem. 2013 Dec 1;141(3):3183-91. doi:
10.1016/j.foodchem.2013.06.010. Epub 2013 Jun 11. PubMed PMID: 23871076.

2: Ryu MJ, Chung HS. [10]-Gingerol induces mitochondrial apoptosis through
activation of MAPK pathway in HCT116 human colon cancer cells. In Vitro Cell Dev
Biol Anim. 2015 Jan;51(1):92-101. doi: 10.1007/s11626-014-9806-6. Epub 2014 Aug
23. PubMed PMID: 25148824.
3: Chen H, Soroka DN, Haider J, Ferri-Lagneau KF, Leung T, Sang S.
[10]-Gingerdiols as the major metabolites of [10]-gingerol in zebrafish embryos
and in humans and their hematopoietic effects in zebrafish embryos. J Agric Food
Chem. 2013 Jun 5;61(22):5353-60. doi: 10.1021/jf401501s. Epub 2013 May 23. PubMed
PMID: 23701129; PubMed Central PMCID: PMC3840088.
4: Dugasani S, Pichika MR, Nadarajah VD, Balijepalli MK, Tandra S, Korlakunta JN.
Comparative antioxidant and anti-inflammatory effects of [6]-gingerol,
[8]-gingerol, [10]-gingerol and [6]-shogaol. J Ethnopharmacol. 2010 Feb
3;127(2):515-20. doi: 10.1016/j.jep.2009.10.004. Epub 2009 Oct 13. PubMed PMID:
19833188.

5: Bernard M, Furlong SJ, Power Coombs MR, Hoskin DW. Differential Inhibition of
T Lymphocyte Proliferation and Cytokine Synthesis by [6]-Gingerol, [8]-Gingerol,
and [10]-Gingerol. Phytother Res. 2015 Nov;29(11):1707-13. doi: 10.1002/ptr.5414.
Epub 2015 Jul 14. PubMed PMID: 26178781.
6: Joo JH, Hong SS, Cho YR, Seo DW. 10-Gingerol inhibits proliferation and
invasion of MDA-MB-231 breast cancer cells through suppression of Akt and p38MAPK
activity. Oncol Rep. 2016 Feb;35(2):779-84. doi: 10.3892/or.2015.4405. Epub 2015
Nov 9. PubMed PMID: 26554741.
7: Zick SM, Djuric Z, Ruffin MT, Litzinger AJ, Normolle DP, Alrawi S, Feng MR,
Brenner DE. Pharmacokinetics of 6-gingerol, 8-gingerol, 10-gingerol, and
6-shogaol and conjugate metabolites in healthy human subjects. Cancer Epidemiol
Biomarkers Prev. 2008 Aug;17(8):1930-6. doi: 10.1158/1055-9965.EPI-07-2934.
PubMed PMID: 18708382; PubMed Central PMCID: PMC2676573.