6-Shogaol
- CAS No.
- 555-66-8
- Chemical Name:
- 6-Shogaol
- Synonyms
- SHOGAOL;SHOGAOL, 6-;1-(4-Hydroxy-3-methoxyphenyl)dec-4-en-3-one;6-SHOGAOL;6-Shagaol;6-Shogaol-RM;6-gingerenol;[6]-Shogaol (>90%);Shogaol (Standard);6-Shogaol USP/EP/BP
- CBNumber:
- CB4748322
- Molecular Formula:
- C17H24O3
- Molecular Weight:
- 276.37
- MDL Number:
- MFCD01736094
- MOL File:
- 555-66-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 427.5±35.0 °C(Predicted) |
|---|---|
| Density | 1.0448 g/cm3(Temp: 25 °C) |
| storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
| solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| pka | 10.01±0.20(Predicted) |
| form | Liquid |
| color | Colourless to Light Yellow |
| Odor | Mild, warm-herbaceous, sweet odor |
| BRN | 2056098 |
| Major Application | food and beverages |
| 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 |
| InChIKey | OQWKEEOHDMUXEO-BQYQJAHWSA-N |
| SMILES | C(C1=CC=C(O)C(OC)=C1)CC(=O)C=CCCCCC |
| LogP | 3.789 (est) |
| CAS DataBase Reference | 555-66-8(CAS DataBase Reference) |
| FDA UNII | 83DNB5FIRF |
| NIST Chemistry Reference | 6-shogaol(555-66-8) |
| UNSPSC Code | 85151701 |
| NACRES | NA.25 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22 | |||||||||
| WGK Germany | 3 | |||||||||
| Storage Class | 10 - Combustible liquids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral | |||||||||
| NFPA 704 |
|
6-Shogaol price More Price(55)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SMB00311 | [6]-Shogaol ≥90% (HPLC) | 555-66-8 | 50mg | $1040 | 2026-04-30 | Buy |
| Sigma-Aldrich | 39303 | [6]-Shogaol analytical standard | 555-66-8 | 10mg | $402 | 2026-04-30 | Buy |
| TCI Chemical | H1771 | [6]-Shogaol | 555-66-8 | 25MG | $431 | 2026-04-30 | Buy |
| TCI Chemical | H1771 | [6]-Shogaol | 555-66-8 | 5MG | $144 | 2025-07-31 | Buy |
| Cayman Chemical | 11901 | 6-Shogaol ≥95% | 555-66-8 | 1mg | $49 | 2026-04-30 | Buy |
6-Shogaol Chemical Properties, Uses, Production
Chemical Properties
White crystalline powder. B.P. higher than 300℃. Very slightly soluble in water, soluble in alcohol and oils.
Uses
[6]-Shogaol is an aromatic constituent of ginger and the chain-dehydroxylated analog of [6]-Gingerol. [6]-Shogaol has activity very similar to [6]-Gingerol and produced an inhibition of spontaneous motor activity, antipyretic and analgesic effects, and prolonged hexobarbital-induced sleeping time. [6]-Shogaol also has potent antitussive activity and affected the cortical EEG.
Definition
ChEBI: [6]-Shogaol is a monomethoxybenzene, a member of phenols and an enone.
Application
Shogaol has little or no application in perfumery, and very little interest to the flavor industry, but it is included in this work mainly for the purpose of elucidating the problems apparently existing around the description of the odorand flavor of "Zingerone".
Preparation
6-Shogaol is prepared by condensation of Vanillin with Acetone, followed by hydrogenation. The resulting ketone is then condensed with Hexaldehyde under conditions which inactivate the hydroxyl group during the reaction.
Biological Activity
Shogaols exhibits higher potency, efficacy, and biological activities than gingerols. It is an excellent antioxidant agent, th at protects human primary epidermal melanocytes against oxidative stress by activating nuclear factor E2-related factor (Nrf2)-antioxidant response. Shogaol also displays antimicrobial, antifungal, and anti-biofilm activities against Candida albicans, and Candida auris. It exerts anti-inflammatory properties and protects against abdomen irradiation (ABI)-induced intestinal side effects. 6-shogaol also inhibits lipopolysaccharide (LPS)-induced inflammation via peroxisome proliferator-activated receptor gamma (PPAR-γ) activation.
Anticancer Research
6-Shogaol is the dehydrated product of 6-gingerol, extracted from the rhizome ofginger. Treatment of HCC cell line with 6-shogaol resulted in cells with apoptoticphenotypes, which showed signs of cell and nuclear shrinkage as well as substantialchromatin condensation. De-phosphorylation of PERK and activation of theexpression of CHOP initiate caspase cascade reaction inducing apoptosis inHCC. Two-dimensional gel electrophoretic analysis of proteome revealed that in response to the treatment with 6-shogaol, a significant stimulation was observed inproteins related to the ER stress, signifying that apoptosis induced by 6-shogoal didinvolve ER stress. Cells showed marked rise in the UPR target expression, HSP70,Grp94, Grp78/Bip and the other ER chaperones on exposure to 6-shogoal in a time-dependentmanner, which elicited activation of caspase-3 and degradation of polyADP ribose polymerase (PARP). Various ER chaperone proteins improve adaptationof cancer cells to hypoxic environment and aid in developing resistance againstanticancer therapy (Zorzi and Bonvini 2011; Urra et al. 2016). Screening of specificinhibitors of Grp78 as antitumour agents (Hu et al. 2012; Liu et al. 2013; Venkatesanet al. 2015) implies that inhibition of Grp78/Bip is a very promising anticancerstrategy. HCC cells are selectively killed by 6-shogaol in the absence of anynoticeable toxic consequence on normal healthy cells and very little toxicity asstudied on SMMC7721 xenograft mice. Administration of 6-shogaol and salubrinaltogether for distinct time intervals resulted in significant increase in ER stress in thecell. It appears that 6-shogaol in combination with salubrinal has great therapeuticvalue against various malignancies including HCC (Hu et al. 2012).
6-Shogaol Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Wuhan ChemFaces Biochemical Co., Ltd. | 18607101326 15172504745 | aileen@chemfaces.com | China | 6904 | 55 |
| Jiangxi Baicaoyuan Biotechnology Co. , Ltd. | 0791-82165230 17707911324 | 1459265273@qq.com | China | 1387 | 58 |
| Nanjing Shangshu Biotechnology Co., Ltd | 18266960953 | 907697096@qq.com | China | 3032 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 5996 | 61 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| Sichuan Kulinan Technology Co., Ltd | 400-1166-196 18981987031 | cdhxsj@163.com | China | 11674 | 57 |
| Shenzhen Sungening Bio-Tech Co., Ltd | +86-0755-89668383 | sales@sungening.com | China | 1319 | 65 |
| ShangHai YuanYe Biotechnology Co., Ltd. | 15026964105 | shyysw007@163.com | China | 4998 | 60 |
| Chengdu Biopurify Phytochemicals Ltd. | +86-028-82633397 18982077548 | cwb1@biopurify.cn | China | 2376 | 60 |
Related articles
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- Apr 14,2025
View Latest Price from 6-Shogaol manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-06-27 | 6-Shogaol
555-66-8
|
1KG | 99% | 500000kg | Hebei Chuanghai Biotechnology Co., Ltd | ||
 |
2024-03-28 | 6-Shogaol
555-66-8
|
25kg | 1%（Water Soluble） 5% | PNP Biotech Co. Ltd | |||
 |
2023-02-24 | 6-Shogaol
555-66-8
|
≥98%(HPLC) | 100 ml | Shanghai Standard Technology Co., Ltd. |
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