Shogaol
SIGMA/SMB00311 - ≥90% (HPLC)
Synonym: [6]-Shogaol; (6)-Shogaol; 1-
CAS Number: 555-66-8
Empirical Formula (Hill Notation): C17H24O3
Molecular Weight: 276.37
MDL Number: MFCD01736094
Linear Formula: C17H24O3
Product Type: Chemical
| application(s) | metabolomics vitamins, nutraceuticals, and natural products |
| assay | ≥90% (HPLC) |
| form | liquid |
| InChI | 1S/C17H24O3/c1-3-4-5-6-7- |
| InChI key | OQWKEEOHDMUXEO-BQYQJAHWSA |
| Quality Level | 200  |
| SMILES string | CCCCCC=CC(=O)CCc1ccc(O) |
| storage temp. | 2-8°C |
| Application: | Shogaol has been used to determine its safe dose to evaluate potential toxicity in higher concentrations in mice models. It has also been used to investigate its antioxidant effects on the modulation of TRPC5 (ITRPC5) and TRPA1 (ITRPA1) currents. |
| Biochem/physiol Actions: | Shogaols exhibits higher potency, efficacy, and biological activities than gingerols. It is an excellent antioxidant agent, that 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. |
| General description: | Shogaol or 6-shogaol, the pungent metabolite of dried ginger, is one of the main bioactive compounds extracted from the natural dietary rhizome, Zingiber officinale Roscoe (ginger). It is the dehydrated successor of 6-gingerol with an α,β-unsaturated ketone skeleton. |
| Packaging: | 50 mg in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H302 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥90% (HPLC) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352205 |