[6]-Gingerol
SIGMA/G1046 - ≥98% (HPLC)
Synonym: 3-Decanone, 5-
CAS Number: 23513-14-6
Empirical Formula (Hill Notation): C17H26O4
Molecular Weight: 294.39
MDL Number: MFCD00210507; MFCD00210507
Linear Formula: C17H26O4
Product Type: Chemical
| application(s) | metabolomics vitamins, nutraceuticals, and natural products |
| assay | ≥98% (HPLC) |
| InChI | 1S/C17H26O4/c1-3-4-5-6-14 |
| InChI key | NLDDIKRKFXEWBK-AWEZNQCLSA |
| Quality Level | 200  |
| shipped in | dry ice |
| SMILES string | CCCCC[C@H](O)CC(=O)CCc1cc |
| solubility | methanol: 1 mg/mL, clear, colorless |
| storage condition | protect from light |
| under inert gas | |
| storage temp. | −20°C |
| Application: | [6]-Gingerol has been used: • to study its effects on transient receptor potential (TRP) channels • to study its effects on experimental models of non-alcoholic steatohepatitis • to determine its effects on microsomal prostaglandine E2 synthase 1 (mPGES-1), glycogen synthase kinase 3β (GSK-3β) and β-catenin pathway in A549 cell line • to analyse the effects of 6-Shogaol (6-SG) on diabetic nephropathy (DN) in db/db mice |
| Biochem/physiol Actions: | Bioactive compound found in ginger (Zingiber officinale) with antioxidant activity, which functions as an anti-inflammatory and antitumor agent. [6]-Gingerol down regulates proinflammatory cytokine release by macrophages. It has been shown to inhibit COX-2 expression by blocking the activation of p38 MAP kinase and NF-κB in phorbol ester-stimulated mouse skin. |
| General description: | [6]-Gingerol is implicated in apoptosis, cell cycle regulation, cytotoxic activity and inhibition of angiogenesis. It prevents serotonin release and platelet aggregation. Gingerol has immunomodulatory, antiapoptotic, antihyperglycemic, antilipidemic and antiemetic properties. |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H335 |
| Precautionary statements | P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xn |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26-36/37 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352205 |