G1046

[6]-Gingerol

≥98% (HPLC)

• Sinónimos: 3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-, 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, 6-Gingerol
• Fórmula empírica (notación de Hill): C₁₇H₂₆O₄
• Número de CAS: 23513-14-6
• Peso molecular: 294.39
• Número MDL: MFCD00210507
• Código UNSPSC: 12352205
• ID de la sustancia en PubChem: 329799719
• NACRES: NA.25

Propiedades

• Nivel de calidad: 200
• Ensayo: ≥98% (HPLC)
• condiciones de almacenamiento: protect from light; under inert gas
• solubilidad: methanol: 1 mg/mL, clear, colorless
• aplicaciones: metabolomics; vitamins, nutraceuticals, and natural products
• Condiciones de envío: dry ice
• temp. de almacenamiento: −20°C
• cadena SMILES: CCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1
• InChI: 1S/C17H26O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h8,10-11,14,18,20H,3-7,9,12H2,1-2H3/t14-/m0/s1
• Clave InChI: NLDDIKRKFXEWBK-AWEZNQCLSA-N

Descripción

Descripción general

[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.

Aplicación

[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

Acciones bioquímicas o fisiológicas

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.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Faceshields, Gloves