G1046

[6]-Gingerol

≥98% (HPLC)

• Synonym(e): 3-Decanon, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-, 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanon, 6-Gingerol
• Empirische Formel (Hill-System): C₁₇H₂₆O₄
• CAS-Nummer: 23513-14-6
• Molekulargewicht: 294.39
• MDL-Nummer: MFCD00210507
• UNSPSC-Code: 12352205
• PubChem Substanz-ID: 329799719
• NACRES: NA.25

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥98% (HPLC)
• Lagerbedingungen: protect from light; under inert gas
• Löslichkeit: methanol: 1 mg/mL, clear, colorless
• Anwendung(en): metabolomics; vitamins, nutraceuticals, and natural products
• Versandbedingung: dry ice
• Lagertemp.: −20°C
• SMILES String: 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
• InChIKey: NLDDIKRKFXEWBK-AWEZNQCLSA-N

Beschreibung

Allgemeine Beschreibung

[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.

Anwendung

[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. Wirkung

In Ingwer (Zingiber officinale) gefundene bioaktive Verbindung mit antioxidativer Aktivität, wirkt entzündungshemmend und als Antitumormittel. [6]-Gingerol senkt proinflammatorische Zytokinfreisetzung durch Makrophagen. Es inhibiert COX-2-Expression durch die Blockierung der Aktivierung von p38 MAP-Kinase und NF-kappaB in Phorbolester stimulierter Maushaut.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Faceshields, Gloves