SMB00311

Shogaol

≥90% (HPLC)

• Synonyme(s) : [6]-Shogaol, (6)-Shogaol, 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
• Formule empirique (notation de Hill) : C₁₇H₂₄O₃
• CAS Number: 555-66-8
• Poids moléculaire : 276.37
• Beilstein: 2056098
• Numéro MDL: MFCD01736094
• Code UNSPSC : 12352205
• ID de substance PubChem : 329824943
• Nomenclature NACRES : NA.25

Propriétés

• Niveau de qualité: 200
• Essai: ≥90% (HPLC)
• Forme: liquid
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Température de stockage: 2-8°C
• Chaîne SMILES: CCCCC\C=C\C(=O)CCc1ccc(O)c(OC)c1
• 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/b8-7+
• Clé InChI: OQWKEEOHDMUXEO-BQYQJAHWSA-N

Description

Description générale

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.

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.

Actions biochimiques/physiologiques

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.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable