CAS 555-66-8

[6]-Shogaol

Description:

[6]-Shogaol is a bioactive compound primarily found in ginger (Zingiber officinale) and is known for its pungent flavor and potential health benefits. It is a phenolic compound, specifically a gingerol derivative, formed through the dehydration of gingerol during the drying process of ginger. [6]-Shogaol exhibits various pharmacological properties, including anti-inflammatory, antioxidant, and anticancer activities, making it of interest in both food science and medicinal research. The compound is lipophilic, which influences its absorption and bioavailability in biological systems. Additionally, [6]-Shogaol has been studied for its effects on gastrointestinal health and its potential role in pain relief. Its unique structure contributes to its reactivity and interaction with biological targets, which may lead to therapeutic applications. Overall, [6]-Shogaol is a significant compound in the context of natural products and functional foods, highlighting the importance of ginger in traditional and modern medicine.

Formula: C₁₇H₂₄O₃

InChI: 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

InChI key: InChIKey=OQWKEEOHDMUXEO-UHFFFAOYSA-N

SMILES: C(CC(C=CCCCCC)=O)C1=CC(OC)=C(O)C=C1

Synonyms:

• (4E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one
• (E)-1-(4-Hydroxy-3-methoxy-phenyl)dec-4-en-3-one
• 1-(4-Hydroxy-3-Methoxyphenyl)Dec-4-En-3-One
• 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
• 4-Decen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-
• Shogaol
• [6]-Shogaol

6-Shogaol

CAS: 555-66-8

6-Shogaol analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formula: C₁₇H₂₄O₃

Purity: (HPLC) ≥98%

Color and Shape: Oil

Molecular weight: 276.38

Ref: 11-6040S

gingerol

CAS: 555-66-8

Formula: C₁₇H₂₄O₃

Purity: 97%

Color and Shape: Liquid

Molecular weight: 276.3707

Ref: IN-DA0035YB

Shogaol

CAS: 555-66-8

Shogaol

Purity: ≥98%

Molecular weight: 276.37g/mol

Ref: 54-BUP09644

6-Shogaol

CAS: 555-66-8

Formula: C₁₇H₂₄O₃

Purity: ≥ 95.0%

Color and Shape: Clear, colourless to pale yellow oil

Molecular weight: 276.37

Ref: 7W-GY8937

6-Shogaol

CAS: 555-66-8

6-Shogaol

Purity: 99%

Molecular weight: 276.37g/mol

Ref: 54-OR1023625

6-Shogaol

CAS: 555-66-8

6-Shogaol, an active constituent of ginger, is a potent inhibitor of MDA-MB-231 cell invasion, and the molecular mechanism involves at least in part the down-regulation of MMP-9 transcription by targeting the NF-κB activation cascade, thus has potential for clinical use as antimetastatic treatments.

Formula: C₁₇H₂₄O₃

Purity: 95%~99%

Color and Shape: Oil

Molecular weight: 276.376

Ref: BP-BP0095

Shogaol

CAS: 555-66-8

6-Shogaol: anti-inflammatory, analgesic, antipyretic, protects cartilage, arrests cancer cell growth, inhibits metastasis.

Formula: C₁₇H₂₄O₃

Purity: 98.26% - 99.93%

Color and Shape: Solid

Molecular weight: 276.37

Ref: TM-T6S1699

6-Shogaol

CAS: 555-66-8

Formula: C₁₇H₂₄O₃

Molecular weight: 276.38

Ref: 4Z-S-104001

6-shogaol

CAS: 555-66-8

Ketone with other oxygen functions

Formula: C₁₇H₂₄O₃

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Viscous liquid

Molecular weight: 276.38

Ref: 5G-89792

6-Shogaol

CAS: 555-66-8

Formula: C₁₇H₂₄O₃

Molecular weight: 276.38

Ref: ST-EA-CP-G31001

[6]-Shogaol (>90%)

Controlled Product

CAS: 555-66-8

Applications [6]-Shogaol is an aromatic constituent of ginger and the chain-dehydroxylated analog of [6]-Gingerol. [6]-Shogaol has activity very similar to [6]-Gingerol and produced an inhibition of spontaneous motor activity, antipyretic and analgesic effects, and prolonged hexobarbital-induced sleeping time. [6]-Shogaol also has potent antitussive activity and affected the cortical EEG.
References Suekawa, M. et al.: J. Pharm-Dyn., 7, 836 (1984); Yoshikawa, M. et al.: Chem. Pharmac. Bull., 40, 2239 (1992);

Formula: C₁₇H₂₄O₃

Purity: >90%

Color and Shape: Neat

Molecular weight: 276.37

Ref: TR-S357800

6-Shogaol

CAS: 555-66-8

A dehydration product of 6-gingerol and a major bioactive component of dried ginger with anti-inflammatory and anti-cancer properties. This compound induces apoptosis in cancer cells, impairs tubulin polymerization, downregulates NF-κB signalling, inhibits the expression of inflammatory mediators, and suppresses Toll-like receptor signalling. 6-Shogaol extracts have been shown to enhance antioxidant defence mechanisms by inducing Nrf2/ARE-mediated gene expression in cell and animal models. It can also activate transient receptor potential channels TRPV1 and TRPA1 (EC50 = 0.32 and 16 µM, respectively).

Formula: C₁₇H₂₄O₃

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 276.37 g/mol

Ref: 3D-FS42771

[6]-Shogaol

CAS: 555-66-8

Formula: C₁₇H₂₄O₃

Purity: >90.0%(HPLC)

Color and Shape: Light yellow to Yellow clear liquid

Molecular weight: 276.38

Ref: 3B-H1771