39303
[6]-Shogaol
analytical standard
Synonym(s):
1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
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About This Item
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grade
analytical standard
Quality Level
Assay
≥90.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
food and beverages
format
neat
storage temp.
2-8°C
SMILES string
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+
InChI key
OQWKEEOHDMUXEO-BQYQJAHWSA-N
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General description
[6]-Shogaol is a pungent and one of the most abundant dehydrated form of gingerols present in the fresh ginger roots or dried and thermally treated roots. It may serve as a potential anti-inflammatory agent.
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
This compound is commonly found in plants of the genus: zingiber
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Journal of agricultural and food chemistry, 60(3), 852-861 (2012-01-10)
4-Shogaol is one of the phytoconstituents isolated from dried red ginger, which is commercially available to consumers. Some active constituents from ginger have been found to have anti-inflammatory and antioxidant effects, but studies on 4-shogaol have been relatively rare. This
Molecular nutrition & food research, 56(8), 1304-1314 (2012-06-21)
We previously demonstrated that 6-shogaol and 6-gingerol, two active compounds in ginger (Zingiber officinale), possess antiinvasive activity against highly metastatic hepatoma cells. The aims of this study were to evaluate the inhibitory effect and molecular mechanism underlying the transcription and
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(3-4), 597-602 (2011-12-07)
[6]-Shogaol has beneficial effects in spinal neuronal regeneration, but associated molecules and mechanisms are not identified. Neurotrophic factors, including brain-derived neurotrophic factor (BDNF), are associated with proliferation and differentiation of neuronal cells and exert a neuroprotective effect in neurodegenerative models.
Journal of chromatography. A, 1218(36), 6187-6190 (2011-01-05)
The flash high speed counter-current chromatographic (FHSCCC) separation of gingerols and 6-shogaol was performed on a HSCCC instrument equipped with a 1200-ml column (5 mm tubing i.d.) at a flow rate of 25 ml/min. The performance met the FHSCCC feature
PloS one, 8(1), e54677-e54677 (2013-02-06)
Our previous study found that [6]-shogaol, a major bioactive component in ginger, is extensively metabolized in cancer cells and in mice. It is unclear whether these metabolites retain bioactivity. The aim of the current study is to synthesize the major
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