39303
[6]-Shogaol
analytical standard
Synonym(s):
1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
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About This Item
Empirical Formula (Hill Notation):
C17H24O3
CAS Number:
Molecular Weight:
276.37
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2056098
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+
SMILES string
CCCCC\C=C\C(=O)CCc1ccc(O)c(OC)c1
InChI key
OQWKEEOHDMUXEO-BQYQJAHWSA-N
grade
analytical standard
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
Quality Level
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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
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This compound is commonly found in plants of the genus: zingiber
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Chia-Jui Weng et al.
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
Ya-Ling Hsu et al.
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
Min-Ji Bak et al.
Molecules (Basel, Switzerland), 17(7), 8037-8055 (2012-07-06)
The rhizome of ginger (Zingiber officinale Roscoe) is known to have several bioactive compounds including gingerols and shogaols which possess beneficial health properties such as anti-inflammatory and chemopreventive effects. Based on recent observations that 6-shogaol may have more potent bioactivity
Sehwan Shim et al.
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.
Qingliang Qiao et al.
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
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