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50866

[6]-Gingerol

analytical standard

Synonym(s):

3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-, 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, 6-Gingerol

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About This Item

Empirical Formula (Hill Notation):
C17H26O4
CAS Number:
23513-14-6
Molecular Weight:
294.39
NACRES:
NA.24
PubChem Substance ID:
329757645
UNSPSC Code:
85151701
MDL number:
MFCD00210507
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grade

analytical standard

Quality Level

100

assay

≥94.0% (HPLC)

shelf life

expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°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

InChI key

NLDDIKRKFXEWBK-AWEZNQCLSA-N

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General description

[6]-Gingerol is a naturally occurring plant phenoland an active pungent constituent found in the rhizome of ginger, which is known to possess anti-inflammatory, anti-tumor and antioxidant properties and can hence, serve as a potential candidate in the treatment of cancer.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Bioactive compound found in ginger (Zingiber officinale) with antioxidant activity, which functions as an anti-inflammatory and antitumor agent. [6]-Gingerol down regulates proinflammatory cytokine release by macrophages. It has been shown to inhibit COX-2 expression by blocking the activation of p38 MAP kinase and NF-κB in phorbol ester-stimulated mouse skin.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: zingiber

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

10 - Combustible liquids

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCN5269
BCCL5764
BCCJ4967
BCCF3449
BCCF9488

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[6]-Gingerol inhibits metastasis of MDA-MB-231 human breast cancer cells
Lee SH, et al.
The Journal of Nutritional Biochemistry, 19, 313-319 (2008)
[6]-Gingerol, a pungent ingredient of ginger, inhibits angiogenesis in vitro and in vivo
Kim C-E, et al.
Biochemical and Biophysical Research Communications, 335, 300-308 (2005)
Ganapathy Saravanan et al.
Journal of the science of food and agriculture, 94(14), 2972-2977 (2014-03-13)
Obesity represents a rapidly growing threat to the health of populations and diet intervention has been proposed as one of the strategies for weight loss. Ginger and its constituents have been used for their anti-flatulent, expectorant and appetising properties and
Zhenhao Li et al.
Journal of chromatography. A, 1376, 126-142 (2014-12-30)
In comparison with monotherapy in western medicine, traditional Chinese medicine (TCM) advocates combinational therapy for treating diseases and TCM formula is a representative for this approach. Despite of extensive clinical applications of TCM formulae, knowledge about their pharmacological activities, mechanisms
Induction of apoptosis in HL-60 cells by pungent vanilloids,[6]-gingerol and [6]-paradol
Lee Y and Surh J-Y
Cancer Letters, 134, 163-168 (1998)
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Global Trade Item Number

SKUGTIN
50866-10MG04061832489551

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