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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 Segment

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

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

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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

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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)
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)
[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)
View All Related Papers

Global Trade Item Number

SKUGTIN
50866-10MG04061832489551