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G5798

Sigma-Aldrich

[10]-Gingerol

≥98% (HPLC)

Sinónimos:

(S)- 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone, 10-Gingerol

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About This Item

Fórmula empírica (notación de Hill):
C21H34O4
Número de CAS:
23513-15-7
Peso molecular:
350.49
MDL number:
MFCD01682694
UNSPSC Code:
85151701
PubChem Substance ID:
329799946
NACRES:
NA.25

assay

≥98% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CCCCCCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1

InChI

1S/C21H34O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1

InChI key

AIULWNKTYPZYAN-SFHVURJKSA-N

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General description

[10]-Gingerol is a pungent, non-volatile phenolic compound of fresh ginger root.

Application

[10]-Gingerol has been used as an antibacterial agent to study its effects on Escherichia coli ATP synthase. It has also been used as an anti-hyperglycemic agent to test its effects on promoting glucose utilization in 3T3-L1 adipocytes and C2C12 myotubes.

Biochem/physiol Actions

[10]-Gingerol is a potent anti-cancer agent and a known inhibitor of breast cancer cells growth by blocking cell proliferation and inducing programmed cell death. It also inhibits ovarian cancer cells growth by inducing G2 phase cell cycle arrest. 10-Gingerol elicits inhibitory effects towards triple breast cancer cells in both mouse models and in vitro studies. It also displays anti-neuroinflammatory and anti-hyperglycemic activities.
[10]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

331.3 °F - closed cup

flash_point_c

166.3 °C - closed cup

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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USP

USP

1291446

Ginger Constituent Mixture

10-Gingerol phyproof® Reference Substance

PHL89203

10-Gingerol

[6]-Gingerol, Zingiber officinale An antitumor, apoptosis-inducing compound of the ginger family that blocks EGF-induced cell transformation by inhibiting the activation of Activator Protein-1 (AP-1).

Sigma-Aldrich

345868

[6]-Gingerol, Zingiber officinale

USP

USP

1291504

Powdered ginger

[6]-Gingerol phyproof® Reference Substance

PHL89201

[6]-Gingerol

Sigma-Aldrich

Sigma-Aldrich

W252204

Ginger oil

Andrea Rasmussen et al.
Advanced pharmaceutical bulletin, 9(4), 685-689 (2019-12-21)
Purpose: Gingerol homologs found in the rhizomes of ginger plants have the potential to benefit human health, including the prevention and treatment of cancer. This study evaluated the effect of 10-gingerol on ovarian cancer cell (HEY, OVCAR3, and SKOV-3) growth.
Megan M Bernard et al.
Experimental and molecular pathology, 102(2), 370-376 (2017-03-21)
The ginger rhizome is rich in bioactive compounds, including [6]-gingerol, [8]-gingerol, and [10]-gingerol; however, to date, most research on the anti-cancer activities of gingerols have focused on [6]-gingerol. In this study, we compared [10]-gingerol with [8]-gingerol and [6]-gingerol in terms
Taurin Hughes et al.
International journal of biological macromolecules, 182, 2130-2143 (2021-06-05)
For centuries, dietary ginger has been known for its antioxidant, anticancer, and antibacterial properties. In the current study, we examined the link between antibacterial properties of 7 dietary ginger phenolics (DGPs)-gingerenone A, 6-gingerol, 8-gingerol, 10-gingerol, paradol, 6-shogaol, and zingerone-and inhibition
Su-Chen Ho et al.
Food chemistry, 141(3), 3183-3191 (2013-07-23)
Despite the anti-neuroinflammatory capacity of ginger, the corresponding active constituents are unclear. This study analyzed the composition of fresh ginger ethanolic extract by using LC-MS. Inhibitory activities of fresh ginger extract and seven gingerol-related compounds on the neuro-inflammation were also
Taurin Hughes et al.
International journal of biological macromolecules, 182, 2130-2143 (2021-06-05)
For centuries, dietary ginger has been known for its antioxidant, anticancer, and antibacterial properties. In the current study, we examined the link between antibacterial properties of 7 dietary ginger phenolics (DGPs)-gingerenone A, 6-gingerol, 8-gingerol, 10-gingerol, paradol, 6-shogaol, and zingerone-and inhibition
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