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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
Número MDL:
MFCD01682694
Código UNSPSC:
85151701
ID de la sustancia en PubChem:
329799946
NACRES:
NA.25

Análisis

≥98% (HPLC)

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

AIULWNKTYPZYAN-SFHVURJKSA-N

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Descripción general

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

Aplicación

[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.

Acciones bioquímicas o fisiológicas

[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.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

331.3 °F - closed cup

Punto de inflamabilidad (°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
Zhufeng Wu et al.
The Journal of pharmacy and pharmacology, 67(4), 583-596 (2014-12-17)
To determine the reaction kinetics for regioselective glucuronidation of gingerols (i.e. 6-, 8- and 10-gingerol) by human liver microsomes and expressed UDP-glucuronosyltransferase (UGT) enzymes, and to identify the main UGT enzymes involved in regioselective glucuronidation of gingerols. The rates of

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