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G5798

Sigma-Aldrich

[10]-Gingerol

≥98% (HPLC)

Synonym(e):

(S)- 5-Hydroxy-1-(4-hydroxy-3-methoxy-phenyl)-3-tetradecanon, 10-Gingerol

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About This Item

Empirische Formel (Hill-System):
C21H34O4
CAS-Nummer:
23513-15-7
Molekulargewicht:
350.49
MDL-Nummer:
MFCD01682694
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329799946
NACRES:
NA.25

Assay

≥98% (HPLC)

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

2-8°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

InChIKey

AIULWNKTYPZYAN-SFHVURJKSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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

Anwendung

[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. Wirkung

[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 ist eine in Ingwer (Zingiber officinale) gefundene biologisch aktive Verbindung mit entzündungshemmender und antioxidativer Wirkung.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

331.3 °F - closed cup

Flammpunkt (°C)

166.3 °C - closed cup

Analysenzertifikate (COA)

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USP

USP

1291446

Ingwerbestandteilmischung

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

Pulverförmiger Ingwer

6-Gingerol phyproof® Reference Substance

PHL89201

6-Gingerol

Sigma-Aldrich

Sigma-Aldrich

W252204

Ginger oil

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
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.
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
Meran Keshawa Ediriweera et al.
Molecules (Basel, Switzerland), 25(14) (2020-07-16)
10-gingerol is a major phenolic lipid found in the rhizomes of ginger (Zingiber officinale). Being amphiphilic in nature, phenolic lipids have the ability to incorporate into cell membranes and modulate membrane properties. The purpose of the present study was to
Chien-Kei Wei et al.
International journal of molecular sciences, 18(1) (2017-01-21)
The anti-diabetic activity of ginger powder (Zingiber officinale) has been recently promoted, with the recommendation to be included as one of the dietary supplements for diabetic patients. However, previous studies presented different results, which may be caused by degradation and
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