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G5798

Sigma-Aldrich

[10]-Gingerol

≥98% (HPLC)

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C21H34O4
Numer CAS:
23513-15-7
Masa cząsteczkowa:
350.49
Numer MDL:
MFCD01682694
Kod UNSPSC:
85151701
Identyfikator substancji w PubChem:
329799946
NACRES:
NA.25

Próba

≥98% (HPLC)

Zastosowanie

metabolomics
vitamins, nutraceuticals, and natural products

temp. przechowywania

2-8°C

ciąg 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

Klucz InChI

AIULWNKTYPZYAN-SFHVURJKSA-N

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Opis ogólny

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

Zastosowanie

[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.

Działania biochem./fizjol.

[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.
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Piktogramy

Exclamation mark
GHS07

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

H315,H319,H335

Zwroty wskazujące środki ostrożności

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Klasyfikacja zagrożeń

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

Organy docelowe

Respiratory system

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

331.3 °F - closed cup

Temperatura zapłonu (°C)

166.3 °C - closed cup

Certyfikaty analizy (CoA)

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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

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.
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
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
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