23513-14-6 Usage
Description
6-Gingerol is a naturally occurring plant phenol and an active pungent constituent found in the rhizome of ginger. It is a light yellow ceraceous solid and is known to possess anti-inflammatory, anti-tumor, and antioxidant properties, making it a potential candidate in the treatment of cancer.
Uses
Used in Pharmaceutical Industry:
6-Gingerol is used as a pharmaceutical agent for its anti-inflammatory, anti-tumor, and antioxidant properties, which can contribute to the treatment of cancer.
Used in Research:
6-Gingerol is used as a research compound to study its effects on various biological processes and conditions, such as:
1. Studying its effects on transient receptor potential (TRP) channels.
2. Investigating its effects on experimental models of non-alcoholic steatohepatitis.
3. Determining its effects on microsomal prostaglandin E2 synthase 1 (mPGES-1), glycogen synthase kinase 3β (GSK-3β), and β-catenin pathway in A549 cell line.
4. Analyzing the effects of 6-Shogaol (6-SG) on diabetic nephropathy (DN) in db/db mice.
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.
Anticancer Research
6-Gingerol is a plant polyphenol and an active constituent of Zingiber officinale, whichshowed antioxidant, anti-inflammation, and antitumor properties. It has the capacityto inhibit NOS, TNF-α, and COX-2 enzymes which are regulated by NF-κB(Aggarwal and Shishodia 2004; Wang et al. 2012). It hinders the cell growth ofprostate, gastric, and breast cancer cells and suppresses the lung metastasis ofB16F10 melanoma. It exhibits antitumorigenic effect in human colorectal cancercells via upregulating NSAID-activated gene-1 (NAG-1) (Aggarwal et al. 2008). Italters ERK1/2/JNK/AP1 pathway and induces apoptosis in colon cancer cells in acaspase-dependent manner (Singh et al. 2016b). ROS levels were significantlyincreased in K562 and MOLT4 cells treated with gingerol, and apoptosis wasinduced in leukemia cells by mitochondrial pathway (Wang et al. 2012).
Check Digit Verification of cas no
The CAS Registry Mumber 23513-14-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,5,1 and 3 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 23513-14:
(7*2)+(6*3)+(5*5)+(4*1)+(3*3)+(2*1)+(1*4)=76
76 % 10 = 6
So 23513-14-6 is a valid CAS Registry Number.
InChI:InChI=1/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
23513-14-6Relevant articles and documents
GINGEROL DERIVATIVE HAVING INHIBITORY ACTIVITY AGAINST BIOFILM FORMATION AND PHARMACEUTICAL COMPOSITION COMPRISING SAME AS EFFECTIVE INGREDIENT FOR PREVENTING OR TREATING BIOFILM-CAUSED INFECTION SYMPTOM
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Paragraph 0032; 0051-0052; 0055-0056, (2020/09/22)
The present invention relates to a gingerol derivative having inhibitory activity against biofilm formation and a pharmaceutical composition for preventing or treating infections caused by biofilms including the gingerol derivative as an active ingredient. The gingerol derivative of the present invention exhibits significantly improved binding affinity for LasR and inhibitory activity against biofilm formation. Therefore, the gingerol derivative of the present invention can act on various membrane surfaces where biofilms tend to form and can effectively inhibit the formation of the corresponding biofilms. In addition, the use of the pharmaceutical composition according to the present invention can fundamentally prevent or treat a variety of infections caused by biofilms due to the presence of the gingerol derivative in the pharmaceutical composition.
MnO2as a terminal oxidant in Wacker oxidation of homoallyl alcohols and terminal olefins
Fernandes, Rodney A.,Ramakrishna, Gujjula V.,Bethi, Venkati
, p. 6115 - 6125 (2020/10/27)
Efficient and mild reaction conditions for Wacker-type oxidation of terminal olefins of less explored homoallyl alcohols to β-hydroxy-methyl ketones have been developed by using a Pd(ii) catalyst and MnO2 as a co-oxidant. The method involves mild reaction conditions and shows good functional group compatibility along with high regio- and chemoselectivity. While our earlier system of PdCl2/CrO3/HCl produced α,β-unsaturated ketones from homoallyl alcohols, the present method provided orthogonally the β-hydroxy-methyl ketones. No overoxidation or elimination of benzylic and/or β-hydroxy groups was observed. The method could be extended to the oxidation of simple terminal olefins as well, to methyl ketones, displaying its versatility. An application to the regioselective synthesis of gingerol is demonstrated.
6-gingerol derivative and its preparation and application
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Paragraph 0093-0095; 0113-0116, (2019/10/07)
A 6-gingerol derivative and its preparation and application are provided. That derivative has the following structure. The derivative of the present invention has antitumor activity and inhibit effect on tumor cells. In addition, the chemical properties o
