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6-Gingerol

Product Name
6-Gingerol
CAS No.
23513-14-6
Chemical Name
6-Gingerol
Synonyms
GINGEROL;Gingerols;rac-(R*)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)decane-3-one;6-GINGEROL;GINGEROL [6];(s)-3-decanon;6-Gingerol-RM;6-Gingerol std.;6-Gingerol ,98%;[6]-Gingerol>
CBNumber
CB4328683
Molecular Formula
C17H26O4
Formula Weight
294.39
MOL File
23513-14-6.mol
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6-Gingerol Property

Melting point:
31℃
Boiling point:
453.0±35.0 °C(Predicted)
Density 
1.083±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
methanol: soluble1mg/mL, clear, colorless
form 
Pale yellow oil
pka
10.02±0.20(Predicted)
color 
White to Light yellow
InChI
InChI=1S/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
InChIKey
NLDDIKRKFXEWBK-AWEZNQCLSA-N
SMILES
C(C1=CC=C(O)C(OC)=C1)CC(=O)C[C@@H](O)CCCCC
LogP
2.485 (est)
CAS DataBase Reference
23513-14-6(CAS DataBase Reference)
NIST Chemistry Reference
Gingerol(23513-14-6)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36/37
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
HE0757000
HS Code 
29145090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
50866
Product name
[6]-Gingerol
Purity
analytical standard
Packaging
10mg
Price
$614
Updated
2024/03/01
Sigma-Aldrich
Product number
345868
Product name
[6]-Gingerol
Packaging
5mg
Price
$225
Updated
2024/03/01
Cayman Chemical
Product number
11707
Product name
6-Gingerol
Purity
≥98%
Packaging
1mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
11707
Product name
6-Gingerol
Purity
≥98%
Packaging
5mg
Price
$120
Updated
2024/03/01
Sigma-Aldrich
Product number
G1046
Product name
[6]-Gingerol
Purity
≥98% (HPLC)
Packaging
5mg
Price
$268
Updated
2024/03/01
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6-Gingerol Chemical Properties,Usage,Production

Chemical Properties

Light yellow ceraceous solid

Uses

[6]-Gingerol has been used:

  • to study its effects on transient receptor potential (TRP) channels
  • to study its effects on experimental models of non-alcoholic steatohepatitis
  • to determine its effects on microsomal prostaglandine E2 synthase 1 (mPGES-1), glycogen synthase kinase 3β (GSK-3β) and β-catenin pathway in A549 cell line
  • to analyse the effects of 6-Shogaol (6-SG) on diabetic nephropathy (DN) in db/db mice

Definition

ChEBI:Gingerol is a beta-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger. It has a role as an antineoplastic agent and a plant metabolite. It is a beta-hydroxy ketone and a member of guaiacols.

General Description

6-Gingerol is a naturally occurring plant phenoland an active pungent constituent found in the rhizome of ginger, which is known to possess anti-inflammatory, anti-tumor and antioxidant properties and can hence, serve as a potential candidate in the treatment of cancer.

Biological Activity

6-Gingerol is the major pharmacologically-active component of ginger. It is known to exhibit a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation. 6-Gingerol has been found to possess anticancer activities via its effect on a variety of biological pathways involved in apoptosis, cell cycle regulation, cytotoxic activity, and inhibition of angiogenesis.

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.

Mechanism of action

6-Gingerol suppressed UVB-induced translocation of NF-κB from cytosol to nucleus via prevention of IκBα phosphorylation and COX-2 expression and transactivation in HaCaT cells in vitro. [6]-Gingerol suppressed COX-2 expression at mRNA and protein levels and translocation of NF-κB in UVB-irradiated skin of hairless mice. It suppressed TPA-induced COX-2 gene expression in the skin of mice by inhibiting the p38 MAP kinase-NF-κB signalling pathway. These findings suggest the chemopreventive effect of 6-Gingerol on UVB-induced skin disorders, including cancer. Jeong et al. found that 6-Gingerol inhibited the growth of colon cancer by inhibiting LTA4 hydrolase. 6-Gingerol suppressed PGE2 levels in IL-1β-stimulated human oral keratinocytes. Overall, these studies demonstrated that [6]-gingerol exerts anti-cancer and cancer-preventive activities by targeting the AA pathway.

Anticancer Research

6-Gingerol is a plant polyphenol and an active constituent of Zingiber officinale, which shows antioxidant, anti-inflammation, and antitumor properties. It has been reported to possess anti-cancer and chemopreventive potentials against several cancers, including skin, colorectal, gastrointestinal and pancreatic. It can inhibit NOS, TNF-α, and COX-2 enzymes, which are regulated by NF-κB. It hinders the cell growth of prostate, gastric, and breast cancer cells and suppresses the lung metastasis of B16F10 melanoma. It exhibits an antitumorigenic effect in human colorectal cancer cells via upregulating NSAID-activated gene-1 (NAG-1). Italters ERK1/2/JNK/AP1 pathway and induces apoptosis in colon cancer cells in acaspase-dependent manner. ROS levels were significantly increased in K562 and MOLT4 cells treated with gingerol, and apoptosis was induced in leukaemia cells by the mitochondrial pathway.

6-Gingerol Preparation Products And Raw materials

Raw materials

Preparation Products

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6-Gingerol Suppliers

Shaanxi Pioneer Biotech Co.,Ltd.
Tel
+186-15687963500 15687963500
Email
sales@pioneerbiotech.com
Country
China
ProdList
375
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Cheng Du Pufeide Biotechnology Co., Ltd.
Tel
028-82610909 13388174823
Fax
8171-1798
Email
scglp@glp-china.com
Country
China
ProdList
1064
Advantage
58
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
Nantong Feiyu Biological Technology CO.,LTD
Tel
0513-68819626; 15152877458
Fax
0513-68669626
Email
feiyubio@163.com
Country
China
ProdList
4819
Advantage
58
Chengdu Nakeli Biotechnology Co., Ltd.
Tel
028-61983833 19138982515
Fax
3265827856
Email
3265827856@qq.com
Country
China
ProdList
1541
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
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View Lastest Price from 6-Gingerol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
6-Gingerol 23513-14-6
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-24
Shandong Deshang Chemical Co., Ltd.
Product
6-Gingerol 23513-14-6
Price
US $5.30-3.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 tons
Release date
2024-06-25
Hebei Shengyang Water Conservancy Engineering Co., Ltd.
Product
6-Gingerol 23513-14-6
Price
US $18.00/kg
Min. Order
1kg
Purity
99.9
Supply Ability
5000
Release date
2024-05-10

23513-14-6, 6-GingerolRelated Search:


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  • [6]-GINGEROL, ZINGIBER OFFICINALE
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  • GINGEROL
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  • 6-Gingerol, 98%, from Zingiber officinale Rosc.
  • [6]-Gingerol, Zingiber officinale - CAS 23513-14-6 - Calbiochem
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  • (5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone
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  • 3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone
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  • 23513-14-6
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  • chemical reagent
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  • 23513-14-6