ChemicalBook > CAS DataBase List > 6-Gingerol

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 std.;6-Gingerol ,98%;[6]-Gingerol>(s)-(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.

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).

6-Gingerol Preparation Products And Raw materials

Raw materials

Preparation Products

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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
ZhenYiBio Technology Inc
Product
6-Gingerol 23513-14-6
Price
US $25.00-18.00/KG
Min. Order
1KG
Purity
5%; 10%; 15%; 20%HPLC,USP Standard
Supply Ability
5Tons
Release date
2021-12-16
Nanjing Sky Hope Tongyuan Biological Engineering Co., Ltd.
Product
Gingerols 23513-14-6
Price
US $30.00/KG
Min. Order
1KG
Purity
5%
Supply Ability
100kg
Release date
2021-07-27

23513-14-6, 6-GingerolRelated Search:


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