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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 50866
- Product name
- [6]-Gingerol
- Purity
- analytical standard
- Packaging
- 10mg
- Price
- $614
- Updated
- 2024/03/01
- Product number
- 345868
- Product name
- [6]-Gingerol
- Packaging
- 5mg
- Price
- $225
- Updated
- 2024/03/01
- Product number
- 11707
- Product name
- 6-Gingerol
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $49
- Updated
- 2024/03/01
- Product number
- 11707
- Product name
- 6-Gingerol
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $120
- Updated
- 2024/03/01
- Product number
- G1046
- Product name
- [6]-Gingerol
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $268
- Updated
- 2024/03/01
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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View Lastest Price from 6-Gingerol manufacturers
- Product
- 6-Gingerol 23513-14-6
- Price
- US $0.00-0.00/g
- Min. Order
- 1g
- Purity
- 98
- Supply Ability
- 1000
- Release date
- 2025-01-14
- Product
- 6-Gingerol 23513-14-6
- Price
- US $120.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-04-24
- 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