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6-Gingerol

Alias: 6-Gingerol
Cat No.:V9698 Purity: ≥98%
[6]-Gingerol is an active substance extracted from ginger that has a variety of bioactivities like anti-cancer, anti~inflammatory, and antioxidant.
6-Gingerol
6-Gingerol Chemical Structure CAS No.: 23513-14-6
Product category: AMPK
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25mg
50mg
100mg
250mg
Other Sizes
Official Supplier of:
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Product Description
[6]-Gingerol is an active substance extracted from ginger that has a variety of bioactivities like anti-cancer, anti~inflammatory, and antioxidant.
Biological Activity I Assay Protocols (From Reference)
Targets
AMPK; Apoptosis
ln Vitro
In a dose-dependent manner, treatment with 6-gingerol significantly lowers the LoVo human colon cancer cell's ability to proliferate. In LoVo cells, 6-gingerol strongly induces G2/M phase arrest and only slightly affects sub-G1 phase. Cyclin A, cyclin B1, and CDK1 levels are decreased; however, the negative cell cycle regulators p27Kip1 and p21Cip1 are elevated as a result of 6-gingerol treatment. Furthermore, treatment with 6-gingerol increases p53 phosphorylation and intracellular reactive oxygen species (ROS). As well as the later stages of carcinogenesis, such as angiogenesis and metastasis, 6-gingerol is effective at suppressing the transformation, hyperproliferation, and inflammatory processes that cause and promote carcinogenesis[1]. 6-gingerol has direct cytotoxic effects on cultures of tumor cells, such as colorectal cancer cells, HL-60 cells and breast cancer cells[2].
ln Vivo
6-gingerol inhibits tumor growth in several types of murine tumors, such as B16F1 melanomas, Renca renal cell carcinomas and CT26 colon carcinomas, established by inoculating tumor cells on the flanks of mice, although it does not lead to complete eradication of the tumors. 6-gingerol treatment of tumor-bearing mice results in massive infiltration of CD4 and CD8 T-cells and B220+ B-cells, but decreases the number of CD4+Foxp3+ regulatory T-cells. In 6-gingerol-treated mice, the CD8 tumor-infiltrating T lymphocytes exhibit high levels of IFN-, a CTL CD107a cell activation marker, and chemokine receptors CXCR3 and CCR5 that are expressed on TH1 cells[2].
Cell Assay
A cell line for colon cancer The DMEM supplemented with 10% fetal bovine serum, 1% non-essential amino acids, 1% L-glutamine, and 100 μg/mL penicillin/streptomycin is used to maintain LoVo at 37°C in a humid environment with 5% CO2. Approximately 80% confluence is reached after cell growth in 10 cm Petri dishes that were initially seeded with 2 105 cells per mL. After that, the cells are gathered for the subsequent analyses, such as the analyses of cell viability, flow cytometry, and immunoblotting. In order to treat cells with 6-gingerol, cells are first starved for 24 hours (h) in serum-free DMEM, and then they are incubated for 24 or 48 hours with 6-gingerol at a series of concentrations (1, 5, 10, and 15 μg/mL) in the same medium.
Animal Protocol
Mice: For 14 days, different oral dosages of [6]-gingerol were administered to mice with colitis brought on by the DSS. The level of proinflammatory cytokines in colon tissues is measured, and body weight and colon inflammation are assessed[2].
References

[1]. 6-Gingerol Inhibits Growth of Colon Cancer Cell LoVo via Induction of G2/M Arrest

[2]. Int J Cancer . 2012 Jun 1;130(11):2618-28.

Additional Infomation
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.
Gingerol has been reported in Cuminum cyminum, Aframomum melegueta, and other organisms with data available.
See also: Ginger (part of); (S)-6-Gingerol (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H26O4
Molecular Weight
294.3859
Exact Mass
294.183
Elemental Analysis
C, 69.36; H, 8.90; O, 21.74
CAS #
23513-14-6
Related CAS #
23513-14-6
PubChem CID
442793
Appearance
White to off-white solid
Density
1.1±0.1 g/cm3
Boiling Point
453.0±35.0 °C at 760 mmHg
Melting Point
30 - 32ºC
Flash Point
159.0±19.4 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.523
LogP
2.48
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
10
Heavy Atom Count
21
Complexity
293
Defined Atom Stereocenter Count
1
SMILES
O([H])[C@]([H])(C([H])([H])C(C([H])([H])C([H])([H])C1C([H])=C([H])C(=C(C=1[H])OC([H])([H])[H])O[H])=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
InChi Key
NLDDIKRKFXEWBK-AWEZNQCLSA-N
InChi Code
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
Chemical Name
(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
Synonyms
6-Gingerol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 50~58 mg/mL (169.8~197 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.49 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.49 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (8.49 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 25 mg/mL (84.92 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3969 mL 16.9843 mL 33.9685 mL
5 mM 0.6794 mL 3.3969 mL 6.7937 mL
10 mM 0.3397 mL 1.6984 mL 3.3969 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Status Interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05882864 Not yet recruiting Drug: 6-Gingerol Oral Lichen Planus Ain Shams University August 1, 2023 Phase 4
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