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gamma-Tocotrienol

Cat No.:V12415 Purity: ≥98%
γ-Tocotrienol is an active form of vitamin E.
gamma-Tocotrienol
gamma-Tocotrienol Chemical Structure CAS No.: 14101-61-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
γ-Tocotrienol is an active form of vitamin E. γ-Tocotrienol can act on the NF-κB and P-gp signaling pathways to reverse multidrug resistance (MDR) in breast cancer/tumor cells. γ-Tocotrienol is also a new radioactive protective agent that can reduce radiation damage to bone marrow during radionuclide targeted therapy.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
γ-Tocotrienol (25 μM; 24 h) efficiently suppresses P-gp protein and mdr1 mRNA expression levels. (25 μM and 50 μM; 24 h) also suppresses P-gp's efflux activity and mdr1 promoter activity. [2]. γ-Tocotrienol (at 25 μM and 50 μM; 24 hours) can decrease NF-κB transcriptional activity as well as the activation of the NF-κB signaling pathway [2]. γ-Tocotrienol (50 μM; 48 h) efficiently prevents the nuclear translocation of p65 caused by TNFα [2]. fluorescent imaging [2]
ln Vivo
In myelosuppressive and fatal TBI in mice, the liposomal formulation of gamma-tocotrienol, GT3-Nano (20 mol% gamma-tocotrienol) (10 mg/kg, 6 mol%; intravenous injection; single dose, studied for 100 days), is efficacious in lowering sublethal [3]. Mice treated with the internal radiation therapy agent 153Sm-EDTMP can benefit from a fast recovery of hematopoietic components when administered GT3-Nano (50 mg/kg by intravenous injection) [3].
Cell Assay
Immunofluorescence [2]
Cell Types: MCF-7/Adr Cell
Tested Concentrations: 50 μM
Incubation Duration: 48 hrs (hours)
Experimental Results: The red fluorescence of p65 in the nucleus weakened, indicating that TNFα inhibits the nuclear translocation of p65.
Animal Protocol
Animal/Disease Models: C57/BL6 black mouse (6-8 weeks old) total body irradiation [3]
Doses: 16, 24, 32, 50mg/kg
Route of Administration: intravenous (iv) (iv)injection; injection administration; mice were treated for 100 days Observations: Demonstrated dose-dependent radioprotection, achieving 90% survival against lethal 9 Gy total body irradiation (TBI) at a dose of 50 mg/kg. MPP2 and CMP are upregulated in bone marrow progenitor cells in GT3-Nano-treated mice.
References

[1]. Nitric Oxide Synthase Activity in Blood Vessels of Spontaneously Hypertensive Rats: Antioxidant Protection by Gamma-Tocotrienol. J Physiol Pharmacol. 2003 Sep;54(3):319-27.

[2]. γ-Tocotrienol reverses multidrug resistance of breast cancer cells through the regulation of the γ-Tocotrienol-NF-κB-P-gp axis. J Steroid Biochem Mol Biol. 2021 May;209:105835.

[3]. γ-Tocotrienol-Loaded Liposomes for Radioprotection from Hematopoietic Side Effects Caused by Radiotherapeutic Drugs. J Nucl Med. 2021 Apr;62(4):584-590.

Additional Infomation
Gamma-tocotrienol is a tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2, 7 and 8 and a farnesyl chain at position 2. A vitamin E family member that has potent anti-cancer properties against a wide-range of cancers. It has a role as an antioxidant, an antineoplastic agent, a plant metabolite, a radiation protective agent, an apoptosis inducer and a hepatoprotective agent. It is a tocotrienol and a vitamin E.
gamma-Tocotrienol has been reported in Amaranthus hybridus, Amaranthus cruentus, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H42O2
Molecular Weight
410.6319
Exact Mass
410.318
CAS #
14101-61-2
PubChem CID
5282349
Appearance
Colorless to light yellow liquid
Density
1.0±0.1 g/cm3
Boiling Point
530.8±49.0 °C at 760 mmHg
Flash Point
218.4±24.1 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.523
LogP
10.3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
9
Heavy Atom Count
30
Complexity
625
Defined Atom Stereocenter Count
1
SMILES
O1C2=C(C([H])([H])[H])C(C([H])([H])[H])=C(C([H])=C2C([H])([H])C([H])([H])[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])[H])O[H]
InChi Key
OTXNTMVVOOBZCV-WAZJVIJMSA-N
InChi Code
InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1
Chemical Name
(2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol
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 : ~100 mg/mL (~243.53 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.09 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 (6.09 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
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 (6.09 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.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4353 mL 12.1764 mL 24.3528 mL
5 mM 0.4871 mL 2.4353 mL 4.8706 mL
10 mM 0.2435 mL 1.2176 mL 2.4353 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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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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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.

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