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Alpha-Tocopherol phosphate

Cat No.:V5839 Purity: ≥98%
α-Tocopherol phosphate is a compound with the highest activity of vitamin E.
Alpha-Tocopherol phosphate
Alpha-Tocopherol phosphate Chemical Structure CAS No.: 38976-17-9
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
α-Tocopherol phosphate is a compound with the highest activity of vitamin E.
Alpha-Tocopherol phosphate (α-Tocopherol phosphate) (CAS#: 38976-17-9) is a phosphate ester derivative of α-tocopherol, the most active form of vitamin E. It has a molecular weight of 510.69 g/mol and a molecular formula of C29H51O5P. Alpha-Tocopherol phosphate is a compound demonstrating the highest vitamin E activity. It is a research compound used to study the biological activities of vitamin E, including its antioxidant properties and its role as a vascular endothelial growth factor (VEGF) inducer.
Biological Activity I Assay Protocols (From Reference)
Targets
Alpha-Tocopherol phosphate's biological activity is primarily attributed to its role as a potent antioxidant. As a derivative of vitamin E, it scavenges free radicals and protects cells from oxidative damage. It also acts as a vascular endothelial growth factor (VEGF) inducer. The phosphate group may enhance its water solubility and bioavailability compared to other forms of vitamin E. The compound's mechanism of action involves its ability to donate a hydrogen atom to free radicals, thereby neutralizing them and preventing lipid peroxidation.
ln Vitro
In vitro, Alpha-Tocopherol phosphate has been studied for its antioxidant and cell-protective effects. Its activity is typically measured using assays that assess its ability to scavenge free radicals, such as the DPPH or ABTS assays. It has been shown to protect cells from oxidative stress-induced damage. The compound's ability to induce VEGF expression has also been demonstrated in cell-based assays. However, specific in vitro data, such as IC50 or EC50 values, are not detailed in standard product descriptions.
ln Vivo
In vivo, Alpha-Tocopherol phosphate is used as a source of vitamin E in nutritional and biomedical research. Vitamin E is an essential nutrient with antioxidant properties that protect cells from oxidative damage. The compound's role as a VEGF inducer suggests potential applications in wound healing and angiogenesis. However, specific in vivo protocols and results are not detailed in standard product descriptions. Alpha-Tocopherol phosphate is a research compound used to study vitamin E biology.
Enzyme Assay
In vitro assays for Alpha-Tocopherol phosphate measure its antioxidant activity. The compound's ability to scavenge free radicals is assessed using assays such as DPPH (2,2-diphenyl-1-picrylhydrazyl) or ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)). The compound's ability to inhibit lipid peroxidation can be measured using assays such as the thiobarbituric acid reactive substances (TBARS) assay. These assays confirm the compound's antioxidant activity.
Cell Assay
In vitro cell-based assays for Alpha-Tocopherol phosphate are used to study its cytoprotective effects. Cells are treated with the compound and then exposed to oxidative stress inducers, such as hydrogen peroxide. Cell viability is assessed using assays such as MTT or LDH release. The compound's ability to protect cells from oxidative damage is measured. These assays confirm the compound's antioxidant and cytoprotective activity.
Animal Protocol
In vivo animal experiments for Alpha-Tocopherol phosphate are conducted in models of oxidative stress and vitamin E deficiency. In a typical study, animals are fed a vitamin E-deficient diet and then supplemented with Alpha-Tocopherol phosphate. The compound's ability to restore vitamin E levels and protect against oxidative damage is assessed. These studies provide evidence for the in vivo efficacy of Alpha-Tocopherol phosphate as a source of vitamin E.
ADME/Pharmacokinetics
Alpha-Tocopherol phosphate has a molecular weight of 510.69 g/mol and a molecular formula of C29H51O5P. It has a CAS number of 38976-17-9. It is a solid compound with a white to khaki appearance. For storage, it is recommended to keep the powder at -20°C. Detailed pharmacokinetic properties such as absorption, distribution, metabolism, and excretion (ADME) have been characterized. As a phosphate ester, it may have enhanced water solubility and bioavailability.
Toxicity/Toxicokinetics
Alpha-Tocopherol phosphate is generally recognized as safe (GRAS) as a source of vitamin E. It is a naturally occurring compound and is considered to have low toxicity. As with all chemicals, standard laboratory safety precautions should be followed when handling Alpha-Tocopherol phosphate. Its use is limited to research applications and it is not intended for human therapeutic use.
References

[1]. Alpha-tocopherol stereoisomers. Vitam Horm. 2007;76:281-308.

[2]. The alpha-tocopherol transfer protein. Vitam Horm. 2007;76:45-65.

[3]. α-Tocopherol, especially α-tocopherol phosphate, exerts antiapoptotic and angiogenic effects on rat bone marrow-derived endothelial progenitor cells under high-glucose and hypoxia conditions. J Vasc Surg. 2018;67(4):1263-1273.

Additional Infomation
Alpha-Tocopherol phosphate is a research compound and is not approved for any clinical or therapeutic use. It is a phosphate ester derivative of α-tocopherol, the most active form of vitamin E. It is a compound demonstrating the highest vitamin E activity. Alpha-Tocopherol phosphate is used to study the biological activities of vitamin E, including its antioxidant properties and its role as a vascular endothelial growth factor (VEGF) inducer. It is a valuable research tool for studying vitamin E biology and oxidative stress.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C29H51O5P
Molecular Weight
510.68604
Exact Mass
510.347
CAS #
38976-17-9
PubChem CID
94493
Appearance
White to khaki solid powder
Density
1.0±0.1 g/cm3
Boiling Point
615.3±65.0 °C at 760 mmHg
Flash Point
325.9±34.3 °C
Vapour Pressure
0.0±1.9 mmHg at 25°C
Index of Refraction
1.503
LogP
10.78
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
14
Heavy Atom Count
35
Complexity
664
Defined Atom Stereocenter Count
3
SMILES
CC1=C(C(=C(C2=C1O[C@](CC2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)OP(=O)(O)O)C
InChi Key
JUIUXBHZFNHITF-IEOSBIPESA-N
InChi Code
InChI=1S/C29H51O5P/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(34-35(30,31)32)23(5)24(6)28(26)33-29/h20-22H,9-19H2,1-8H3,(H2,30,31,32)/t21-,22-,29-/m1/s1
Chemical Name
[(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] dihydrogen phosphate
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 (~195.81 mM)
H2O : ~0.67 mg/mL (~1.31 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.90 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 (4.90 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 1.9581 mL 9.7907 mL 19.5814 mL
5 mM 0.3916 mL 1.9581 mL 3.9163 mL
10 mM 0.1958 mL 0.9791 mL 1.9581 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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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)
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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 Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT02393183 WITHDRAWN Drug: ASTED
Dietary Supplement: Selenium
Other: Placebo
Thyroid Eye Disease Iran University of Medical Sciences 2019-07-15 Phase 2
Phase 3
NCT05323435 COMPLETED Biological: Recombinant two-component
COVID-19 vaccine (CHO cell)
Biological: COVID-19 Vaccine (Vero Cell), Inactivated
COVID-19 Jiangsu Rec-Biotechnology Co., Ltd. 2022-05-30 Phase 2
NCT03542149 COMPLETEDWITH RESULTS Drug: 480 mg Piperaquine phosphate
Drug: 640 mg Piperaquine phosphate
Drug: 200 mg OZ 439
Malaria Medicines for Malaria Venture 2018-04-23 Phase 1
NCT05084989 COMPLETED Biological: Part1:Recombinant
two-component COVID-19 vaccine (CHO cell)
Biological: Part1: Placebo
Biological: Part2: Recombinant two-component
COVID-19 vaccine (CHO cell)
Biological: Part2: COVID-19 Vaccine, mRNA
COVID-19 Jiangsu Rec-Biotechnology Co., Ltd. 2022-01-31 Phase 2
NCT05586295 COMPLETED Other: Placebo
Other: EX plus
Exercise Performance
Fatigue
National Taiwan Sport University 2021-03-03 Not Applicable
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