D-α-Tocopherol succinate Chemical Properties

Melting point:

~76 °C(lit.)

Boiling point:

625.8±55.0 °C(Predicted)

Density 

1.002±0.06 g/cm3(Predicted)

vapor pressure 

0Pa at 20℃

storage temp. 

-20°C

solubility 

Practically insoluble in water, very soluble in methylene chloride, soluble in acetone and in anhydrous ethanol.

pka

4.35±0.17(Predicted)

color 

White or off-white

Odor

Little or no odor

λmax

286nm(EtOH)(lit.)

Merck 

14,9495

BRN 

4038233

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.

LogP

12 at 25℃

CAS DataBase Reference

4345-03-3(CAS DataBase Reference)

EPA Substance Registry System

D-.alpha.-Tocopheryl acid succinate (4345-03-3)

Safety Information

WGK Germany 

1

RTECS 

EJ9984000

F 

8-10-23

HS Code 

2936280000

Toxicity

LD50 oral in rat: > 7gm/kg

MSDS

• Language:English Provider:D-alpha-Tocopherol succinate
• Language:English Provider:SigmaAldrich

D-α-Tocopherol succinate Usage And Synthesis

Description

Tocopherol succinate (4345-03-3) is a potent antioxidant. Protects mice from gamma-radiation by induction of granulocyte-colony stimulating factor.1,2?Tocopherol succinate induces apoptosis in human gastric cancer cells3?and inhibits proliferation of mesothelioma cells by down-regulation of fibroblast growth factor receptor-14. Induces apoptosis in neuroblastoma cells.5

Chemical Properties

Off-White to Pale Yellow Solid

Uses

A potent antioxidant tocopherol

Uses

A potent novel antineoplastic agent with high selectivity and cooperativity with tumor necrosis factor-related apoptosis-inducing ligand (Apo2 ligand). It inhibits proliferation of mesothelioma cells by selective down-regulation of fibroblast growth factor receptors. Furthermore, it has been shown to enhance the anti-tumor effect of dendritic cell vaccines.

Uses

A potent novel antineoplastic agent with high selectivity and cooperativity with tumor necrosis factor-related apoptosis-inducing ligand (Apo2 ligand). It inhibits proliferation of mesothelioma cells by selective down-regulation of fibroblast growth factor receptors. Furthermore, it has been shown to enhance the anti-tumor effect of dendritic cell vaccines.

Definition

ChEBI: Tocopherol succinate is a tocol and a hemisuccinate.

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Vitamin E succinate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

Flash point data for Vitamin E succinate are not available; however, Vitamin E succinate is probably combustible.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Tocopherol exhibits antioxidant property by protecting the cells and membranes from oxidative stress. In plants, high levels of α-tocopherol leads to plant stress tolerance whereas low levels is associated with oxidative stress. In humans, tocopherol prevents cancer, premature aging, atherosclerosis, arthritis caused due to free radicals. Vitamin E succinate (VES) is an anti-tumor analog of vitamin E.

Safety Profile

When heated to decomposition it emits acrid smoke and irritating fumes.

References

1) Singh?et al. (2010),?Alpha-tocopherol succinate protects mice from gamma-radiation by induction of granulocyte-colony stimulating factor; Int. J. Radiation Biol.,?86?12 2) Singh?et al. (2009),?Tocopherol succinate: a promising radiation countermeasure; Immunopharmacol.,?9?1423 3) Wu?et al. (2004),?c-Jun N-terminal kinase is required for vitamin E succinate-induced apoptosis in human gastric cancer cells; J. Gastroenterol.,?10?1110 4) Stapelberg?et al. (2004),?alpha-Tocopheryl succinate inhibits proliferation of mesothelioma cells by selective down-regulation of fibroblast growth factor receptors; Biochem. Biophys. Res. Commun.,?318?636 5) Swettenham?et al. (2005),?Alpha-tocopheryl succinate selectively induces apoptosis in neuroblastoma cells: potential therapy of malignancies of the nervous system; J. Neurochem.,?94?1448

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