Alpha-tocopherol is the primary form of vitamin E that is preferentially used by the human body to meet appropriate dietary requirements. In particular, the
RRR-alpha-tocopherol (or sometimes called the
d-alpha-tocopherol stereoisomer) stereoisomer is considered the natural formation of
alpha-tocopherol and generally exhibits the greatest bioavailability out of all of the
alpha-tocopherol stereoisomers. Moreover,
RRR-alpha-tocopherol acetate is a relatively stabilized form of vitamin E that is most commonly used as a food additive when needed. Alpha-tocopherol acetate is subsequently most commonly indicated for dietary supplementation in individuals who may demonstrate a genuine deficiency in vitamin E. Vitamin E itself is naturally found in various foods, added to others, or used in commercially available products as a dietary supplement. The recommended dietary allowances (RDAs) for vitamin E
alpha-tocopherol are: males = 4 mg (6 IU) females = 4 mg (6 IU) in ages 0-6 months, males = 5 mg (7.5 IU) females = 5 mg (7.5 IU) in ages 7-12 months, males = 6 mg (9 IU) females = 6 mg (9 IU) in ages 1-3 years, males = 7 mg (10.4 IU) females = 7 mg (10.4 IU) in ages 4-8 years, males = 11 mg (16.4 IU) females = 11 mg (16.4 IU) in ages 9-13 years, males = 15 mg (22.4 IU) females = 15 mg (22.4 IU) pregnancy = 15 mg (22.4 IU) lactation = 19 mg (28.4 IU) in ages 14+ years. Most individuals obtain adequate vitamin E intake from their diets; genuine vitamin E deficiency is considered to be rare. Nevertheless, vitamin E is known to be a fat-soluble antioxidant that has the capability to neutralize endogenous free radicals. This biologic action of vitamin E consequently continues to generate ongoing interest and study in whether or not its antioxidant abilities may be used to help assist in preventing or treating a number of different conditions like cardiovascular disease, ocular conditions, diabetes, cancer and more. At the moment however, there exists a lack of formal data and evidence to support any such additional indications for vitamin E
| D-alpha-Tocopheryl acetate Basic information |
| Description References |
| Product Name: |
D-alpha-Tocopheryl acetate |
| Synonyms: |
D-alpha-Tocopheryl acetate,98%;D-alpha-Tocopheryl acetateVitamine E-acetate;(2R)-3,4-Dihydro-2,5,7,8-tetraMethyl-2-[(4R,8R)-4,8,12-triMethyltridecyl]-2H-1-benzopyran-6-ol 6-Acetate;(2R,4'R,8'R)-α-Tocopherol Acetate;(2R,4'R,8'R)-α-Tocopheryl Acetate;(R,R,R)-α-Tocopheryl Acetate;2,5,7,8-TetraMethyl-2-(4,8,12-triMethyltridecyl)- 6-chroManol Acetate;Copherol 12250 |
| CAS: |
58-95-7 |
| MF: |
C31H52O3 |
| MW: |
472.74 |
| EINECS: |
200-405-4 |
| Product Categories: |
Antioxidant;Biochemistry;Pharmaceutical Raw Materials;Organics;Vitamins;EPHYNAL;Inhibitors |
| Mol File: |
58-95-7.mol |
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| D-alpha-Tocopheryl acetate Chemical Properties |
| Melting point |
~25 °C(lit.) |
| alpha |
3 º (c=2, in ethanol 25 ºC) |
| Boiling point |
224 °C0.3 mm Hg(lit.) |
| density |
0.953 g/mL at 25 °C(lit.) |
| refractive index |
n20/D 1.496(lit.) |
| Fp |
>230 °F |
| storage temp. |
room temp |
| solubility |
Practically insoluble in water, freely soluble in acetone, in anhydrous ethanol and in fatty oils, soluble in ethanol (96 per cent). |
| form |
oil or semi-solid |
| color |
yellow |
| Odor |
cryst., odorless |
| Water Solubility |
<0.1 g/100 mL at 17 ºC |
| Merck |
14,9495 |
| Stability: |
Stable. Incompatible with strong oxidizing agents. |
| LogP |
12.260 (est) |
| CAS DataBase Reference |
58-95-7(CAS DataBase Reference) |
| NIST Chemistry Reference |
Vitamin e acetate(58-95-7) |
| EPA Substance Registry System |
D-.alpha.-Tocopheryl acetate (58-95-7) |
| Safety Statements |
24/25 |
| WGK Germany |
1 |
| RTECS |
GP8280000 |
| HS Code |
29362800 |
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| D-alpha-Tocopheryl acetate Usage And Synthesis |
| Description |
D-alpha-tocopheryl acetate is a natural form of vitamin E and it is stable in terms of shelf life. It is probably the best form for people actively trying to prevent heart disease. It is used in the dietary and clinical supplementations. |
| Chemical Properties |
off-white crystalline solid |
| Uses |
Used in prevention and treatment of vitamin E deficiencies. |
| Uses |
α-Tocopherol acetate is the most bioactive of the naturally occurring forms of Vitamin E. Richest sources are green vegetables, grains, and oils, particularly palm, safflower and sunflower oils. |
| Uses |
(+)-α-Tocopherol acetate has been used:
- as a component of growth medium for retinal cell lines
- as an external standard in high performance liquid chromatography (HPLC) to study its composition in leafy vegetables
- in the preparation of trans-resveratrol-encapsulated lipid nanocarriers (R-nano)
|
| Definition |
ChEBI: Alpha-Tocopherol acetate is a tocol. |
| General Description |
Odorless off-white crystals. Darkens at 401° F. |
| Air & Water Reactions |
D-alpha-Tocopheryl acetate may be sensitive to prolonged exposure to light and air. . Insoluble in water. |
| Reactivity Profile |
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 D-alpha-Tocopheryl acetate are not available. D-alpha-Tocopheryl acetate is probably combustible. |
| Biochem/physiol Actions |
α-Tocopherol acetate or vitamin E-acetate has antioxidant properties and reduces lipid peroxidation. However, vitamin E acetate on pyrolysis leads to the generation of carcinogens like alkenes and benzenes. |
| Contact allergens |
Tocopherol and tocopheryl acetate are used mainly as antioxidants. Tocopheryl acetate, an ester of tocopherol (vitamin E), can induce allergic contact dermatitis. |
| Safety Profile |
When heated to decomposition it emits acrid smoke and irritating fumes. |
| |
| D-alpha-Tocopheryl acetate Preparation Products And Raw materials |
| Raw materials |
Sodium acetate trihydrate-->Trimethylhydroquinone-->PHYTANTRIOL |
Tag:
D-alpha-Tocopheryl acetate(58-95-7) Related Product Information
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