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VITAMIN E ACETATE

Vitamin E Acetate is a form of vitamin E with D-Alpha Tocpheryl Acetate as the natural form and DL-Alpha Tocopheryl Acetate as the synthetic form. DL-indicates the synthetic form where as D- indicates the natural form.Vitamin E Acetate is the ester of acetic acid and α-tocopherol.

CAS Number: 7695-91-2
IUPAC name: (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl acetate
EC Number: 231-710-0
Molecule Formula: C31H52O3

Other names: 58-95-7, alpha-Tocopherol acetate, Vitamin E Acetate, Tocopherol acetate, Alfacol, D-alpha-tocopherol acetate, D-ALPHA-TOCOPHERYL ACETATE, Ecofrol, Contopheron, Tofaxin, Econ, Ephynal acetate, (+)-alpha-Tocopherol acetate, Tokoferol acetate, Evipherol, Tocopherex, Tocophrin, Erevit, Gevex, Tocopheryl acetate, alpha-Tocopheryl acetate, Combinal E, Epsilan-M, E-Toplex, E-Ferol, Endo E Dompe, Spondyvit, Copherol 1250, Covitol 1100, Covitol 1360, Vitamin Ealpha acetate, Vitamin E Acetate, d-, Nanotopes, Simmyungsaengmosu, NatAc, Tinoderm E, DL-alpha-Tocopheryl acetate, Fertilvit, Natur-E granulate, Lutavit E 50, Ephynal, Juvela, (+)-alpha-Tocopheryl acetate, CCRIS 4389, (R,R,R)-alpha-Tocopheryl acetate, EINECS 200-405-4, UNII-A7E6112E4N, 52225-20-4, D-alpha tocoferil acetate, (2R,4'R,8'R)-alpha-Tocopheryl acetate, A7E6112E4N, d-Alpha Tocopheryl Acetate, alpha-Tocopherol acetate, (2R,4'R,8'R)-, MFCD00072052, RRR-alpha-tocopheryl acetate, (+)-alfa-tocopherol acetate, alpha-tocopheryl acetate, D-, DTXSID1031096, CHEBI:32321, 9E8X80D2L0, alpha-Tocopherylis acetas, D-|A-Tocopherol acetate, MFCD00072042, T-3376, d-Vitamin E Acetate, DL-alpha-Tocopherylacetate, Tocopheryl Acetate, d-Alpha, NCGC00166253-02, 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-cromanyl acetate, (+)-, 6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (+)-, 6-Cromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (+)-, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, DTXCID601356, alpha-Tocopherol acetate, all rac, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (2R-(2*(4R*,8R*))), 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, [2R-[2R*(4R*,8R*)]]-, 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl acetate, (2R-(2*(4R*,8R*))), DTXSID3021356, DL-alpha-Tocopherylacetate (Vitamin E Acetate), D-.alpha.-Tocopherol acetate, ALPHA-TOCOPHEROL ACETATE, D-, ALPHA-TOCOPHEROL ACETATE. D-, Vectan (TN), NSC 755840, NSC-755840, [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, acetate, (2R)-, DL--Tocopherol acetate, J24.807J, SMR000857327, CAS-52225-20-4, O-Acetyl-alpha-tocopherol, .alpha.-Tocopheryl acetate, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, 6-acetate, (2R)-, D-.alpha.-Tocopheryl acetate, (+)-.alpha.-Tocopherol acetate, (+)-.alpha.-Tocopheryl acetate, DTXCID60196594, a-tocopherol acetate.

The U.S. Centers for Disease Control and Prevention says that Vitamin E Acetate is a very strong culprit of concern in the 2019 outbreak of vaping-associated pulmonary injury (VAPI), but there is not yet sufficient evidence to rule out contributions from other chemicals.

Use in cosmetics
Vitamin E Acetate is often used in dermatological products such as skin creams. It is not oxidized and can penetrate through the skin to the living cells, where about 5% is converted to free tocopherol. Claims are made for beneficial antioxidant effects.

Vitamin E Acetate is used as an alternative to tocopherol itself because the phenolic hydroxyl group is blocked, providing a less acidic product with a longer shelf life. It is believed that the acetate is slowly hydrolyzed after it is absorbed into the skin, regenerating tocopherol and providing protection against the sun's ultraviolet rays.
Tocopheryl acetate was first synthesized in 1963 by workers at Hoffmann-La Roche.

Although there is widespread use of tocopheryl acetate as a topical medication, with claims for improved wound healing and reduced scar tissue, reviews have repeatedly concluded that there is insufficient evidence to support these claims.
There are reports of vitamin E-induced allergic contact dermatitis from use of vitamin E derivatives such as tocopheryl linoleate and tocopherol acetate in skin care products. Incidence is low despite widespread use.

Chemistry
At room temperature, Vitamin E Acetate is a fat-soluble liquid.
Vitamin E Acetate has 3 chiral centers and thus 8 stereoisomers.
Vitamin E Acetate is made by esterifying α-tocopherol with acetic acid. 2R,4R,8R-isomer, also known as RRR-Vitamin E Acetate, is the most common isomer used for various purposes. This is because α-tocopherol occurs in nature primarily as RRR-α-tocopherol.

Vitamin E Acetate does not boil at atmospheric pressure and begins to degrade at 240 °C.
Vitamin E Acetate can be vacuum distilled: it boils at 184 °C at 0.01 mmHg, at 194 °C (0.025 mmHg) and at 224 °C (0.3 mmHg). In practice, it is not degraded notably by air, visible light or UV-radiation.
Vitamin E Acetate has a refractive index of 1.4950–1.4972 at 20 °C.

Vitamin E Acetate is hydrolyzed to α-tocopherol and acetic acid under suitable conditions or when ingested by people.

Vitamin E Acetate is the primary form of vitamin E that is preferentially used by the human body to meet appropriate dietary requirements.
In particular, the RRR-Vitamin E Acetate (or sometimes called the d-Vitamin E Acetate stereoisomer) stereoisomer is considered the natural formation of Vitamin E Acetate and generally exhibits the greatest bioavailability out of all of the Vitamin E Acetate stereoisomers.

Moreover, RRR-Vitamin E Acetate acetate is a relatively stabilized form of vitamin E that is most commonly used as a food additive when needed. Vitamin E Acetate 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 Vitamin E Acetate 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 use.

Vitamin E Acetate is the acetate ester of a fat-soluble vitamin with potent antioxidant properties. Considered essential for the stabilization of biological membranes (especially those with high amounts of polyunsaturated fatty acid), vitamin E is a generic name for a group of compounds known as tocopherols and tocotrienols (tocols).

Vitamin E Acetate is a potent peroxyl radical scavenger and inhibits noncompetitively cyclooxygenase activity in many tissues, resulting in a decrease in prostaglandin production. Vitamin E also inhibits angiogenesis and tumor dormancy through suppressing vascular endothelial growth factor (VEGF) gene transcription. 

A natural tocopherol and one of the most potent antioxidant tocopherols.
Vitamin E Acetate exhibits antioxidant activity by virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus.
Vitamin E Acetate has four methyl groups on the 6-chromanol nucleus.
The natural d form of Vitamin E Acetate is more active than its synthetic dl-Vitamin E Acetate racemic mixture.

Molar mass: 472.743 g/mol
Appearance: pale yellow, viscous liquid
Melting point: –27.5 °C
Boiling point: 240 °C decays without boiling

Solubility in water: insoluble
Solubility: soluble in acetone, chloroform, diethyl ether; poorly soluble in ethanol[1]
XLogP3-AA: 10.8
Hydrogen Bond Acceptor Count: 3

Rotatable Bond Count: 14
Exact Mass: 472.39164552 g/mol
Monoisotopic Mass: 472.39164552 g/mol
Topological Polar Surface Area: 35.5Ų

Heavy Atom Count: 34
Complexity: 602
Defined Atom Stereocenter Count: 3
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Vitamin E Acetate, is a synthetic form of vitamin E. 
Vitamin E Acetate is the ester of acetic acid and α-tocopherol.
The U.S. Centers for Disease Control and Prevention says that Vitamin E Acetate is a very strong culprit of concern in the 2019 outbreak of vaping-associated pulmonary injury (VAPI), but there is not yet sufficient evidence to rule out contributions from other chemicals.

Vaporization of Vitamin E Acetate produces toxic pyrolysis products.
Vitamin E Acetate is a stable ester form of vitamin E, widely used in the formulation of cosmetics for the prevention or correction of skin damage.
Vitamin E Acetate is a chemical compound that consists of acetic acid and tocopherol (vitamin E)
Vitamin E Acetate is one of many types of vitamin E. 
Like other forms of Vitamin E Acetate, it offers significant antioxidant benefits for skin. 
Vitamin E Acetate includes defending skin from pollution and other environmental stressors that lead to signs of aging.

While naturally derived whole Vitamin E Acetate ends to have more benefits for skin, synthetic forms can still play a vital role in skin health.
As with other forms of Vitamin E Acetate—which may also be listed as tocopheryl acetate—also helps keep delicate ingredients in cosmetics stable for longer. 
Vitamin E Acetate is often paired with pure vitamin C (ascorbic acid) for this purpose.

The independent Cosmetic Ingredient Review panel has ruled all forms of Vitamin E Acetate safe as used in cosmetics. 
Typical usage range hovers between 0.1–0.5%, although amounts up to 10% may be used depending on formulary needs and desired benefits.
Vitamin E Acetate is the primary form of vitamin E that is preferentially used by the human body to meet appropriate dietary requirements. 
In particular, the RRR-Vitamin E Acetate (or sometimes called the d-Vitamin E Acetate stereoisomer) stereoisomer is considered the natural formation of Vitamin E Acetate and generally exhibits the greatest bioavailability out of all of the Vitamin E Acetate stereoisomers. 
Moreover, Vitamin E Acetate is a relatively stabilized form of vitamin E that is most commonly used as a food additive when needed 2.

Vitamin E Acetate is subsequently most commonly indicated for dietary supplementation in individuals who may demonstrate a genuine deficiency in vitamin E. 
Vitamin E Acetate itself is naturally found in various foods, added to others, or used in commercially available products as a dietary supplement.
Nevertheless, Vitamin E Acetate is known to be a fat-soluble antioxidant that has the capability to neutralize endogenous free radicals. 
This biologic action of Vitamin E Acetate 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 Acetate use.

Vitamin E Acetate is a fat-soluble vitamin from a class of organic compounds, many of which are known to have vitamin E activity.  
Vitamin E Acetate is an antioxidant - naturally occurring chemicals that help prevent cell damage by fighting off highly reactive free radicals.   
Antioxidants can be found a variety of places in nature: fruits, vegetables, marine plants, even some seafood. 
In the diet of many Americans, the most significant sources of Vitamin E Acetate is their breakfast cereal and tomato sauce.

Tocopheryl Acetate is a form of Vitamin E. 
Vitamin E Acetate is also known as tocopheryl acetate, tocopherol acetate, or Vitamin E Acetate. 
Vitamin E Acetate is especially applauded because it is a soluble antioxidant. 
Antioxidants protect the body from free radicals. 
While the term free radicals sounds better suited to an 80s hair metal band, they are actually damaging compounds that are formed from ultraviolet (UV) light, cigarette smoke, and air pollution (smog, we're looking at you). 
When found in nature, Vitamin E Acetate is found in the form of tocopheryl or tocotrienol.
Alpha tocopheryl acetate is one of the more stable forms of Vitamin E, making Vitamin E Acetate perfect for use in supplements and body products due to its prolonged shelf life. 
This lipid is created naturally from vegetable oils (usually soybean oil) for a minimally-processed supplementation. 

Vitamin E Acetate is an oil, the ester of which is usually used in makeup and skincare formulas. 
Vitamin E Acetate is combined with acetic acid, which is actually the main ingredient in vinegar. 
Together, they make Vitamin E Acetate, which is favored for use in products over regular vitamin E because it’s more stable and doesn’t go bad as quickly.
Vitamin E Acetate consists of tocopheryl (which is the vitamin E part) and acetic acid. 
Vitamin E Acetate’s actually the ester of acetic acid and tocopherol, a pure form of vitamin E.

Uses    
Vitamin E Acetate is an anti-oxidant with skinmoisturizing activity. 
Given its free-radical scavenging properties, Vitamin E Acetate is useful in uV protective products. 
Vitamin E Acetate is commonly used to replace vitamin e because it is more stable and is converted to vitamin e by the body.

Vitamin E Acetate occurs naturally in most vegetable oils. 
The highest concentrations are found in com, soybean oils, sunflower seed, wheat germ, rapeseed, alfalfa, and lettuce. 
Vitamin E Acetate is claimed to have age-retardant properties. 
May produce erythemamultiforme-like eruptions.

Vitamin E Acetate is used in a number of cosmetic products; creams are used for scars, striae, and bums; in pharmaeeutical ereams and deodorants; as an antioxidant in foods.
Vitamin E Acetate for peak identification may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography.

Vitamin E Acetate is a form of vitamin E, an antioxidant, which helps fight free radical damage and promote skin healing to diminish signs of aging. 
Vitamin E Acetate also provides moisture and strengthens skin’s protective barrier to prevent moisture loss. 
This form of Vitamin E Acetate is often used in cosmetics because it lasts longer and keeps oils and ingredients from going rancid.

Use in Cosmetics
Vitamin E Acetate is often used in dermatological products such as skin creams. 
Vitamin E Acetate is not oxidized and can penetrate through the skin to the living cells, where about 5% is converted to free tocopherol. 

Claims are made for beneficial antioxidant effects.
Vitamin E Acetate is used as an alternative to tocopherol itself because the phenolic hydroxyl group is blocked, providing a less acidic product with a longer shelf life. 

Vitamin E Acetate is believed that the acetate is slowly hydrolyzed after it is absorbed into the skin, regenerating tocopherol and providing protection against the sun's ultraviolet rays.
Vitamin E Acetate was first synthesized in 1963 by workers at Hoffmann-La Roche.

Although there is widespread use of Vitamin E Acetate as a topical medication, with claims for improved wound healing and reduced scar tissue, reviews have repeatedly concluded that there is insufficient evidence to support these claims.

There are reports of vitamin E-induced allergic contact dermatitis from use of Vitamin E Acetatederivatives such as tocopheryl linoleate and tocopherol acetate in skin care products. 
Incidence is low despite widespread use.

Chemistry
At room temperature, Vitamin E Acetate is a fat-soluble liquid. 
Vitamin E Acetate has 3 chiral centers and thus 8 stereoisomers. 
Vitamin E Acetate is made by esterifying α-tocopherol with acetic acid. 
2R,4R,8R-isomer, also known as RRR-Vitamin E Acetate, is the most common isomer used for various purposes. 
Vitamin E Acetate is because α-tocopherol occurs in nature primarily as RRR-α-tocopherol.

Vitamin E Acetate does not boil at atmospheric pressure and begins to degrade at 240 °C.
Vitamin E Acetate can be vacuum distilled: it boils at 184 °C at 0.01 mmHg, at 194 °C (0.025 mmHg) and at 224 °C (0.3 mmHg).
In practice, Vitamin E Acetate is not degraded notably by air, visible light or UV-radiation. 
Vitamin E Acetate has a refractive index of 1.4950–1.4972 at 20 °C.
Vitamin E Acetate is hydrolyzed to α-tocopherol and acetic acid under suitable conditions or when ingested by people.

Benefits of Vitamin E Acetate
UV Protection: Yep, Vitamin E Acetate fat-soluble vitamin can provide protection from UV skin damage. 
A particularly impressive study found that using Vitamin E Acetate in conjunction with Vitamin C (scientifically referred to as ascorbic acid in this case) can decrease sunburned cells and even skin pigmentation. 

Eye Health: Lean on Vitamin E Acetate to delay the progression of age-related macular degeneration (AMD). 
A 2013 study boasting over 4,000 participants found impressive results from utilizing high doses of Vitamin E Acetate, alongside vitamin C, beta-carotene, and zinc.

Protection from Free Radicals: Vitamin E Acetate is the arena with the most consistent research providing resounding support for tocopheryl acetate's health benefits. 
Those who live in heavily polluted cities can especially benefit from free radical protection. 
Be sure to scan your supplement's label to find tocopheryl acetate!

Contact allergens    
Vitamin E Acetate are used mainly as antioxidants.
Vitamin E Acetate, can induce allergic contact dermatitis.

Biochem/physiol Actions    
Vitamin E Acetate are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. 
Vitamin E Acetate is the form of tocopherol preferentially absorbed by Homosapiens. 
Vitamin E Acetate can inhibit oxidation of linoleate.

Purification Methods    
Vitamin E Acetate is a viscous liquid which is purified by distillation under high vacuum under N2 or Ar and stored in sealed ampoules in the dark. 
Vitamin E Acetate is considerably more stable to light and air than the parent unacetylated vitamin. 
Vitamin E Acetate is insoluble in H2O but freely soluble in organic solvents. 
All eight stereoisomers have been synthesised. 

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