PRODUCTS

TOCOPHERYL ACETATE

Synonyms: Acétate de la vitamine E (+); ATA; AT; Acétate de vitamine E; ALPHA-TOCOPHEROL ACETATE (+); D-.ALPHA.-TOCOPHERYL ACETATEalpha-Tocopherol acetate; tocopherol acetate; α-tocopheryl acetate;AT; ATA; Vitamin E acetate; alpha-Tocopherol acetate; Tocopherol acetate; 58-95-7; D-alpha-tocopherol acetate; Alfacol

Tocopheryl Acetate is a specific form of vitamin E that’s often found in skin care products and dietary supplements. This makes it ideal for use in supplements and fortified foods because it has a longer shelf life.

Synonyms:

Acétate de la vitamine E (+); ATA; AT; Acétate de vitamine E; ALPHA-TOCOPHEROL ACETATE (+); D-.ALPHA.-TOCOPHERYL ACETATEalpha-Tocopherol acetate; tocopherol acetate; α-tocopheryl acetate;AT; ATA; Vitamin E acetate; alpha-Tocopherol acetate; Tocopherol acetate; 58-95-7; D-alpha-tocopherol acetate; Alfacol; Ecofrol; D-ALPHA-TOCOPHERYL ACETATE; Contopheron; Tofaxin; VITAMIN E; alpha-Tocopherol; D-alpha-Tocopherol; 59-02-9; 5,7,8; Trimethyltocol; (+)-alpha-Tocopherol; alpha-Vitamin E; Aquasol E; (R,R,R)-alpha-Tocopherol; TOCOPHEROL; Eprolin; a-Tocopherol; (2R,4'R,8'R)-alpha-Tocopherol; dl-a-Tocopherol; Tocopherol alpha; 2074-53-5; Phytogermine
(2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL; Tocopheryl Acetate; Vitamin Ea; Mixed tocopherols; D-Tocopheryl Acetate; Syntopherol; Denamone; Viteolin; Esorb; Tocopherol (R,S); UNII-N9PR3490H9; CHEBI:18145; 2,5,7,8-Tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol; Evitaminum; Profecundin; Waynecomycin; Almefrol; Emipherol; Ephanyl; Epsilan; Etamican; Tokopharm; Vascuals; Viprimol; Vitayonon; Etavit; Ilitia; E Prolin; Spavit E; ido-E; Endo E; N9PR3490H9; Vita E; EINECS 215-798-8; Lan-E; Med-E; Antisterility vitamin; alpha-Tocopherol acid; Tenox GT 1 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-; Rhenogran; Ronotec 50; Vi-E; Covitol F 1000; E307; E 307 (tocopherol);VITAMIN E; E Vitamini; Vitamin e; vitamin; E; VİTAMİNE E; Econ; Ephynal acetate; Tokoferol acetate; (+)-alpha-Tocopherol acetate; Tocopherex; Evipherol; Fertilvit; Tocophrin; Erevit; Gevex; Juvela; Combinal E; Tocopheryl Acetate; Tocopheryl Acetate; alpha-Tocopherol acetat; alfa tokoferol asetat
; TOCOPHERYL ACETATE, (+)-α-Tocopherol acetate (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl acetate [ACD/IUPAC Name] (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl-acetat [German] [ACD/IUPAC Name] [2R*(4R*,8R*)]-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol Acetate 200-405-4 [EINECS] 231-710-0 [EINECS] 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, acetate, (2R)- [ACD/Index Name] 58-95-7 [RN] 7695-91-2 [RN] A7E6112E4N Acétate de (2R)-2,5,7,8-tétraméthyl-2-[(4R,8R)-4,8,12-triméthyltridécyl]-3,4-dihydro-2H-chromén-6-yle [French] [ACD/IUPAC Name] all-rac-α-tocopheryl acetate a-Tocopherol Acetate a-Tocopheryl Acetate D-?-tocopherol acetate Eprolin [Trade name] E-Vimin Evion GA8747000 GP8280000 MFCD00072042 [MDL number] MFCD00072052 O-Acetyl-α-tocopherol TOCOPHEROL ACETATE [JP15] Tocopheryl acetate [Wiki] Tocopheryl Acetate, a Vitamin E acetate Vitamin- E acetate α Tocopheryl Acetate α-Tocopherol acetate α-Tocopherylis acetas α-Tocopherol acetate ()-α-Tocopherol acetate (?)-?-Tocopheryl acetate (+)-?-Tocopherol acetate (+)-α-tocopherol acetate (2R-(2R*(4R*,8R*)))-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol acetate (2R*(4R*,8R*))-(1)-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] acetate [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] ethanoate [(2S)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] acetate [(2S)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] ethanoate [2R*(4R*,8R*)]-()-3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate [58-95-7] [7695-91-2] 133-80-2 [RN] 1407-18-7 [RN] 18920-61-1 [RN] 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-yl acetate [ACD/IUPAC Name] 200-412-2 [EINECS] 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, acetate, (2R)- 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, acetate, (2R)-rel- 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, [2R-[2R*(4R*,8R*)]]- 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate,(2R*(4R*,8R*))-(±)- 2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-,6-acetate, (2R)-rel- 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-b- enzopyran-6-ol, acetate 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate 5-17-04-00169 [Beilstein] 5-17-04-00169 (Beilstein Handbook Reference) [Beilstein] 54-22-8 [RN] 6-acetoxy-2,5,7,8-tetramethyl-2-(4',8',12'-trimethyltridecyl)-chromane 6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate Acetic acid (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman-6-yl ester acetic acid [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-6-chromanyl] ester acetic acid [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] ester acetic acid [(2S)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-6-chromanyl] ester acetic acid [(2S)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] ester Acetic acid 2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-tridecyl)-chroman-6-yl ester Alfacol all-rac-2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-yl acetate all-rac-Î±-Tocopheryl acetate Contopheron d-??Tocopheryl Acetate d-a-tocopheryl acetate DL-??-Tocopherol Acetate DL-?-Tocopherol Acetate DL-ï¿½ï¿½-Tocopherol Acetate DL-Î±-Tocopherol acetate DL-Î±-Tocopheryl acetate DL-��-Tocopherol Acetate DL-α-Tocopherol acetate, 50% powder form DL-α-Tocopherol acetate, EP/USP/FCC grade DL-α-Tocopherylacetate (Vitamin E acetate) D-α tocoferil acetate d-α Tocopheryl Acetate d-α-tocopherol acetate D-α-Tocopherol Acetate D-α-TOCOPHEROLACETATE D-α-Tocopheryl acetate d-α-tocopheryl acetate, 97% Ecofrol ECON E-ferol EINECS 231-710-0 EINECS 257-757-7 Endo E dompe Ephynal Epsilan-M E-Toplex Evipherol Fertilvit Gevex Î±-Tocopherol Acetate Î±-Tocopherylis acetas Juvela [Trade name] NCGC00166253-01 O-Acetyl-Î±-tocopherol Rovimix E 50SD RRR-α-tocopheryl acetate Syntopherol acetate Tocopherex Tocopherol acetate (JP15) Tocopherolacetate, α- Tocophrin TOFAXIN UNII:A7E6112E4N UNII-A7E6112E4N UNII-WR1WPI7EW8 Vectan Vectan (TN) vitamin e acetate 96% Vitamin E Acetate Oil - Synthetic Vitamin E acetate, d- vitamin e acetate α-tocopherol acetate α-Tocopherol acetate, all rac α-TOCOPHEROL ACETATE, D- α-TOCOPHEROL ACETATE, DL- α-Tocopheryl acetate α-Tocopheryl acetate α-tocopheryl acetate; tokoferil asetat; Tocopheryl Acetate

Tocopheryl Acetate

What’s tocopheryl acetate?

Alpha-tocopheryl acetate (ATA) is a specific form of vitamin E that’s often found in skin care products and dietary supplements. It’s also known as tocopheryl acetate, tocopherol acetate, or vitamin E acetate.

Tocopheryl Acetate is known for its antioxidant properties. Antioxidants help to protect your body from damaging compounds called free radicals. Normally, free radicals form when your body converts food into energy. However, free radicals can also come from UV light, cigarette smoke, and air pollution.

In nature, Tocopheryl Acetate comes in the form of tocopheryl or tocotrienol. Both tocopheryl and tocotrienol have four forms, known as alpha, beta, gamma, and delta. Alpha-tocopheryl (AT) is the most active form of Tocopheryl Acetate in humans.

Tocopheryl Acetate is more stable than AT, meaning it can better withstand environmental stresses such as heat, air, and light. This makes it ideal for use in supplements and fortified foods because it has a longer shelf life.

Where can I find tocopheryl acetate?
Cosmetics and supplements
You’ll find Tocopheryl Acetate in a variety of skin care products. The antioxidant properties of Tocopheryl Acetate can help to prevent damage to skin caused by free radicals from UV exposure. Tocopheryl Acetate may also have an anti-inflammatory effect on the skin.

Due to its higher stability, Tocopheryl Acetate is also used in Tocopheryl Acetate dietary supplements. When taken orally, Tocopheryl Acetate is converted to AT within the intestine. Tocopheryl Acetate is in most multi-vitamins, so be sure to check how much is in your multi-vitamin if you take one, before adding a supplement.

Foods
In addition to dietary supplements and cosmetic products, you can find Tocopheryl Acetate in the following foods:

green leafy vegetables, such as broccoli and spinach
oils, such as sunflower oil, wheat germ oil, and corn oil
sunflower seeds
nuts, such as almonds and peanuts
whole grains
fruits, such as kiwi and mango
Tocopheryl Acetate is also added to fortified foods, such as cereals, fruit juices, and many spreads. You can check food labels to see if Tocopheryl Acetate has been added. If you want to increase your Tocopheryl Acetate intake, you should start by first increasing your intake of these foods.

Potential benefits
Using AT on the skin, especially with vitamin C, helps to prevent UV damage to the skin. In a review of studies, the Linus Pauling Institute at Oregon State University found that using AT with vitamin C on the skin decreased sunburned cells, DNA damage, and skin pigmentation following UV exposure. However, AT is less stable in the environment than ATA, which makes it harder to store.

While Tocopheryl Acetate is less sensitive to heat and light than AT is, there’s less conversion of Tocopheryl Acetate to the active AT form within the skin. This is because the cells in the upper layer of your skin are much less metabolically active. As a result, using cosmetic products containing Tocopheryl Acetate on your skin may not be very effective.

Using several commercial skin care products, researchers looked at the conversion of Tocopheryl Acetate to the active AT form in the skin of live rats. They found that, while there was Tocopheryl Acetate in the upper levels of the skin after using the product, there was no active AT.

While there are many studies on the potential benefits of AT, studies on the benefits of Tocopheryl Acetate are limited. The results of these studies on Tocopheryl Acetate are mixed. Tocopheryl Acetate usually needs to be used with other vitamins and minerals to have a beneficial effect.

A 2013 study of over 4,000 participants with age-related macular degeneration (AMD) from the Age-Related Eye Disease Study found that their combination of high dose antioxidants C, E, and beta-carotene, along with zinc, worked to delay progression to advanced AMD.

In another review of studies, the Linus Pauling Institute found that consuming Tocopheryl Acetate along with other antioxidant supplements had no effect on either the development or prevention of cataracts.

Regarding the benefits of Tocopheryl Acetate supplements overall, study results have been mixed on whether they’re beneficial for the following conditions:

coronary heart disease
cancer
cognitive decline, such as Alzheimer’s disease
Tocopheryl Acetate is a tocol.

Potential risks
Most people don’t experience side effects when taking the recommended daily dose of Tocopheryl Acetate , which is 15 milligrams (mg).

Too much Tocopheryl Acetate can cause problems. The tolerable upper limit dose of Tocopheryl Acetate for adults is 1,000 mg. High doses above 1,000 mg have been associated with the following side effects:

dizziness
fatigue
headaches
weakness
blurred vision
abdominal pain
diarrhea
nausea
If you take high doses of Tocopheryl Acetate supplements for over a year, your risk of bleeding may increase. Speak to your doctor before taking Tocopheryl Acetate supplements if you take anticoagulant medication.

It’s unlikely that you’ll get too much Tocopheryl Acetate from foods, but it can happen if you’re also taking supplements. A 2011 studyTrusted Source published in the Journal of the American Medical Association also showed that men taking high doses of Tocopheryl Acetate supplements had a higher risk of developing prostate cancer.

It’s important to remember that the FDA doesn’t monitor supplements for purity or quality, so choosing a reputable brand is essential. Using skin care products containing Tocopheryl Acetate can also lead to an allergic reaction, skin reddening, or rash.

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The bottom line
Tocopheryl Acetate is a form of Tocopheryl Acetate that’s often included in cosmetic products and dietary supplements due to its higher stability compared to AT. When taken orally, Tocopheryl Acetate is converted into active AT within the body. The effectiveness of Tocopheryl Acetate in cosmetic products seems to be limited because Tocopheryl Acetate isn’t effectively broken down to AT in the upper layers of skin. Additionally, research on the benefits of Tocopheryl Acetate supplements is limited and the results are mixed at best.

If you’re looking to get more Tocopheryl Acetate , try adding foods such as leafy green vegetables, nuts, and wheat germ oil to your diet. Speak with your doctor before adding any supplements.
Tocopheryl Acetate is the primary form of Tocopheryl Acetate that is preferentially used by the human body to meet appropriate dietary requirements. In particular, the RRR-Tocopheryl Acetate (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. Tocopheryl Acetate is subsequently most commonly indicated for dietary supplementation in individuals who may demonstrate a genuine deficiency in vitamin E. Tocopheryl Acetate 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 Tocopheryl Acetate 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 dTocopheryl Acetate and evidence to support any such additional indications for vitamin E use.

D-alpha tocopheryl acetate appears as odorless off-white crystals. Darkens at 401° F.

Molecular Weight of Tocopheryl Acetate:   472.7 g/mol   Computed by PubChem 2.1 (PubChem release 2019.06.18)
XLogP3-AA of Tocopheryl Acetate:   10.8   Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Hydrogen Bond Donor Count of Tocopheryl Acetate:   0   Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Hydrogen Bond Acceptor Count of Tocopheryl Acetate:   3   Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Rotatable Bond Count of Tocopheryl Acetate:   14   Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Exact Mass of Tocopheryl Acetate:   472.391646 g/mol   Computed by PubChem 2.1 (PubChem release 2019.06.18)
Monoisotopic Mass of Tocopheryl Acetate:   472.391646 g/mol   Computed by PubChem 2.1 (PubChem release 2019.06.18)
Topological Polar Surface Area of Tocopheryl Acetate:   35.5 Å²   Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Heavy Atom Count of Tocopheryl Acetate:   34   Computed by PubChem
Formal Charge of Tocopheryl Acetate:   0   Computed by PubChem
Complexity of Tocopheryl Acetate:   602   Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Isotope Atom Count of Tocopheryl Acetate:   0   Computed by PubChem
Defined Atom Stereocenter Count   of Tocopheryl Acetate:3   Computed by PubChem
Undefined Atom Stereocenter Count of Tocopheryl Acetate:   0   Computed by PubChem
Defined Bond Stereocenter Count of Tocopheryl Acetate:   0   Computed by PubChem
Undefined Bond Stereocenter Count of Tocopheryl Acetate:   0   Computed by PubChem
Covalently-Bonded Unit Count of Tocopheryl Acetate:   1   Computed by PubChem
Compound of Tocopheryl Acetate Is Canonicalized   Yes

Properties
Related Categories   Aloe Vera, Biochemicals and Reagents, Cell Biology, Linum usitatissimum (Flax), Lipids,
Nutrition Research, Phytochemicals by Plant (Food/Spice/Herb), Prenols, Vitamin E, Vitamins
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Quality Level     200
biological source     synthetic (organic)
assay     ≥96% (HPLC)
form     viscous liquid
application(s)     HPLC: suitable
color     colorless to dark yellow
density     0.96 g/mL at 20 °C (lit.)
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Description
General description
α-Tocopherol is a predominant form of vitamin E in human and animal tissues[1] and also in leaf chloroplasts.[3] It is the major form in supplements.[1] DL-α-Tocopherol acetate is considered as the only storage form of vitamin E.[2]

Application
Tocopheryl Acetate has been used to study it effect on blood pressure and lipidic profile in streptozotocin-induced diabetes mellitus rats.[4] It has also been used as a standard in α-tocopherol analysis using plasma sample[5][6] and mature fresh tobacco leaves.[7]

Packaging
5, 25, 100 g in glass bottle

Biochem/physiol Actions
Tocopherols (TCP) (vitamin E) are a series (α, β, γ and δ) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens. Tocopherol acetate has properties similar but not identical to α-tocopherol.

Tocopheryl acetate

RRR-Tocopheryl Acetate
RRR-Tocopheryl Acetate
RRR-Tocopheryl Acetate
Names
IUPAC name
[(2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] acetate
Other names
α-Tocopherol acetate
Vitamin E acetate
Identifiers
CAS Number
58-95-7 RRR-α-isomer check
3D model (JSmol)
Interactive image
ChEMBL
ChEMBL1047 check
ChemSpider
77987 check
ECHA InfoCard   100.000.369
PubChem CID
86472
UNII
A7E6112E4N check
CompTox Dashboard (EPA)
DTXSID1031096
InChI[show]
SMILES[show]
Properties
Chemical formula   C31H52O3
Molar mass   472.743 g/mol
Appearance   pale yellow, viscous liquid[1]
Melting point   –27.5 °C [1]
Boiling point   240 °C decays without boiling[2]
Solubility in water   insoluble[1]
Solubility   soluble in acetone, chloroform, diethyl ether; poorly soluble in ethanol[1]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
110
Except where otherwise noted, dTocopheryl Acetate are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
check verify (what is check☒ ?)
Infobox references
Tocopheryl Acetate, also known as vitamin E acetate, is a synthetic form of vitamin E. It is the ester of acetic acid and α-tocopherol.[2] 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),[3] but there is not yet sufficient evidence to rule out contributions from other chemicals.[4][5]

Use in cosmetics
Tocopheryl 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.[6] Tocopheryl 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.[7] Tocopheryl acetate was first synthesized in 1963 by workers at Hoffmann-La Roche.[8]

Although there is widespread use of tocopheryl acetate as a topical medication, with claims for improved wound healing and reduced scar tissue,[9] reviews have repeatedly concluded that there is insufficient evidence to support these claims.[10][11] 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.[12]

Misuse
Ingredient in vape liquids
See also: 2019–20 vaping lung illness outbreak, Vaping-associated pulmonary injury, and Lacing (drugs) § Cannabis
On September 5, 2019, the United States Food and Drug Administration (US FDA) announced that 10 out of 18, or 56% of the samples of vape liquids sent in by states, linked to recent vaping related lung disease outbreak in the United States, tested positive for vitamin E acetate[13] which had been used as a thickening agent by illicit THC vape cartridge manufacturers.[14] On November 8, 2019, the Centers for Disease Control and Prevention (CDC) identified vitamin E acetate as a very strong culprit of concern in the vaping-related illnesses, but has not ruled out other chemicals or toxicants as possible causes.[3] The CDC's findings were based on fluid samples from the lungs of 29 patients with vaping-associated pulmonary injury, which provided direct evidence of vitamin E acetate at the primary site of injury in all the 29 lung fluid samples tested.[3] Research suggests when vitamin E acetate is inhaled, it may interfere with normal lung functioning.[5] A 2020 study found that vaporizing vitamin E acetate produced carcinogenic alkenes and benzene, but also exceptionally toxic ketene gas, which may be a contributing factor to the pulmonary injuries.[15]

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

α-Tocopherol acetate does not boil at atmospheric pressure and begins to degrade at 240 °C.[2] It 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. It has a refractive index of 1.4950–1.4972 at 20 °C.[1]

α-Tocopherol acetate is hydrolyzed to α-tocopherol and acetic acid under suitable conditions or when ingested by people.

What’s tocopheryl acetate?

Vitamin E is known for its antioxidant properties. Antioxidants help to protect your body from damaging compounds called free radicals. Normally, free radicals form when your body converts food into energy. However, free radicals can also come from UV light, cigarette smoke, and air pollution.

In nature, vitamin E comes in the form of tocopheryl or tocotrienol. Both tocopheryl and tocotrienol have four forms, known as alpha, beta, gamma, and delta. Alpha-tocopheryl (AT) is the most active form of vitamin E in humans.

Tocopheryl Acetateis more stable than AT, meaning it can better withstand environmental stresses such as heat, air, and light. This makes it ideal for use in supplements and fortified foods because it has a longer shelf life.

Where can I find tocopheryl acetate?
Cosmetics and supplements
You’ll find Tocopheryl Acetatein a variety of skin care products. The antioxidant properties of vitamin E can help to prevent damage to skin caused by free radicals from UV exposure. Vitamin E may also have an anti-inflammatory effect on the skin.

Due to its higher stability, Tocopheryl Acetateis also used in vitamin E dietary supplements. When taken orally, Tocopheryl Acetateis converted to AT within the intestine. Vitamin E is in most multi-vitamins, so be sure to check how much is in your multi-vitamin if you take one, before adding a supplement.

Foods
In addition to dietary supplements and cosmetic products, you can find vitamin E in the following foods:

green leafy vegetables, such as broccoli and spinach
oils, such as sunflower oil, wheat germ oil, and corn oil
sunflower seeds
nuts, such as almonds and peanuts
whole grains
fruits, such as kiwi and mango
Vitamin E is also added to fortified foods, such as cereals, fruit juices, and many spreads. You can check food labels to see if vitamin E has been added. If you want to increase your vitamin E intake, you should start by first increasing your intake of these foods.

While Tocopheryl Acetateis less sensitive to heat and light than AT is, there’s less conversion of Tocopheryl Acetateto the active AT form within the skin. This is because the cells in the upper layer of your skin are much less metabolically active. As a result, using cosmetic products containing Tocopheryl Acetateon your skin may not be very effective.

This is supported by a study from 2011 published in the Medical Principles and Practice journal. Using several commercial skin care products, researchers looked at the conversion of Tocopheryl Acetateto the active AT form in the skin of live rats. They found that, while there was Tocopheryl Acetatein the upper levels of the skin after using the product, there was no active AT.

While there are many studies on the potential benefits of AT, studies on the benefits of Tocopheryl Acetateare limited. The results of these studies on Tocopheryl Acetateare mixed. Tocopheryl Acetateusually needs to be used with other vitamins and minerals to have a beneficial effect.

In another review of studies, the Linus Pauling Institute found that consuming Tocopheryl Acetatealong with other antioxidant supplements had no effect on either the development or prevention of cataracts.

Regarding the benefits of vitamin E supplements overall, study results have been mixed on whether they’re beneficial for the following conditions:

coronary heart disease
cancer
cognitive decline, such as Alzheimer’s disease

Potential risks
Most people don’t experience side effects when taking the recommended daily dose of vitamin E, which is 15 milligrams (mg).

Too much Vitamin E can cause problems. The tolerable upper limit dose of vitamin E for adults is 1,000 mg. High doses above 1,000 mg have been associated with the following side effects:

dizziness
fatigue
headaches
weakness
blurred vision
abdominal pain
diarrhea
nausea
If you take high doses of vitamin E supplements for over a year, your risk of bleeding may increase. Speak to your doctor before taking vitamin E supplements if you take anticoagulant medication.

It’s unlikely that you’ll get too much vitamin E from foods, but it can happen if you’re also taking supplements. A 2011 studyTrusted Source published in the Journal of the American Medical Association also showed that men taking high doses of vitamin E supplements had a higher risk of developing prostate cancer.

It’s important to remember that the FDA doesn’t monitor supplements for purity or quality, so choosing a reputable brand is essential. Using skin care products containing Tocopheryl Acetatecan also lead to an allergic reaction, skin reddening, or rash.

The bottom line
Tocopheryl Acetateis a form of vitamin E that’s often included in cosmetic products and dietary supplements due to its higher stability compared to AT. When taken orally, Tocopheryl Acetateis converted into active AT within the body. The effectiveness of Tocopheryl Acetatein cosmetic products seems to be limited because Tocopheryl Acetateisn’t effectively broken down to AT in the upper layers of skin. Additionally, research on the benefits of Tocopheryl Acetatesupplements is limited and the results are mixed at best.

If you’re looking to get more vitamin E, try adding foods such as leafy green vegetables, nuts, and wheat germ oil to your diet. Speak with your doctor before adding any supplements.

Tocopheryl Acetate

Tocopheryl Acetate is a tocol.

Tocopheryl 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-Tocopheryl Acetate (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. Tocopheryl 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 dTocopheryl Acetate and evidence to support any such additional indications for vitamin E use.

D-alpha tocopheryl acetate appears as odorless off-white crystals. Darkens at 401° F.

Application
DL-α-Tocopherol acetate has been used to study it effect on blood pressure and lipidic profile in streptozotocin-induced diabetes mellitus rats.[4] It has also been used as a standard in α-tocopherol analysis using plasma sample[5][6] and mature fresh tobacco leaves.[7]