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T3001

(+)-α-Tocopherol acetate

Name: (+)-α-Tocopherol acetate
Brand: SIGMA

oil or semi-solid, ~1360 IU/g

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Synonym(s):

Vitamin E acetate

Empirical Formula (Hill Notation):

C₃₁H₅₂O₃

CAS Number:

58-95-7

Molecular Weight:

472.74

EC Number:

200-405-4

MDL number:

MFCD00072052

eCl@ss:

34058007

PubChem Substance ID:

24900095

NACRES:

NA.79

biological source

plant

Quality Level

200

description

Synthesized from natural α-tocopherol

form

oil or semi-solid

specific activity

~1360 IU/g

color

yellow

mp

~25 °C (lit.)

storage temp.

room temp

SMILES string

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(OC(C)=O)c(C)c(C)c2O1

InChI

1S/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1

InChI key

ZAKOWWREFLAJOT-CEFNRUSXSA-N

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Related Categories

Vitamins

General description

α-Tocopherol acetate is a fat soluble vitamin and a form of vitamin E. It can be obtained through dietary sources. RRRα-Tocopherol is a natural form of α-tocopherol.

Application

(+)-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)

Biochem/physiol Actions

α-Tocopherol is also known as a radical-chain breaker due to its anti-oxidant property.

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.

Caution

Does not air oxidize.

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Safety assessment of the substance alpha-tocopherol acetate for use in food contact materials

Bolognesi C, et al.

EFSA Journal, 14(3), 4412-4412 (2016)

Resveratrol liposomes and lipid nanocarriers: comparison of characteristics and inducing browning of white adipocytes

Zu Y, et al.

Colloids and Surfaces. B, Biointerfaces, 164, 414-423 (2018)

Partial nutrient characterization of arugula (rocket-Eruca sativa L.) and the effect of heat treatment on its lipoxidase activity

Tassi EMM, et al.

Brazilian Journal of Food Technology, 21 (2018)

Effects of natural (RRR α-tocopherol acetate) or synthetic (all-rac α-tocopherol acetate) vitamin E supplementation on reproductive efficiency in beef cows.

Horn M, Gunn P, Van Emon M, et al.

Journal of Animal Science, 88, 3121-3127 (2011)

Effect of vitamin E on hepatic cell proliferation and apoptosis in mice deficient in the p50 subunit of NF-κB after treatment with phenobarbital.

Jun Li et al.

Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(10), 2706-2709 (2011-07-06)

Phenobarbital (PB) is an efficacious and well-studied hepatic tumor promoting agent. Nuclear factor-κB (NF-κB) is a transcription factor activated by reactive oxygen and is involved in cell proliferation and apoptosis. We previously found that PB activates NF-κB and that dietary

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Vitamin E, Tocopherol, in Cell Culture

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Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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