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Key Documents

T3376

Sigma-Aldrich

DL-α-Tocopherol acetate

≥96% (HPLC)

Synonym(s):

Vitamin E acetate, all-rac-α-Tocopheryl acetate

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About This Item

Empirical Formula (Hill Notation):
C31H52O3
CAS Number:
Molecular Weight:
472.74
Beilstein/REAXYS Number:
97512
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic (organic)

assay

≥96% (HPLC)

form

viscous liquid

technique(s)

HPLC: suitable

color

colorless to dark yellow

density

0.96 g/mL at 20 °C (lit.)

storage temp.

2-8°C

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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General description

α-Tocopherol is a predominant form of vitamin E in human and animal tissues and also in leaf chloroplasts. It is the major form in supplements. DL-α-Tocopherol acetate is considered as the only storage form of vitamin E.

Application

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

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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

No data available

flash_point_c

No data available

ppe

Eyeshields, Gloves


Certificates of Analysis (COA)

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Nutrient Requirements of Fish and Shrimp (2011)
High levels of dietary unsaturated fat decrease alpha-tocopherol content of whole body, liver, and plasma of chickens without variations in intestinal apparent absorption
Villaverde C, et al.
Poultry Science, 87(3), 497-505 (2008)
Lowered plasma vitamin C, but not vitamin E, concentrations in dementia patients
Charlton KE, et al.
The Journal of Nutrition, Health & Aging, 8(2), 99-108 (2004)
gamma-Tocopherol, the major form of vitamin E in the US diet, deserves more attention
Jiang Q, et al.
American Journal of Clinical Nutrition, 74(6), 714-722 (2001)
Effect of alpha-tocopherol supplementation on blood pressure and lipidic profile in streptozotocin-induced diabetes mellitus in spontaneously hypertensive rats
da Costa VAV and Vianna LM
Clinica Chimica Acta; International Journal of Clinical Chemistry, 351(1-2), 101-104 (2005)

Articles

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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