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DL-α-Tocopherol acetate

Name: <SC>DL</SC>-α-Tocopherol acetate
Brand: SIAL

tested according to Ph. Eur.

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Synonym(s):

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

Empirical Formula (Hill Notation):

C₃₁H₅₂O₃

CAS Number:

7695-91-2

Molecular Weight:

472.74

Beilstein:

97512

EC Number:

231-710-0

MDL number:

MFCD00072042

PubChem Substance ID:

329753404

NACRES:

NA.26

biological source

synthetic

Quality Level

200

Agency

USP/NF
tested according to Ph. Eur.

Assay

96.5-102.0%

form

liquid

density

0.96 g/mL at 20 °C (lit.)

application(s)

cell analysis
pharmaceutical (small molecule)

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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Related Categories

Coenzymes

Vitamins

General description

α-Tocopherol is a form of vitamin E. Vitamin E can be obtained through dietary sources. RRR‐α‐tocopherol is a natural form of α-Tocopherol.

Application

DL-alpha-Tocopherol acetate was used as a vitamin E supplement for studying whether the addition of an antioxidant or vitamin E in the diet of rats with dextran sulfate sodium (DSS)-induced colitis can reduce detrimental impact of inflammatory bowel disease.

Biochem/physiol Actions

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

Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by Homosapiens. DL-α-Tocopherol acetate can inhibit oxidation of linoleate.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

No data available

Flash Point(C)

No data available

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Iron supplementation increases disease activity and vitamin E ameliorates the effect in rats with dextran sulfate sodium-induced colitis.

Julie Carrier et al.

The Journal of nutrition, 132(10), 3146-3150 (2002-10-09)

Inflammatory bowel disease is often associated with iron deficiency anemia and oral iron supplementation may be required. However, iron may increase oxidative stress through the Fenton reaction and thus exacerbate the disease. This study was designed to determine in rats

alpha-Tocopherol stereoisomers

Jensen S K and Lauridsen C

Vitamins and Hormones, 76(3), 281-308 (2007)

New aspects of the inhibition of soybean lipoxygenase by alpha-tocopherol. Evidence for the existence of a specific complex.

S Grossman et al.

The International journal of biochemistry, 16(3), 281-289 (1984-01-01)

The formation of alpha-tocopherol--lipoxygenase complex was elucidated using immobilized affinity purified soybean lipoxygenase and [D-3H]alpha-tocopherol. The alpha-tocopherol--lipoxygenase complex did not dissociate on addition of linoleic acid. Iodoacetate modified immobilized lipoxygenase did not form the complex with alpha-tocopherol. Lipoxygenase attached to

Absorption, transport, and tissue delivery of vitamin E

Rigotti A

Molecular Aspects of Medicine, 28(5-6), 423-436 (2007)

Vitamin E supplementation and cardiovascular events in high-risk patients.

Yusuf S, et al.

The New England Journal of Medicine, 342(3), 154-160 (2000)

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Dietary Antioxidants

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