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Merck

29992

DL-α-Tocopherol acetate

tested according to Ph. Eur.

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C31H52O3
CAS Number:
7695-91-2
Molecular Weight:
472.74
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
329753404
EC Number:
231-710-0
Beilstein/REAXYS Number:
97512
MDL number:
MFCD00072042

Key Documents

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Product Name

DL-α-Tocopherol acetate, tested according to Ph. Eur.

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

biological source

synthetic

Quality Level

200

agency

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
research use (small molecule)

storage temp.

2-8°C

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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.

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.

Storage Class

10 - Combustible liquids

flash_point_f

No data available

flash_point_c

No data available

ppe

Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

29992-BULK-F: + 29992-50G-F: + 29992-VAR-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG3547
BCCF5342
BCCF0806
BCCD1282
BCCC3045

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alpha-Tocopherol stereoisomers
Jensen S K and Lauridsen C
Vitamins and Hormones, 76(3), 281-308 (2007)
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
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
Molecular mechanism of alpha-tocopherol action
Azzi A
Free radical biology & medicine, 43(1), 16-21 (2007)
Absorption, transport, and tissue delivery of vitamin E
Rigotti A
Molecular Aspects of Medicine, 28(5-6), 423-436 (2007)
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Articles

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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