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Merck

258024

α-Tocopherol

≥95.5%

Synonym(s):

(±)-α-Tocopherol, DL-all-rac-α-Tocopherol, Vitamin E

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About This Item

Empirical Formula (Hill Notation):
C29H50O2
CAS Number:
10191-41-0
Molecular Weight:
430.71
NACRES:
NA.28
PubChem Substance ID:
57648149
eCl@ss:
34058016
UNSPSC Code:
12352205
EC Number:
233-466-0
MDL number:
MFCD00006848
Beilstein/REAXYS Number:
94012

Key Documents

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InChI key

GVJHHUAWPYXKBD-UHFFFAOYSA-N

InChI

1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3

SMILES string

CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(O)c(C)c(C)c2O1

biological source

synthetic

assay

≥95.5%

form

liquid

technique(s)

HPLC: suitable

color

faint brown to brown, yellow to very dark yellow

density

0.950 g/mL at 20 °C (lit.)

application(s)

cell analysis

storage temp.

2-8°C

Quality Level

200

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General description

α-Tocopherol is the active form of vitamin E. It functions as an hydroperoxyl radical scavenger and protects the organism from oxidative damage. α-Tocopherol plays a crucial role in cell signalling and regulating immune responses. α-Tocopherol deficiency is associated with abetalipoproteinemia, cystic fibrosis and celiac disease. It has antiproliferative effects. It inhibits arsenite-induced damage of human fibroblasts.

Application

α-Tocopherol has been used:
  • as a standard to determine its concentration by reverse-phase high-performance liquid chromatography
  • to study its rescue effects on chlorine dioxide (ClO2) cytotoxicity
  • to assess its protective effects on acetaminophen (APAP)-mediated liver damage

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. Various isofroms and analogues of tocopherol have opposing and differentiated regulatory activities in vivo.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 1

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.

258024-BULK: + 258024-VAR: + 258024-500G: + 258024-5G: + 258024-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ7144
MKCN4817
MKCN9253
MKCN5638
MKCN3870

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Oxidative stress induced by chlorine dioxide as an insecticidal factor to the Indian meal moth, Plodia interpunctella
Kumar S, et al
Pesticide Biochemistry and Physiology, 124, 48-59 (2015)
Medical Countermeasures?Chelation Therapy
Handbook of Arsenic Toxicology, 589-626 (2015)
Sarawoot Palipoch et al.
BMC complementary and alternative medicine, 14, 111-111 (2014-03-29)
cis-Diammineplatinum (II) dichloride (cisplatin) is the important anti-cancer agent useful in treatment of various cancers. Unfortunately, it can produce unwanted side effects in various tissues, including the liver. The present study investigated the possible protective role of curcumin and α-tocopherol
Nutritional deficiencies and syndromes associated with alcoholism
Textbook of Clinical Neurology (Third Edition), 897-917 (2007)
Effect of vitamin E on oxidative stress level in blood, synovial fluid, and synovial tissue in severe knee osteoarthritis: a randomized controlled study
Tantavisut S, et al.
BMC Musculoskelet. Disord., 18(1), 281-281 (2017)
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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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