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:
Molecular Weight:
430.71
NACRES:
NA.28
PubChem Substance ID:
eCl@ss:
34058016
UNSPSC Code:
12352205
EC Number:
233-466-0
MDL number:
Beilstein/REAXYS Number:
94012
biological source
synthetic
Quality Level
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
SMILES string
CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(O)c(C)c(C)c2O1
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
InChI key
GVJHHUAWPYXKBD-UHFFFAOYSA-N
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.
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signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1
Storage Class
10 - Combustible liquids
wgk
WGK 1
ppe
Eyeshields, Gloves
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Glycosphingolipids Prevent APAP and HMG-CoA Reductase Inhibitors-mediated Liver Damage: A Novel Method for ?Safer Drug? Formulation that Prevents Drug-induced Liver Injury
Mizrahi M, et al.
Journal of clinical and translational hepatology, 6(2), 1-8 (2018)
Effects of vitamin E on reproductive protection in pregnant mice infected with Pseudorabies Virus (PRV) via regulating expression of Toll-like receptors (TLRs) and cytokine balance
Wu D, et al.
Journal of nutritional science and vitaminology, 56(6), 353-363 (2010)
Yang Wang et al.
PloS one, 10(8), e0135232-e0135232 (2015-08-15)
Ribavirin is used as a component of combination therapies for the treatment of chronic hepatitis C virus (HCV) infection together with pegylated interferon and/or direct-acting antiviral drugs. Its mechanism of action, however, is not clear. Direct antiviral activity and immunomodulatory