258024

α-Tocopherol

≥95.5%

• Synonym(s): (±)-α-Tocopherol, DL-all-rac-α-Tocopherol, Vitamin E
• Empirical Formula (Hill Notation): C₂₉H₅₀O₂
• CAS Number: 10191-41-0
• Molecular Weight: 430.71
• Beilstein/REAXYS Number: 94012
• EC Number: 233-466-0
• MDL number: MFCD00006848
• UNSPSC Code: 12352205
• eCl@ss: 34058016
• PubChem Substance ID: 57648149
• NACRES: NA.28

Properties

• 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
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317
• pcodes: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• ppe: Eyeshields, Gloves