T3251

(±)-α-Tocopherol

synthetic, ≥96% (HPLC)

• Synonym(s): DL-all-rac-α-Tocopherol, Vitamin E
• Empirical Formula (Hill Notation): C₂₉H₅₀O₂
• CAS Number: 10191-41-0
• Molecular Weight: 430.71
• Beilstein: 94012
• EC Number: 233-466-0
• MDL number: MFCD00006848
• UNSPSC Code: 12352205
• eCl@ss: 34058016
• PubChem Substance ID: 24900118
• NACRES: NA.77

Properties

• biological source: synthetic
• Assay: ≥96% (HPLC)
• form: liquid
• technique(s): HPLC: suitable
• color: faint brown to brown; yellow to very dark yellow
• solubility: H₂O: insoluble; acetone: miscible; chloroform: miscible; ethanol: miscible; vegetable oils: miscible
• density: 0.950 g/mL at 20 °C (lit.)
• 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

Application

(±)-α-Tocopherol has been used for preparing mycobacterial emulsions. It has also been used to study its immunomodulatory effect on influenza virus.

Biochem/physiol Actions

Tocopherols (vitamin E) comprise of a series (α, β, γ and δ) of chiral compounds that differ by the methylation degree of the phenol moiety of the chromanol ring. They function as lipid soluble antioxidants and protect cell membranes from oxidative damage. α-tocopherols are favorably absorbed by humans and their nicotinate salts can function as vitamin E supplements. Studies have also reported that vitamin E can prevent cell damage caused by pharmacologically induced epilepsy in rats.

Preparation Note

(±)-α-Tocopherol is miscible with chloroform, ethanol, ether, acetone, and vegetable oils. However, it is practically insoluble in water. (±)-α-Tocopherol is unstable under alkaline conditions.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H317
• Precautionary Statements: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves