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T3251 Sigma-Aldrich

(±)-α-Tocopherol

synthetic, ≥96% (HPLC)

Synonym: DL-all-rac-α-Tocopherol, Vitamin E

  • CAS Number 10191-41-0

  • Empirical Formula (Hill Notation) C29H50O2

  • Molecular Weight 430.71

  •  Beilstein/REAXYS Number 94012

  •  EC Number 233-466-0

  •  MDL number MFCD00006848

  •  eCl@ss 34058016

  •  PubChem Substance ID 24900118

  •  NACRES NA.77

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Properties

Related Categories Allium cepa (Onion), Allium sativum (Garlic), Aloe Vera, Antioxidants and Cytoprotectants, Aspalathus linearis (Rooibos tea),
biological source   synthetic
assay   ≥96% (HPLC)
form   liquid
application(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.

Packaging

5, 25, 100, 500 g in glass bottle

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 & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
1
RTECS 
GA8746000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
Protocols & Articles

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.1 During the oxi...
Biofiles Volume 2 Article 2
Keywords: Adhesion, Anti-inflammatory agents, Applications, Cancer, Cardiovascular, Catalysis, Diabetes, Diseases, Gene expression, Metabolism, Neurodegenerative Diseases, Peroxidations, Phosphorylations, Prebiotics, Probiotics, Reductions, Transcription, Transduction, Vitamins

Discover Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Exposure to harsh conditions, cellular damage, and other factors can cause stress on cells. Stress attributed directly and indirectly to oxygen is referred to as oxidative stress, which is imposed on...
Keywords: Antimicrobials, Bioactive small molecules, Cancer, Diseases, Neurodegenerative Diseases, Oxidations

Peer-Reviewed Papers
15

References

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