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β-Tocopherol

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β-Tocopherol Basic information

Product Name:
β-Tocopherol
Synonyms:
  • 5,8-DIMETHYLTOCOL
  • RAC-BETA-TOCOPHEROL
  • beta-tocopherol
  • 3,4-dihydro-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
  • Tocopherol,rac-b-
  • (2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-6-ol
  • rac-beta-Tocopherol (5,8-DiMethyltocol)
  • β-Tocopherol (Racemic Mixture)
CAS:
148-03-8
MF:
C28H48O2
MW:
416.68
EINECS:
205-708-5
Product Categories:
  • TF - TOChromatography
  • Alphabetic
  • Food&Beverage Standards
  • Vitamins/CoFactors/Enzymes
Mol File:
148-03-8.mol
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β-Tocopherol Chemical Properties

Melting point:
<25℃
Boiling point:
474.94°C (rough estimate)
Density 
0.9882 (rough estimate)
refractive index 
1.4480 (estimate)
Flash point:
-23 °C
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Ethanol (Slightly), Ethyl Acetate (Slightly), Methanol (
pka
11.05±0.40(Predicted)
form 
Oil
color 
Colourless to Yellow
InChIKey
WGVKWNUPNGFDFJ-UHFFFAOYSA-N
LogP
10.724 (est)
EPA Substance Registry System
2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)-rel- (148-03-8)
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Safety Information

Hazard Codes 
F,Xn,N
Risk Statements 
11-38-48/20-51/53-62-67-65
Safety Statements 
36/37-61-62-16
RIDADR 
UN1208 3/PG 2
WGK Germany 
3
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β-Tocopherol Usage And Synthesis

Description

(±)-β-Tocopherol is a lipid-soluble form of vitamin E with antioxidant activity. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals with an EC50 value of 68.2 μM. (±)-β-Tocopherol (100 μM) inhibits LPS-induced COX-2 gene expression in mouse RAW 264.7 macrophage cells. Unlike (±)-α-tocopherol , (±)-β-tocopherol does not inhibit smooth muscle cell proliferation, decrease PKC activity, increase phosphoprotein phosphatase 2A (PP2A) activity, or modify expression of the α-tropomyosin gene. [Matreya, LLC. Catalog No. 1071]

Uses

One of the naturally occurring forms of Vitamin E. Is biologically less active than α-Tocopherol. This is the racemic mixture of all stereoisomers.

Definition

ChEBI: Beta-tocopherol is a tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 5 and 8. While it is found in low concentrations in many vegetable oils, only cottonseed oil contains significant amounts. It has a role as a plant metabolite and a food component. It is a vitamin E and a tocopherol.

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