A lipid-soluble form of vitamin E
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Isomer(s)
36362(+)-γ-Tocopherol
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(±)-β-Tocopherol

Item No. 26758

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R)-rel-3,4-dihydro-2,5,8-trimethyl-2-[4R,8R,12-trimethyltridecyl]-2H-1-benzopyran-6-ol
CAS Number
148-03-8
Synonyms
  • DL-β-Tocopherol
  • rac-β-Tocopherol
Molecular Formula
C28H48O2
Formula Weight
416.7
Purity
≥95%
Formulation (Request formulation change)
A solution in hexane
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleEthanol: SolubleHexane: SolubleMethanol: Soluble
SMILES
CC1=C2C(CC[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)O2)=C(C)C(O)=C1
InChi Code
InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
InChi Key
WGVKWNUPNGFDFJ-DQCZWYHMSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $283

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    Product Description

    (±)-β-Tocopherol is a lipid-soluble form of vitamin E with antioxidant activity.1 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals with an EC50 value of 68.2 μM.2 (±)-β-Tocopherol (100 μM) inhibits LPS-induced COX-2 gene expression in mouse RAW 264.7 macrophage cells.3 Unlike (±)-α-tocopherol (Item No. 25985), (±)-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.1 [Matreya, LLC. Catalog No. 1071]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brigelius-Flohé, R., and Traber, M.G. Vitamin E: Function and metabolism. The FASEB Journal 13(10), 1145-1155 (1999).

    2. Chen, C.-R., Chao, L.-H., Pan, M.-H., et al. Tocopherols and triterpenoids from Sida acuta. J. Chin. Chem. Soc. 54(1), 41-45 (2007).

    3. Murakami, Y., Kawata, A., Koh, T., et al. Inhibitory effects of tocopherols on expression of the cyclooxygenase-2 gene in RAW264.7 cells stimulated by lipopolysaccharide, tumor necrosis factor-α or Porphyromonas gingivalis fimbriae. In Vivo 27(4), 451-458 (2013).