A form of tocopherol
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(±)-5,7-Dimethyltocol

Item No. 27194

Technical Information
Formal Name
3,4-dihydro-2,5,7-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
CAS Number
493-35-6
Synonyms
  • rac-5,7-Dimethyltocol
  • ζ-Tocopherol
Molecular Formula
C28H48O2
Formula Weight
Purity
≥95%
A solution in hexane
Chloroform: solubleEthanol: solubleEther: solubleHexane: soluble
SMILES
OC1=C(C)C(CCC(CCCC(CCCC(CCCC(C)C)C)C)(C)O2)=C2C=C1C
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)27(29)23(5)19-26(25)30-28/h19-22,29H,8-18H2,1-7H3
InChi Key
WZVWUSABZGIQJZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (±)-5,7-Dimethyltocol is a form of tocopherol.1 It has similar antioxidant activity to α-tocol, but lower activity than γ-tocol, in antioxidant assays using menhaden oil or squalene as substrates. It also increases microviscosity of rat liver liposomes containing phosphatidylcholine (PC) by 70.6% when used at a molar ratio of 0.2 to PC.2 (±)-Dimethyltocol has been used as an internal standard for the quantification of 5,7-tocol, α- and γ-tocopherol, and α- and γ-tocopheryl quinone by HPLC.3 [Matreya, LLC. Catalog No. 1074]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Olcott, H.S., and Van der Veen, J. Comparison of antioxidant activities of tocol and its methyl derivatives. Lipids 3(4), 331-334 (1968).

    2. Urano, S., Inomori, Y., Sugawara, T., et alVitamin E: Inhibition of retinol-induced hemolysis and membrane-stabilizing behavior. The Journal of Biological Chemisty 267(26), 18365-18370 (1992).

    3. Gao, R., Stone, W.L., Huang, T., et alThe uptake of tocopherols by RAW 264.7 macrophages. Nutr. J. 1:2, (2002).