A form of vitamin E
Related Products
Isomer(s)
36362(+)-γ-Tocopherol
Metabolite(s)
89630γ-CEHC
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(±)-γ-Tocopherol

Item No. 27193

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
CAS Number
7616-22-0
Synonyms
  • 7,8-Dimethyltocol
  • all-rac-γ-Tocopherol
  • DL-γ-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
OC1=CC(CCC(CCCC(CCCC(CCCC(C)C)C)C)(C)O2)=C2C(C)=C1C
InChi Code
InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3
InChi Key
QUEDXNHFTDJVIY-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $40

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    10 mg

    $73

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    25 mg

    $152

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    50 mg

    $283

    Add
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    Product Description

    (±)-γ-Tocopherol is a form of vitamin E with antioxidant and anti-inflammatory properties.1,2,3 It traps and detoxifies reactive nitrogen oxide species, including nitrogen dioxide, in cell-free assays.1,2 It also reduces the synthesis of prostaglandin E2 (PGE2; Item No. 14010) induced by LPS in RAW 264.7 macrophages and by IL-1β in A549 cells (IC50s = 7.5 and 4 μM, respectively).3 (±)-γ-Tocopherol (10 μM) inhibits LPS-induced nitrite release and inducible nitric oxide synthase (iNOS) expression in RAW 264.7 cells and reduces COX-2 activity in A549 cells pretreated with IL-1β. Serum levels of (±)-γ-tocopherol are decreased in patients with cardiovascular disease.1 [Matreya, LLC. Catalog No. 1073]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jiang, Q., Christen, S., Shigenaga, M.K., et al. γ-Tocopherol, the major form of vitamin E in the US diet, deserves more attention. Am. J. Clin. Nutr. 74, 714-722 (2001).

    2. Cooney, R.V., Franke, A.A., Harwood, P.J., et al. γ-Tocopherol detoxification of nitrogen dioxide: Superiority to α-tocopherol. Proc. Natl. Acad. Sci. USA 90, 1771-1775 (1993).

    3. Jiang, Q., Elson-Schwab, I., Courtemanche, C., et al. γ-Tocopherol and its major metabolite, in contrast to α-tocopherol, inhibit cyclooxygenase activity in macrophages and epithelial cells. Proc. Natl. Acad. Sci. USA 97, 11494-11499 (2000).