A biologically active form of vitamin E
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Metabolite(s)
10008652(±)-α-CMBHC
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(±)-α-Tocopherol

Item No. 25985

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
CAS Number
10191-41-0
Synonyms
  • all-rac-α-Tocopherol
  • DL-α-Tocopherol
Molecular Formula
C29H50O2
Formula Weight
430.7
Purity
≥95%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: miscibleDMSO: miscibleEthanol: miscibleEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
292 nm
SMILES
CC1=C2C(CCC(CCCC(C)CCCC(C)CCCC(C)C)(C)O2)=C(C)C(O)=C1C
InChi Code
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
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 g

    $33

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    50 g

    $63

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    100 g

    $118

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    Product Description

    (±)-α-Tocopherol is a biologically active form of vitamin E, a lipid-soluble antioxidant that protects cellular membranes from oxidative damage.1,2 (±)-α-Tocopherol (20 μM) inhibits brominated diphenyl ether-47-induced increases in reactive oxygen species (ROS) and prostaglandin E2 (PGE2; Item No. 14010) production in HTR-8/SVneo cells.3 It also inhibits lipid peroxidation in HepG2 cells (IC50 = 24.5 μM).4

    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. FASEB J. 13(10), 1145-1155 (1999).

    2. van Acker, F.A., Schouten, O., Haenen, G.R., et al. Flavonoids can replace α-tocopherol as an antioxidant. FEBS Lett. 473(2), 145-148 (2000).

    3. Park, H.R., and Loch-Caruso, R. Protective effect of (±)α-tocopherol on brominated diphenyl ether-47-stimulated prostaglandin pathways in human extravillous trophoblasts in vitro. Toxicol. In Vitro 29(7), 1309-1318 (2015).

    4. Hofer, T., Jørgensen, T.Ø., and Olsen, R.L. Comparison of food antioxidants and iron chelators in two cellular free radical assays: Strong protection by luteolin. J. Agric. Food Chem. 62(33), 8402-8410 (2014).

    Product Citations

    Li, Z., Ferguson, L., Deol, K.K., et al. Ribosome stalling during selenoprotein translation exposes a ferroptosis vulnerability. Nat. Chem. Biol. (2022).

    Katsnelson, G., and Ceddia, R.B. Docosahexaenoic and eicosapentaenoic fatty acids differentially regulate glucose and fatty acid metabolism in L6 rat skeletal muscle cells. Am. J. Physiol. Cell Physiol. 319(6), C1120-C1129 (2020).