A major metabolite of δ-tocopherol
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δ-CEHC

Item No. 10007706

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-6-hydroxy-2,8-dimethyl-2H-1-benzopyran-2-propanoic acid
CAS Number
84599-16-6
Molecular Formula
C14H18O4
Formula Weight
250.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
205, 298 nm
SMILES
CC1=C(OC(CCC(O)=O)(C)CC2)C2=CC(O)=C1
InChi Code
InChI=1S/C14H18O4/c1-9-7-11(15)8-10-3-5-14(2,18-13(9)10)6-4-12(16)17/h7-8,15H,3-6H2,1-2H3,(H,16,17)
InChi Key
BNVXCCQXUZCRSR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $178

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    10 mg

    $312

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    25 mg

    $680

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    Product Description

    Molecules having vitamin E antioxidant activity include four tocopherols (α, β, γ, δ) and four tocotrienols (α, β, γ, δ).1 One form, α-tocopherol has the highest biological activity based on fetal resorption assays.2 δ-CEHC is a major β-oxidation metabolite of δ-tocopherol.3,4 Approximately 50% of a 3H-δ-tocopherol given as an intraperitoneal dose in rat is recovered in the urine as δ-CEHC, indicating this is the major route of metabolism.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kamal-Eldin, A., and Appelqvist, L.-Å. The chemistry and antioxidant properties of tocopherols and tocotrienols. Lipids 31(7), 671-701 (1996).

    2. Weiser, H., Riss, G., and Kormann, A.W. Biodiscrimination of the eight α-tocopherol stereoisomers results in preferential accumulation of the four 2R forms in tissues and plasma of rats. J. Nutr. 126(10), 2539-2549 (1996).

    3. Christen, S., Woodall, A.A., Shigenaga, M.K., et al. γ-Tocopherol traps mutagenic electrophiles such as NOx and complements α-tocopherol: Physiological implications. Proc. Natl. Acad. Sci. USA 94, 3217-3222 (1997).

    4. Chiku, S., Hamamura, K., and Nakamura, T. Novel urinary metabolite of d-δ-tocopherol in rats. J. Lipid Res. 25(1), 40-48 (1984).