α-CEHC (CAS 4072-32-6) (Inchi key AXODOWFEFKOVSH-UHFFFAOYSA-N) || Cayman Chemical | Supplier
α-CEHC
Item № 10007705
CAS № 4072-32-6
Purity ≥98%
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CART TOTAL $0.00
1 mg $21.00 $0.00
5 mg $95.00 $0.00
10 mg $168.00 $0.00
25 mg $368.00 $0.00

Pricing updated 2015-08-29. Prices are subject to change without notice.

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Description

Molecules having vitamin E antioxidant activity include four tocopherols (α, β, δ, and γ) and four tocotrienols (α, β, δ, and γ).1 α-Tocopherol is the major lipid soluble antioxidant in vivo and protects against lipid peroxidation.2 α-CEHC is the major urinary metabolite of α-tocopherol following vitamin E supplementation.3 The concentration of α-CEHC in human serum is in the range of 5-10 pmol/ml but increases significantly up to 200 pmol/ml upon supplementation with RRR-α-tocopherol. About one-third of the α-CEHC circulating in the blood is present as a glucuronide conjugate.4 α-CEHC was only excreted when a threshold concentration of 7-9 µmol α-tocopherol/g total lipid in plasma was exceeded. Therefore, excretion of α-CEHC may be considered to be a marker of optimum vitamin E intake.5

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Technical Information
Formal Name 3,​4-​dihydro-​6-​hydroxy-​2,​5,​7,​8-​tetramethyl-​2H-​1-​benzopyran-​2-​propanoic acid
CAS Number 4072-32-6
Molecular Formula C16H22O4
Formula Weight 278.3
Purity ≥98%
Formulation A crystalline solid
λmax 206, 291 nm
SMILES CC1=C(OC(CCC(O)​=O)​(C)​CC2)​C2=C(C)​C(O)​=C1C
InChI Code ​1S/C16H22O4/c1-9-10(2)​15-12(11(3)​14(9)​19)​5-7-16(4,20-15)​8-6-13(17)​18/h19H,5-8H2,1-4H3,(H,17,18)​
InChI Key AXODOWFEFKOVSH-UHFFFAOYSA-N

WARNING - This product is not for human or veterinary use.

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Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
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Additional Information

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References & Background Reading
Product Description References

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

2. Burton, G.W., Joyce, A., and Ingold, K.U. Is vitamin E the only lipid-soluble, chain-breaking antioxidant in human blood plasma and erythrocyte membranes? Arch Biochem Biophys 221(1) 281-290 (1983).

3. Traber, M.G., Elsner, A., and Brigelius-Flohé, R. Synthetic as compared with natural vitamin E is preferentially excreted as α-CEHC in human urine: Studies using deuterated α-tocopheryl acetates. FEBS Lett 437 145-148 (1998).

4. Stahl, W.S., Graf, P., Brigelius-Flohé, R., et al. Quantification of the α- and γ-tocopherol metabolites 2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman and 2,7,8-trimethyl-2-(2'-carboxyethyl)-6-hydroxychroman in human serum. Anal Biochem 275 254-259 (1999).

5. Schultz, M., Leist, M., Petrzika, M., et al. Novel urinary metabolite of α-tocopherol, 2,5,7,8-tetramethyl-2(2'-carboxyethyl)-6-hydroxychroman, as an indicator of an adequate vitamin E supply. Am J Clin Nutr 62(6) 1527S-34S (1995).

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