| Identification | Back Directory | [Name]
methyl 3-(6-hydroxy-5,7,8-trimethyl-chroman-2-yl)propanoate | [CAS]
4072-32-6 | [Synonyms]
α-CEHC
alpha-CEHC
AXODOWFEFKOVSH-UHFFFAOYSA-N
2,5,7,8-tetramethyl-2-(2'-carboxyethyl)-6-hydroxychroman
methyl 3-(6-hydroxy-5,7,8-trimethyl-chroman-2-yl)propanoate
2H-1-Benzopyran-2-propanoic acid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl- | [Molecular Formula]
C16H22O4 | [MDL Number]
MFCD12912239 | [MOL File]
4072-32-6.mol | [Molecular Weight]
278.34 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2)(1:1): .25 mg/ml; Ethanol: 10 mg/ml | [form ]
A crystalline solid |
| Hazard Information | Back Directory | [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 | [storage]
Store at -20°C | [References]
1. Kamal-Eldin, A., and Appelqvist, L.-?. The chemistry and antioxidant properties of tocopherols and tocotrienols Lipids 31(7),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-1534S(1995). |
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