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Cat. Number
080436490522144
Chemical Name
Matairesinol
References
Formal Name dihydro-​3R,​4R-​bis[(4-​hydroxy-​3-​methoxyphenyl)methyl]-​2(3H)-​furanone
CAS Number 580-72-3
Molecular Formula C20H22O6
Formula Weight 358.4
Formulation A crystalline solid
Purity >95%
λmax 230, 282 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES OC1=C(OC)​C=C(C[C@@H]​2[C@@H]​(CC3=CC(OC)​=C(O)​C=C3)​COC2=O)​C=C1

Background Reading

Morton, L.W., Caccetta, R.A., Puddey, I.B., et al. Chemistry and biological effects of dietary phenolic compounds: Relevance to cardiovascular disease. Clin Exp Pharmacol Physiol 27 152-159 (2000).

Ingram, D., Sanders, K., Kolybaba, M., et al. Case-control study of phyto-oestrogens and breast cancer. Lancet 350 990-994 (1997).

Vanharanta, M., Voutilainen, S., Nurmi, T., et al. Association between low serum enterolactone and increased plasma F2-isoprostanes, a measure of lipid peroxidation. Atherosclerosis 160 465-469 (2002).

Size Global Purchasing
1 mg  
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25 mg  

Description

Diets high in fiber contain plant lignan species that may be directly responsible for some observed health benefits of these diets.1 Matairesinol is one of the principle lignans present in dietary fiber. It is absorbed directly, in addition to being further metabolized by enteric bacteria to enterolactone and enterodiol. Recent observations have shown an inverse association between serum enterolactone levels and serum isoprostane levels.2 This association implies a protective effect against oxidative injury associated with the dietary lignans themselves, enterolactone, or some intermediate in this pathway. There are also published reports of an inverse relationship between dietary lignans such as matairesinol and breast cancer incidence.3

1 Morton, L.W., Caccetta, R.A., Puddey, I.B., et al. Chemistry and biological effects of dietary phenolic compounds: Relevance to cardiovascular disease. Clin Exp Pharmacol Physiol 27 152-159 (2000).

2 Vanharanta, M., Voutilainen, S., Nurmi, T., et al. Association between low serum enterolactone and increased plasma F2-isoprostanes, a measure of lipid peroxidation. Atherosclerosis 160 465-469 (2002).

3 Ingram, D., Sanders, K., Kolybaba, M., et al. Case-control study of phyto-oestrogens and breast cancer. Lancet 350 990-994 (1997).

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