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Matairesinol

Names
IUPAC name (3R,4R)-3,4-bisoxolan-2-one
Other names (αR,βR)-α,β-Bis(4-hydroxy-3-methoxybenzyl)butyrolactone
Identifiers
CAS Number	580-72-3=
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL425148
ChemSpider	106491
DrugBank	DB04200
PubChem CID	119205
CompTox Dashboard (EPA)	DTXSID40920490
InChI InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1Key: MATGKVZWFZHCLI-LSDHHAIUSA-N Key: MATGKVZWFZHCLI-LSDHHAIUBP Key: MATGKVZWFZHCLI-LSDHHAIUSA-N
SMILES O=C2OC(Cc1cc(OC)c(O)cc1)2Cc3ccc(O)c(OC)c3
Properties
Chemical formula	C20H22O6
Molar mass	358.390 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is  ?) Infobox references

Matairesinol is a plant lignan. It occurs with secoisolariciresinol in numerous foods such as oil seeds, whole grains, vegetables, and fruits.

The plant lignans are precursors of the enterolignans (mammalian lignans). A number of plant lignans are metabolized to the enterolignans (enterodiol and enterolactone) that can potentially reduce the risk of certain cancers and cardiovascular diseases.

Although there are studies which indicate the disease prevention (cardio-protective and hormone associated cancers like breast cancer) benefits of lignans, the results are not yet conclusive.

References

1. Matairesinol at Sigma-Aldrich
2. Niemeyer HB, Honig DM, Kulling SE, Metzler M (2003). "Studies on the metabolism of the plant lignans secoisolariciresinol and matairesinol". J. Agric. Food Chem. 51 (21): 6317–25. doi:10.1021/jf030263n. PMID 14518962. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
3. Milder IE, Arts IC, van de Putte B, Venema DP, Hollman PC (2005). "Lignan contents of Dutch plant foods: a database including lariciresinol, pinoresinol, secoisolariciresinol and matairesinol". Br. J. Nutr. 93 (3): 393–402. doi:10.1079/BJN20051371. PMID 15877880. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
4. Linus Pauling Institute at Oregon State University

• Lignans
• Lactones
• Tetrahydrofurans
• Natural phenol drugs
• Phenol ethers