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MilliporeSigma

40043

Matairesinol

≥85% (HPLC)

Synonym(s):

(αR,βR)-α,β-Bis(4-hydroxy-3-methoxybenzyl)butyrolactone

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About This Item

Empirical Formula (Hill Notation):
C20H22O6
CAS Number:
580-72-3
Molecular Weight:
358.39
Beilstein/REAXYS Number:
7826317
MDL number:
MFCD03453216
UNSPSC Code:
41116105
PubChem Substance ID:
329755924
NACRES:
NA.21

Key Documents

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Quality Level

100

assay

≥85% (HPLC)

storage temp.

2-8°C

SMILES string

COc1cc(C[C@H]2COC(=O)[C@@H]2Cc3ccc(O)c(OC)c3)ccc1O

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/s1

Inchi Key

MATGKVZWFZHCLI-LSDHHAIUSA-N

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Other Notes

Matairesinol, a phytoestrogen is employed as dietary supplement leading to metabolites with estrogenic properties[1]; HPLC determination of matairesinol[2]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB2725
BCBQ6689V
BCBW3093

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L.P. Meagher, G.R. Beecher
J. Food Compos. Anal., 13, 935-935 (2000)
Tanja Kraushofer et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 777(1-2), 61-66 (2002-09-25)
A HPLC method coupled with coulometric electrode array detection for the determination of matairesinol in flax seed is described. The defatted sample was spiked with bisphenol A (internal standard), refluxed for 75 min in a mixture of ethanol-bidistilled water-12 M
Boram Lee et al.
Biochemical and biophysical research communications, 421(1), 76-80 (2012-04-10)
Mitochondrial reactive oxygen species (mROS) are involved in cancer initiation and progression and function as signaling molecules in many aspects of hypoxia and growth factor-mediated signaling. Here we report that matairesinol, a natural small molecule identified from the cell-based screening
Saya Kawahara et al.
Bioscience, biotechnology, and biochemistry, 74(9), 1878-1883 (2010-09-14)
The IgE-suppressive activity of (-)-matairesinol is demonstrated, and the structure-activity relationship of (-)-matairesinol clarified. 3',4-Dihydroxy-3,4'-dimethoxylignano-9,9'-lactone showed higher IgE-suppressive activity than (-)-matairesinol without any cytotoxic activity. Some derivatives bearing a longer and more bulky alkoxy group at the 3 or 4
Johanna W Lampe et al.
Journal of AOAC International, 89(4), 1174-1181 (2006-08-19)
Phytoestrogens occur naturally in plants and are structurally similar to mammalian estrogens. The lignans are a class of phytoestrogen and can be metabolized to the biologically active enterolignans, enterodiol, and enterolactone by a consortium of intestinal bacteria. Secoisolariciresinol diglucoside (SDG)
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