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42945

Sigma-Aldrich

(−)-Hydroxymatairesinol, mixture of epimers

≥90% (HPLC)

Synonym(s):

(3R,4R)-Dihydro-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone, 7-Hydroxymatairesinol-7-allo-Hydroxymatairesinol mixture

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About This Item

Empirical Formula (Hill Notation):
C20H22O7
CAS Number:
347359-71-1
Molecular Weight:
374.38
UNSPSC Code:
12352200
PubChem Substance ID:
329756290

assay

≥90% (HPLC)

SMILES string

COc1cc(C[C@H]2COC(=O)[C@H]2C(O)c3ccc(O)c(OC)c3)ccc1O

InChI

1S/C20H22O7/c1-25-16-8-11(3-5-14(16)21)7-13-10-27-20(24)18(13)19(23)12-4-6-15(22)17(9-12)26-2/h3-6,8-9,13,18-19,21-23H,7,10H2,1-2H3/t13-,18+,19?/m0/s1

Inchi Key

ZZSOKNNVDKKSDE-HDOPWBOFSA-N

Application

This product is an epimeric mixture of hydroxymatairesinol, a plant phytoestrogen, which may be used to study its proestrogenic, antioxidant and chemopreventative properties.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Environment
GHS09

signalword

Warning

hcodes

H400

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBN8489V
BCBL8760V
BCBG3349V
BCBG3349

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Marco Cosentino et al.
Pharmacological research, 56(2), 140-147 (2007-06-19)
Lignans are plant polyphenols which may possess anticancer, antioxidant, antimicrobial, anti-inflammatory and immunomodulatory activities. In particular, the lignan 7-hydroxymatairesinol (HMR/lignan, HMR) is a novel precursor of the mammalian lignan enterolactone (EL). In the present study, we investigated the estrogenicity of
Daiki Miura et al.
Nutrition and cancer, 58(1), 49-59 (2007-06-19)
Both epidemiological and experimental evidence is accumulating to show that a lignan-rich diet may reduce the risk of human breast cancer. Possible anti-cancer effects of dietary lignans on hepatomas or hepatoma cells have not been the topic of earlier studies.
Marco Cosentino et al.
International immunopharmacology, 10(3), 339-343 (2009-12-17)
The pharmacological profile of the lignan 7-hydroxymatairesinol (HMR/lignan, HMR) includes chemopreventive effects, antioxidant properties, and mild proestrogenic activity. The present study was devised to investigate the effects of HMR on THP-1 cells, an established model of human monocytes, and on

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