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04157

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Matairesinol

analytical standard

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:
Molecular Weight:
358.39
Beilstein/REAXYS Number:
7826317
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

impurities

≤5.0% water

application(s)

food and beverages

format

neat

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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General description

Matairesinol, an enterolignan precursor and a naturally occurring dibenzylbutyrolactone lignan, is widely found in several plant-based foods, including oilseeds, whole grains, vegetables, and fruits. It is reported to have antioxidant, anti-estrogenic and anti-tumor properties.[1][2]

Application

Matairesinol may be used as an analytical standard for the determination of the analyte in flax seeds,[3] food products,[4] transformed hairy root culture of Linum usitatissimum[5] and human serum[6] by chromatography based techniques.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Determination of plant and enterolignans in human serum by high-performance liquid chromatography with tandem mass spectrometric detection
Smeds AI, et al.
Journal of Pharmaceutical and Biomedical Analysis, 41(3), 898-905 (2006)
Determination of matairesinol in flax seed by HPLC with coulometric electrode array detection
Kraushofer T and Sontag G
Journal of Chromatography. B, Biomedical Sciences and Applications, 777(1-2), 61-66 (2002)
Optimization of a liquid chromatography- tandem mass spectrometry method for quantification of the plant lignans secoisolariciresinol, matairesinol, lariciresinol, and pinoresinol in foods
Milder IEJ, et al.
Journal of Agricultural and Food Chemistry, 52(15), 4643-4651 (2004)
Thomas Sandberg et al.
Journal of computational chemistry, 30(16), 2666-2673 (2009-04-28)
Molecular dynamics simulations were performed on the naturally occuring lignan hydroxymatairesinol (HMR) using the GROMACS software. The aim of this study was to explore the conformational behavior of HMR in aqueous solution adopting the TIP4P model. The topology of HMR
Determination of lignans, phenolic acids and antioxidant capacity in transformed hairy root culture of Linum usitatissimum
Gabr AMM, et al.
Natural product research, 32(15), 1867-1871 (2018)

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