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Merck

60372

Secoisolariciresinol

≥95.0% (HPLC)

Synonym(s):

(2R,3R)-2,3-Bis(4-hydroxy-3-methoxybenzyl)-1,4-butanediol

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About This Item

Empirical Formula (Hill Notation):
C20H26O6
Molecular Weight:
362.42
UNSPSC Code:
41116105
NACRES:
NA.21
PubChem Substance ID:
EC Number:
249-599-2
Beilstein/REAXYS Number:
6611290
MDL number:
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Quality Level

assay

≥95.0% (HPLC)

form

solid

SMILES string

OC[C@@H]([C@H](CO)CC1=CC=C(O)C(OC)=C1)CC2=CC(OC)=C(O)C=C2

InChI

1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1

InChI key

PUETUDUXMCLALY-HOTGVXAUSA-N

Application

Secoisolariciresinol is a metabolite of secoisolariciresinol diglucoside (SDG), an antioxidant present in flaxseed.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Physical form

mixture of enantiomers of the (R*,R*)-diastereoisomer

Other Notes

Component of functional food. Flaxseed lignan with antioxidant activity


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Niina M Saarinen et al.
The British journal of nutrition, 104(6), 833-841 (2010-04-15)
Limited information is available on lignan metabolism and tissue distribution between sexes and the effects of prolonged lignan exposure on tissue concentrations. In the present study, excretion and tissue distribution of lignans were compared after 1 d and 7 d
M R O'Neil et al.
Domestic animal endocrinology, 37(3), 148-158 (2009-06-30)
To evaluate the estrogenic potential of secoisolariciresinol diglycoside (SDG) found in linseed meal (LSM) on visceral organ mass, IGF-I, and thyroid hormone (T(3) and T(4)) concentrations, 48 multiparous, ovariectomized ewes (54.6 +/- 1.1 kg) were used in a 3 x
Anni Woting et al.
FEMS microbiology ecology, 72(3), 507-514 (2010-04-08)
The bioactivity of lignans depends on their transformation by gut bacteria. The intestinal bacteria Clostridium saccharogumia, Eggerthella lenta, Blautia producta and Lactonifactor longoviformis convert the plant lignan secoisolariciresinol diglucoside via secoisolariciresinol (SECO) into the bioactive enterolignans enterodiol (ED) and enterolactone



Global Trade Item Number

SKUGTIN
60372-25MG-F04061833277706
60372-5MG-F04061832675763