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:
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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Hisashi Nishiwaki et al.
Bioscience, biotechnology, and biochemistry, 75(9), 1735-1739 (2011-09-08)
The larvicidal activity against Culex pipiens of all stereoisomers of dihydroguaiaretic acid (DGA) and secoisolariciresinol was measured, and these DGAs were found to be potent. Sixteen (-)-DGA derivatives were then newly synthesized to analyze their structure-activity relationship. Two derivatives monohydroxylated
Carol J Fabian et al.
Cancer prevention research (Philadelphia, Pa.), 3(10), 1342-1350 (2010-08-21)
Preclinical and correlative studies suggest reduced breast cancer with higher lignan intake or blood levels. We conducted a pilot study of modulation of risk biomarkers for breast cancer in premenopausal women after administration of the plant lignan secoisolariciresinol given as
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