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
Beilstein:
6611290
EC Number:
MDL number:
UNSPSC Code:
41116105
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
Antioxidant activity of secoisolariciresinol diglucoside-derived metabolites, secoisolariciresinol, enterodiol, and enterolactone
Prasad K.
The International journal of angiology : official publication of the International College of Angiology, Inc, 9(04), 220-225 (2000)
Sandra M Sacco et al.
Journal of medicinal food, 14(10), 1208-1214 (2011-06-15)
Flaxseed, rich in the phytoestrogen lignan secoisolariciresinol diglycoside (SDG), provides protection against bone loss at the lumbar vertebrae primarily when combined with low-dose estrogen therapy in the ovariectomized rat model of postmenopausal osteoporosis. Whether SDG metabolites are accessible to skeletal
K Struijs et al.
Journal of applied microbiology, 107(1), 308-317 (2009-03-24)
It has been investigated whether secoisolariciresinol (SECO) and anhydrosecoisolariciresinol (AHS), an acid degradation product of SECO, could be fermented in a similar way, and to a similar extent, by members of the intestinal microbiota. AHS and SECO were demethylated by
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
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