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Secoisolariciresinol diglucoside - 99%, high purity , CAS No.257930-74-8

    Grade & Purity:
  • ≥99%
In stock
Item Number
S647038
Grouped product items
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S647038-5mg
5mg
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$96.90
S647038-10mg
10mg
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$168.90
S647038-25mg
25mg
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$336.90
S647038-50mg
50mg
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$468.90
S647038-100mg
100mg
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$804.90

Phenylpropanoids Lignans Phenols Polyphenols

Basic Description

Specifications & Purity ≥99%
Biochemical and Physiological Mechanisms Secoisolariciresinol diglucoside ((S,S)-SDG), the main lignan in wholegrain flaxseed, is known for its beneficial effects including anti-inflammatory, antioxidant, anti-mutagenic, anti-microbial, anti-obesity, hypolipidemic, and neuroprotective effects [1
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Secoisolariciresinol diglucoside ((S,S)-SDG), the main lignan in wholegrain flaxseed, is known for its beneficial effects including anti-inflammatory, antioxidant, anti-mutagenic, anti-microbial, anti-obesity, hypolipidemic, and neuroprotective effects.

In Vitro

Secoisolariciresinol diglucoside (1-500 μM) possesses strong reducing power and high free radical scavenging activity for hydroxyl, peroxyl and DPPH free radicals. Secoisolariciresinol diglucoside (1-50 μM; 24 h) attenuates human monocyte adhesion to and migration across human brain endothelial monolayers. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Secoisolariciresinol diglucoside (4 mg/mouse; a single p.o.) diminishes leukocyte adhesion and migration across blood-brain barrier (BBB) in neuroinflammation. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Hand feeding mice (10 weeks old, male) are injected with TNFαDosage: 4 mg/mouse Administration: P.o. 2 h before i.c. administration of TNFα Result: Attenuated adhesion of leukocytes to the endothelium by 50% and attenuated migration of leukocytes across the BBB by 64%.

Form:Solid

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lignans, neolignans and related compounds
Class Lignan glycosides
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Lignan glycosides
Alternative Parents Dibenzylbutane lignans  Fatty acyl glycosides of mono- and disaccharides  Alkyl glycosides  O-glycosyl compounds  Methoxyphenols  Anisoles  Methoxybenzenes  Phenoxy compounds  Alkyl aryl ethers  1-hydroxy-2-unsubstituted benzenoids  Monosaccharides  Oxanes  Secondary alcohols  Acetals  Polyols  Oxacyclic compounds  Hydrocarbon derivatives  Primary alcohols  
Molecular Framework Aromatic heteromonocyclic compounds
Substituents Lignan glycoside - Dibenzylbutane lignan skeleton - Fatty acyl glycoside of mono- or disaccharide - Fatty acyl glycoside - Alkyl glycoside - O-glycosyl compound - Glycosyl compound - Methoxyphenol - Anisole - Methoxybenzene - Phenol ether - Phenoxy compound - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monosaccharide - Oxane - Fatty acyl - Monocyclic benzene moiety - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Ether - Polyol - Organic oxygen compound - Primary alcohol - Hydrocarbon derivative - Alcohol - Organooxygen compound - Aromatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.
External Descriptors Not available

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (2R,3R,4S,5S,6R)-2-[(2S,3S)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
INCHI InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3/t17-,18-,23-,24-,25-,26-,27+,28+,29-,30-,31-,32-/m1/s1
InChIKey SBVBJPHMDABKJV-NNSPVXBOSA-N
Smiles COC1=C(C=CC(=C1)CC(COC2C(C(C(C(O2)CO)O)O)O)C(CC3=CC(=C(C=C3)O)OC)COC4C(C(C(C(O4)CO)O)O)O)O
Isomeric SMILES COC1=C(C=CC(=C1)C[C@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@H](CC3=CC(=C(C=C3)O)OC)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
PubChem CID 72189390
Molecular Weight 686.70

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility H2O : ≥ 100 mg/mL (145.62 mM)

Solution Calculators

Reviews

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