| Identification | Back Directory | [Name]
Secoisolariciresinol diglucoside | [CAS]
257930-74-8 | [Synonyms]
β-D-Glucopyranoside, (2S,3S)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis- | [Molecular Formula]
C32H46O16 | [MDL Number]
MFCD03427692 | [MOL File]
257930-74-8.mol | [Molecular Weight]
686.7 |
| Chemical Properties | Back Directory | [Boiling point ]
989.2±65.0 °C(Predicted) | [density ]
1.52±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
9.80±0.20(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Uses]
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][2]. | [Biological Activity]
Secoisolariciresinol diglucoside ((S,S)-SDG), the major lignan in whole wheat flaxseed, has anti-inflammatory, antioxidant, anti-mutagenic, antimicrobial, 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. | [in vivo]
Secoisolariciresinol diglucoside (4 mg/mouse; a single po) diminishes leukocyte adhesion and migration across blood-brain barrier (BBB) in neuroinflammation. | Animal Model: < /td> | Hand feeding mice (10 weeks old, male) are injected with TNFα | | Dosage: | 4 mg/mouse | | Administration: | Po 2 h before ic administration of TNFα | | Result: | Attenuated adhesion of leukocytes to the endothelium by 50% and attenuated migration of leukocytes across the BBB by 64%. | | [References]
[1] Mishra OP, et al. Synthesis and antioxidant evaluation of (S,S)- and (R,R)-secoisolariciresinol diglucosides (SDGs). Bioorg Med Chem Lett. 2013 Oct 1;23(19):5325-8. DOI:10.1016/j.bmcl.2013.07.062
[2] Rom S, et, al. Secoisolariciresinol diglucoside is a blood-brain barrier protective and anti-inflammatory agent: implications for neuroinflammation. J Neuroinflammation. 2018 Jan 27;15(1):25. DOI:10.1186/s12974-018-1065-0 |
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