For research use only. Not for therapeutic Use.
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].
Secoisolariciresinol diglucoside (1-500 μM) possesses strong reducing power and high free radical scavenging activity for hydroxyl, peroxyl and DPPH free radicals[1].
Secoisolariciresinol diglucoside (1-50 μM; 24 h) attenuates human monocyte adhesion to and migration across human brain endothelial monolayers[2].
Secoisolariciresinol diglucoside (4 mg/mouse; a single p.o.) diminishes leukocyte adhesion and migration across blood-brain barrier (BBB) in neuroinflammation[2].
| Catalog Number | R066205 |
| CAS Number | 257930-74-8 |
| Synonyms | (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 |
| Molecular Formula | C32H46O16 |
| Purity | ≥95% |
| 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 |
| Reference | [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. [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. |
