≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
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
| Canonical 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 |
|---|---|
| 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 |
| InChIKey | SBVBJPHMDABKJV-NNSPVXBOSA-N |
| 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 |
| 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 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →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 |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Solubility | H2O : ≥ 100 mg/mL (145.62 mM) |
|---|
