Secoisolariciresinol Diglucoside

Secoisolariciresinol diglucoside (SDG) is a lignan that has been found in flaxseed with antioxidant, antiproliferative, antidiabetic, and cardioprotective biological activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805) radicals (IC50 = 78.9 µg/ml) in a cell-free assay and dose-dependently inhibits the growth of SW480 human colon cancer cells in vitro. Dietary administration of SDG reduces the number of proliferating tumor cells in an MCF-7 human breast cancer mouse xenograft model in the presence of circulating estrogen. It also increases insulin and decreases glucose serum levels in rats with diabetes induced by streptozotocin (Cay-13104) when administered at a dose of 20 mg/kg. SDG (20 mg/kg per day) decreases infarct size in rats with myocardial infarction induced by permanent occlusion of the left anterior descending coronary artery.Formal Name: (2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-beta-D-glucopyranoside. CAS Number: 158932-33-3. Synonyms: SDG. Molecular Formula: C32H46O16. Formula Weight: 686.7. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 5 mg/ml, Ethanol: 2 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 227, 279 nm. SMILES: O[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@H]1OC[C@]([C@@H](CC2=CC(OC)=C(O)C=C2)CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)([H])CC4=CC=C(O)C(OC)=C4. InChi Code: 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+/m0/s1. InChi Key: SBVBJPHMDABKJV-PGCJWIIOSA-N.