Silychristin

Silychristin is a flavonolignan that has been found in S. marianum and has diverse biological activities. It inhibits monocarboxylate transporter 8 (MCT8, IC50 = ~100 nM) and MCT8-dependent uptake of the thyroid hormone 3,3',5-triiodo-L-thyronine (T3) in MDCK cells and primary mouse astrocytes (IC50s = 170 and 50 nM, respectively). Silychristin scavenges DPPH (Cay-14805) radicals in a cell-free assay (IC50 = 18.97 µM) and inhibits tert-butyl-induced lipid peroxidation in rat liver microsomes (IC50 = 5.45 µM). It also inhibits P-glycoprotein (P-gp) in P-gp-containing membranes (IC50 = 21 µM) and LPS-induced production of nitric oxide (NO) in RAW 264.7 cells (IC50 = 65 µM).Formal Name: (2R,3R)-2-[(2R,3S)-2,3-dihydro-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-5-benzofuranyl]-2,3-4H-1-benzopyran-4-one. CAS Number: 33889-69-9. Synonyms: Silychristin A, (+)-Silychristin. Molecular Formula: C25H22O10. Formula Weight: 482.4. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 25 mg/ml, DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml, DMSO: 25 mg/ml. SMILES: OC[C@@H]1C2=CC([C@@]3([H])OC4=CC(O)=CC(O)=C4C([C@@H]3O)=O)=CC(O)=C2O[C@@]1([H])C5=CC(OC)=C(C=C5)O. InChi Code: InChI=1S/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3/t14-,22+,23+,24-/m1/s1. InChi Key: BMLIIPOXVWESJG-LMBCONBSSA-N. Origin: Plant/Silybum marianum.