Azadiradione

Azadiradione is a limonoid that has been found in A. indica and has diverse biological activities. It inhibits heparin-induced tau aggregation by 54.2% in a cell-free assay when used at a concentration of 400 µM. Azadiradione inhibits the tautomerase activity of human, P. falciparum, and P. yoelii migration inhibitory factor (MIF, IC50s = 35.2, 45.6, and 43 µM, respectively). It is cytotoxic to HL-60 leukemia and SK-BR-3 breast cancer cells (IC50s = 14.7 and 15.9 µM, respectively) but not A549 lung, AZ-521 stomach, or CRL-1579 melanoma cells (IC50s = >20 µM for all). Azadiradione (10 mg/kg) decreases the mutant huntingtin aggregate load in the cortex, striatum, and hippocampus, improves motor function, and increases lifespan in the R6/2 transgenic mouse model of Huntington's disease. It increases the levels of heat shock factor 1 (Hsf1), heat shock protein 70 (Hsp70), and ubiquitin-protein ligase E3A (Ube3a) in the mouse cortex and striatum in the same model. Azadiradione (10 mg/kg) also reduces blood glucose levels and alpha-amylase activity, as well as serum triglyceride and HDL levels, in a rat model of diabetes induced by streptozotocin (Cay-13104).Formal Name: (5alpha,7alpha,13alpha,17alpha)-7-(acetyloxy)-21,23-epoxy-4,4,8-trimethyl-24-norchola-1,14,20,22-tetraene-3,16-dione. CAS Number: 26241-51-0. Molecular Formula: C28H34O5. Formula Weight: 450.6. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform: Sparingly Soluble: 1-10 mg/ml, Methanol: Slightly Soluble: 0.1-1 mg/ml. SMILES: C[C@]12C([C@]([C@]3([H])C4=COC=C4)(CC[C@]1([H])[C@@]5([C@@](C(C)(C(C=C5)=O)C)([H])C[C@H]2OC(C)=O)C)C)=CC3=O. InChi Code: InChI=1S/C28H34O5/c1-16(29)33-23-14-20-25(2,3)22(31)8-11-26(20,4)19-7-10-27(5)21(28(19,23)6)13-18(30)24(27)17-9-12-32-15-17/h8-9,11-13,15,19-20,23-24H,7,10,14H2,1-6H3/t19-,20+,23-,24-,26-,27-,28-/m1/s1. InChi Key: KWAMDQVQFVBEAU-HMWIRDDCSA-N. Origin: Synthetic.