Ailanthone

Ailanthone is a quassinoid that has been found in Ailanthus and has diverse biological activities. It is active against the P. falciparum strains HB-3 and Dd-2 in vitro (IC50s = 0.003 and 0.037 µg/ml, respectively). Ailanthone is phytotoxic, inhibiting radish seed germination by 88% when used at a concentration of 1 mM. It inhibits dihydrotestosterone-induced androgen receptor transcriptional activity (IC50 = 69 nM in a reporter assay), as well as the growth and colony formation of LNCaP and 22RV1 androgen receptor-expressing cells, but not androgen receptor-negative PC3 and DU145 cells, when used at a concentration of 0.1 µM. Ailanthone (2 mg/kg) reduces tumor volume in 22Rv1, LNCaP, and VCaP castration-resistant prostate cancer (CRPC) mouse xenograft models.Formal Name: (1beta,11beta,12alpha)-11,20-epoxy-1,11,12-trihydroxy-picrasa-3,13(21)-diene-2,16-dione. CAS Number: 981-15-7. Synonyms: Delta13-Dehydrochaparrinone. Molecular Formula: C20H24O7. Formula Weight: 376.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: soluble. lambdamax: 238 nm. SMILES: C=C1[C@]([C@@]2([C@]3([H])[C@@](O)(OC2)[C@@H]1O)[C@@](O4)([H])C[C@@]([C@]3(C)[C@@H]5O)([H])C(C)=CC5=O)([H])CC4=O. InChi Code: InChI=1S/C20H24O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,10-11,13,15-17,23-25H,2,5-7H2,1,3H3/t10-,11-,13+,15+,16+,17+,18+,19+,20-/m0/s1. InChi Key: WBBVXGHSWZIJST-RLQYZCPESA-N. Origin: Plant/Ailanthus altissima.