Ailanthone , ≥98%（HPLC） , 981-15-7

Synonym(s):
Δ13-Dehydrochaparrinone;(1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione;13,21-Didehydrochaparrinone

CAS NO.：981-15-7

Empirical Formula: C20H24O7

Molecular Weight: 376.4

MDL number: MFCD01729487

PRODUCT Properties

• Melting point: 235-237 °C
• Boiling point: 641.0±55.0 °C(Predicted)
• Density: 1.47
• storage temp.: Sealed in dry,Store in freezer, under -20°C
• solubility: DMSO:100.0(Max Conc. mg/mL);265.67(Max Conc. mM)
• form: A crystalline solid
• pka: 11.85±0.70(Predicted)
• color: White to off-white
• InChIKey: WBBVXGHSWZIJST-BIKIFPNSNA-N
• SMILES: [C@]123CO[C@@]4(O)[C@H](O)C(=C)C1CC(=O)O[C@]2([H])C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]1(C)[C@]34[H] |&1:0,3,5,14,17,24,26,28,r|
• LogP: -0.760 (est)

Description and Uses

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.

Ailanthone has potent antineoplastic activity against anti-hepatocellular carcinoma (HCC) and has been shown to inhibit Huh7 cancer cell growth through cell cycle arrest and apoptosis in vitro and in vivo.

Safety

• Symbol(GHS): GHS06
• Signal word: Danger
• Hazard statements: H300
• Precautionary statements: P301+P330+P331+P310