| Identification | Back Directory | [Name]
ailanthone | [CAS]
981-15-7 | [Synonyms]
ailanthone
Δ13-Dehydrochaparrinone
13,21-Didehydrochaparrinone
11β,20-Epoxy-1β,11,12α-trihydroxypicrasa-3,13(21)-diene-2,16-dione
(1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione
Picrasa-3,13(21)-diene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)-
Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1β,11β,12α)- | [Molecular Formula]
C20H24O7 | [MDL Number]
MFCD01729487 | [MOL File]
981-15-7.mol | [Molecular Weight]
376.403 |
| Chemical Properties | Back Directory | [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 | [LogP]
-0.760 (est) |
| Hazard Information | Back Directory | [Description]
Ailanthone is a quassinoid that has been found in Ailanthus and has diverse biological activities.1,2,3 It is active against the P. falciparum strains HB-3 and Dd-2 in vitro (IC50s = 0.003 and 0.037 μg/ml, respectively).1 Ailanthone is phytotoxic, inhibiting radish seed germination by 88% when used at a concentration of 1 mM.2 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.3 Ailanthone (2 mg/kg) reduces tumor volume in 22Rv1, LNCaP, and VCaP castration-resistant prostate cancer (CRPC) mouse xenograft models. | [Uses]
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. | [Definition]
ChEBI: Ailanthone is a triterpenoid. |
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