ailanthone
ailanthone Basic information
- Product Name:
- ailanthone
- Synonyms:
-
- 11β,20-Epoxy-1β,11,12α-trihydroxypicrasa-3,13(21)-diene-2,16-dione
- 13,21-Didehydrochaparrinone
- ailanthone
- Picrasa-3,13(21)-diene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)-
- (1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione
- Δ13-Dehydrochaparrinone
- Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1β,11β,12α)-
- (1beta,11alpha,12alpha)-1,11,12-trihydroxy-11,20-epoxypicras...
- CAS:
- 981-15-7
- MF:
- C20H24O7
- MW:
- 376.4
- Product Categories:
-
- Diterpenoids
- Mol File:
- 981-15-7.mol
ailanthone Chemical 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
- LogP
- -0.760 (est)
ailanthone Usage And Synthesis
Description
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.
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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