SML2143

Ailanthone

≥98% (HPLC), androgen receptor inhibitor, powder

• Synonym(s): Δ13-Dehydrochaparrinone, (1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione, 13,21-Didehydrochaparrinone
• Empirical Formula (Hill Notation): C₂₀H₂₄O₇
• CAS Number: 981-15-7
• Molecular Weight: 376.40
• NACRES: NA.77
• UNSPSC Code: 12352200
• EC Number: 683-145-8
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: Ailanthone, ≥98% (HPLC)
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: O[C@@H]1C([C@]([C@@]2([C@]3([H])[C@@]1(O)OC2)[C@@](O4)([H])C[C@@]([C@]3(C)[C@@H]5O)([H])C(C)=CC5=O)([H])CC4=O)=C
• 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

Description

Biochem/physiol Actions

Ailanthone, natural compound isolated from Ailanthus altissima (Simaroubaceae), is a potent inhibitor of androgen receptor (AR) that blocks activities of full-length AR and AR splice variants. It overcomes MDV3100 (Enzalutamide)-resistance in castration-resistant prostate cancer cell lines. Ailanthone disrupts the interaction between AR and the chaperones HSP90, HSP70, and HSP40, which leads to AR ubiquitination and degradation.

potent inhibitor of androgen receptor (AR) that blocks activities of full-length AR and AR splice variants.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Codes: H300
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable