Apoptone (HE-3235)

• CAT Number: I002600
• CAS Number: 183387-50-0
• Molecular Formula: C21H32O2
• Molecular Weight: 316.485
• Purity: ≥95%
• Target: Androgen Receptor
• Solubility: Soluble in DMSO, not in water
• Storage: -20°C
• IUPAC Name: (3R,5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,17-diol
• InChI: InChI=1S/C21H32O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h1,14-18,22-23H,5-13H2,2-3H3/t14-,15+,16+,17-,18-,19-,20-,21-/m0/s1
• InChIKey: CKAXZOYFIHQCBN-JRRMKBMNSA-N
• SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4(C#C)O)C)O

Apoptone(CAT: I002600), also known as HE3235, is an orally bioavailable adrenal steroid analog with potential antineoplastic activity. Androstane steroid HE3235 appears to bind the androgen receptor (AR), down-regulating anti-apoptotic genes, such as Bcl-2, while increasing the expression of pro-apoptotic genes, such as caspases. In vitro and in vivo studies indicate that this agent inhibits androstenediol-dependent LNCaP cell tumor growth. In addition, HE3235 may potentiate chemotherapeutic agents by down-regulating ABCG2, the gene encoding the multi-drug resistant (MDR) protein MDR2.

Reference

1: Koreckij TD, Trauger RJ, Montgomery RB, Pitts TE, Coleman I, Nguyen H, Reading CL, Nelson PS, Vessella RL, Corey E. HE3235 inhibits growth of castration-resistant prostate cancer. Neoplasia. 2009 Nov;11(11):1216-25. PubMed  PMID: 19881957; PubMed Central PMCID: PMC2767223.