17β-Hydroxy exemestane

17β-Hydroxy exemestane (17-H-EXE) is the primary active metabolite of Exemestane (HY-13632) . 17β-Hydroxy exemestane is an aromatase inhibitor (IC50 = 69 nM) and an androgen receptor (AR) agonist (IC50 = 39.6 nM) that is selective for AR over estrogen receptor α (ERα; IC50 = 21.2 μM) . 17β-Hydroxy exemestane stimulates growth of AR- and ERα-positive MCF-7 (EC50= 2.7 μM) and T47D breast cancer cells (EC50s = 0.43 and 1500 nM for AR- and ER-mediated growth, respectively) and inhibits proliferation of testosterone-treated aromatase-overexpressing MCF-7 cells. 17β-Hydroxy exemestane inhibits increases in serum cholesterol and LDL levels and prevents decreases in bone mineral density in the lumbar vertebrae and femur, as well as femoral bending strength and compressive strength of the fifth lumbar vertebrae in ovariectomized rats[1][2][3][4][5].

Product Specifications

CAS Number

[122370-91-6]

UNSPSC

12352211

Hazard Statement

H319-H361

Target

Androgen Receptor; Estrogen Receptor/ERR; LDLR

Related Pathways

Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor

Field of Research

Cancer; Metabolic Disease

Smiles

C[C@@]12[C@]3([H])[C@](CC(C1=CC(C=C2)=O)=C)([H])[C@@]4([H])[C@](CC3)([C@H](CC4)O)C

Molecular Formula

C20H26O2

Molecular Weight

298.42

Precautions

P264-P280-P305+P351+P338-P405-P501

References & Citations

[1]Goss PE, et al. Effects of the steroidal aromatase inhibitor exemestane and the nonsteroidal aromatase inhibitor letrozole on bone and lipid metabolism in ovariectomized rats. Clin Cancer Res. 2004 Sep 1;10 (17) :5717-23.|[2]Buzzetti F, et al. Synthesis and aromatase inhibition by potential metabolites of exemestane (6-methylenandrosta-1,4-diene-3,17-dione) . Steroids. 1993 Nov;58 (11) :527-32. |[3]Ariazi EA, et al. Exemestane's 17-hydroxylated metabolite exerts biological effects as an androgen. Mol Cancer Ther. 2007 Nov;6 (11) :2817-27.|[4]Ariazi EA, et al. Exemestane's 17-hydroxylated metabolite exerts biological effects as an androgen. Mol Cancer Ther. 2007 Nov;6 (11) :2817-27. |[5]Varela CL, et al. Exemestane metabolites: Synthesis, stereochemical elucidation, biochemical activity and anti-proliferative effects in a hormone-dependent breast cancer cell line. Eur J Med Chem. 2014 Nov 24;87:336-45.