2-Hydroxyestrone  (Synonyms: Catecholestrone)

2-Hydroxyestrone (Catecholestrone) is a specific receptor-mediated antiestrogenic agent. 2-Hydroxyestrone is anticarcinogenic^[1][2].

2-Hydroxyestrone exhibits antiestrogen action on MCF-7 human breast cancer cells. Addition of 2-Hydroxyestrone to the cell cultures in concentration of 1-1000 nM has no effect on cell growth and proliferation because of rapid O-methylation of the catechol estrogen by catechol O-methyltransferase which is highly active in these cells. In the presence of quinalizarin, a potent catechol O-methyltransferase inhibitor which reduces the O-methylation of the steroid, 10 and 100 nM 2-Hydroxyestrone markedly suppresses the growth and proliferation of the cells^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Levels of both 2-Hydroxyestrone (2-OHE1; 2 mg/kg; administered ip.) and  2-Hydroxyestrone 4-N-acetylcysteine thioether (2-OHE1 4SR) in rats treated with 2-Hydroxyestrone were significantly different between the induced and noninduced groups^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

286.37

C₁₈H₂₂O₃

362-06-1

Solid

White to light yellow

C[C@]1([C@](CC2)([H])[C@]3([H])CCC4=C(C=C(O)C(O)=C4)[C@@]3([H])CC1)C2=O

Room temperature in continental US; may vary elsewhere.

• [1]. H L Bradlow, et al. 2-Hydroxyestrone: the 'good' estrogen. J Endocrinol. 1996 Sep;150 Suppl:S259-65.  [Content Brief]

  [2]. J Schneider, et al. Antiestrogen action of 2-Hydroxyestrone on MCF-7 human breast cancer cells. J Biol Chem. 1984 Apr 25;259(8):4840-5.  [Content Brief]

  [3]. M Nakagomi, et al. Quantitation of catechol estrogens and their N-acetylcysteine conjugates in urine of rats and hamsters. Chem Res Toxicol. 2000 Dec;13(12):1208-13.  [Content Brief]