2-hydroxyestrone

Modify Date: 2024-01-03 19:17:55

2-hydroxyestrone structure	Common Name	2-hydroxyestrone
	CAS Number	362-06-1	Molecular Weight	286.36500
	Density	1.241g/cm3	Boiling Point	481.3ºC at 760 mmHg
	Molecular Formula	C₁₈H₂₂O₃	Melting Point	199-201ºC
	MSDS	N/A	Flash Point	259ºC

Use of 2-hydroxyestrone

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

Name	2-hydroxyestrone
Synonym	More Synonyms

Description	2-Hydroxyestrone (Catecholestrone) is a specific receptor-mediated antiestrogenic agent. 2-Hydroxyestrone is anticarcinogenic[1][2].
Related Catalog	Signaling Pathways >> Others >> Estrogen Receptor/ERR Research Areas >> Cancer Research Areas >> Endocrinology
Target	Human Endogenous Metabolite Estrogen receptor
In Vitro	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]. Cell Proliferation Assay[2] Cell Line: Human breast cancer cell lines MCF-7, MDA-MB-231, and MDA-MB-330 Concentration: 1-1000 nM Incubation Time: 6 days Result: 10 and 100 nM markedly suppressed the growth and proliferation of the cells in the presence of quinalizarin. The tumor cell growth-inhibitory action of the catechol estrogen was neutralized by the presence of 1 nM estradiol.
In Vivo	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]. Animal Model: Female and male Sprague-Dawley rats (6 weeks old)[3] Dosage: 2 mg/kg Administration: Administered i.p. Result: Levels of both 2-OHE1 and 2-OHE1 4SR in rats treated with 2-OHE1 were significantly different between the induced and noninduced groups.
References	[1]. H L Bradlow, et al. 2-Hydroxyestrone: the 'good' estrogen. J Endocrinol. 1996 Sep;150 Suppl:S259-65. [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. [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.

Density	1.241g/cm3
Boiling Point	481.3ºC at 760 mmHg
Melting Point	199-201ºC
Molecular Formula	C₁₈H₂₂O₃
Molecular Weight	286.36500
Flash Point	259ºC
Exact Mass	286.15700
PSA	57.53000
LogP	3.52300
Index of Refraction	1.609
Storage condition	2-8°C

Hazard Codes	Xi

Precursor 8
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DownStream 3
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2-hydroxyestron

2-Hydroxyestrone