Introduction:Basic information about CAS 362-06-1|2-hydroxyestrone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 2-hydroxyestrone |
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| CAS Number | 362-06-1 | Molecular Weight | 286.36500 |
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| Density | 1.241g/cm3 | Boiling Point | 481.3ºC at 760 mmHg |
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| Molecular Formula | C18H22O3 | Melting Point | 199-201ºC |
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| MSDS | / | Flash Point | 259ºC |
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Names
| Name | 2-hydroxyestrone |
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| Synonym | More Synonyms |
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2-hydroxyestrone BiologicalActivity
| Description | 2-Hydroxyestrone (Catecholestrone) is a specific receptor-mediated antiestrogenic agent. 2-Hydroxyestrone is anticarcinogenic[1][2]. |
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| Related Catalog | Signaling Pathways >>Others >>Estrogen Receptor/ERRResearch Areas >>CancerResearch Areas >>Endocrinology |
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| Target | Human Endogenous Metabolite Estrogen receptor |
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| 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. |
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| 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. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.241g/cm3 |
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| Boiling Point | 481.3ºC at 760 mmHg |
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| Melting Point | 199-201ºC |
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| Molecular Formula | C18H22O3 |
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| Molecular Weight | 286.36500 |
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| Flash Point | 259ºC |
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| Exact Mass | 286.15700 |
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| PSA | 57.53000 |
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| LogP | 3.52300 |
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| Index of Refraction | 1.609 |
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| InChIKey | SWINWPBPEKHUOD-JPVZDGGYSA-N |
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| SMILES | CC12CCC3c4cc(O)c(O)cc4CCC3C1CCC2=O |
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| Storage condition | 2-8°C |
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Safety Information
Synonyms
| 3-Methoxypicolinimidamidehydrochloride |
| 3-O-Methyl 17|A-Estradiol |
| 2-hydroxyestron |
| 2-Hydroxyestrone |