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2-Hydroxyestradiol

Cayman Chemical Item Number 13019

2-HE2; NSC 61711 (CAS 362-05-0)

2-Hydroxyestradiol (CAS 362-05-0)

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Description

2-hydroxy Estradiol (2-HE2) is a cytochrome P450 metabolite of estradiol with low affinity for estrogen receptors. 2-HE is rapidly metabolized by catechol-O-methyltransferase (COMT) to form 2-methoxy estradiol (2-ME2) with a half-life of approximately ten minutes in rat.1 2-ME2 has achieved considerable attention as an anti-cancer agent acting as an angiogenesis inhibitor via the HIF-1a pathway.2,3,4 Due to the rapid metabolism of 2-HE2, the effects attributed to 2-HE2, may actually be those of 2-ME2.1

1 Zacharia, L.C., Piché, C.A., Fielding, R.M., et al. 2-hydroxyestradiol is a prodrug of 2-methoxyestradiol. J Pharmacol Exp Ther 309(3) 1093-1097 (2004).

2 Mooberry, S.L. New insights into 2-methoxyestradiol, a promising antiangiogenic and antitumor agent. Curr Opin Oncol 15 425-430 (2003).

3 Mooberry, S.L. Mechanism of action of 2-methoxyestradiol: New developments. Drug Resist Updat 6 355-361 (2003).

4 Becker, C.M., Rohwer, N., Funakoshi, T., et al. 2-methoxyestradiol inhibits hypoxia-inducible factor-1a and suppressess growth of lesions in a mouse model of endometriosis. Am J Pathol 172(2) 534-544 (2008).

Synonyms
  • 2-HE2
  • NSC 61711
Formal Name estra-​1,​3,​5(10)-​triene-​2,​3,​17β-​triol
CAS Number 362-05-0
Molecular Formula C18H24O3
Formula Weight 288.4
Formulation A crystalline solid
Purity ≥95%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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OC1=C(O)​C=C(CC[C@]​2([H]​)​[C@]​3([H]​)​CC[C@@]​4(C)​[C@@]​2([H]​)​CC[C@@H]​4O)​C3=C1

Background Reading

Becker, C.M., Rohwer, N., Funakoshi, T., et al. 2-methoxyestradiol inhibits hypoxia-inducible factor-1a and suppressess growth of lesions in a mouse model of endometriosis. Am J Pathol 172(2) 534-544 (2008).

Mooberry, S.L. Mechanism of action of 2-methoxyestradiol: New developments. Drug Resist Updat 6 355-361 (2003).

Mooberry, S.L. New insights into 2-methoxyestradiol, a promising antiangiogenic and antitumor agent. Curr Opin Oncol 15 425-430 (2003).

Zacharia, L.C., Piché, C.A., Fielding, R.M., et al. 2-hydroxyestradiol is a prodrug of 2-methoxyestradiol. J Pharmacol Exp Ther 309(3) 1093-1097 (2004).

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2-Hydroxyestradiol is available in the following screening library:

Size Price Quantity Subtotal
1 mg $39.00 $0.00
5 mg $176.00 $0.00
10 mg $312.00 $0.00
25 mg $683.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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