2-Hydroxyestradiol, Cytochrome P450 metabolite of estradiol (ab142519)

Overview

  • Product name

    2-Hydroxyestradiol, Cytochrome P450 metabolite of estradiol
  • Description

    Cytochrome P450 metabolite of estradiol
  • Biological description

    Cytochrome P450 metabolite of estradiol with low affinity for estrogen receptors. Stimulates increase in β-adrenergic receptor density. Biological effects mediated by 2-methoxyestradiol after methylation of 2OHE by catechol-O-methyltransferase (COMT). Active in vivo and in vitro.
  • CAS Number

    362-05-0
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-2,3,17-triol

  • Molecular weight

    288.38
  • Molecular formula

    C18H24O3
  • PubChem identifier

    247304
  • Storage instructions

    Shipped at Room Temperature. Store at -20°C. The product can be stored for up to 12 months.
  • Solubility overview

    This product is soluble in ethanol, DMSO, and DMF to about 20 mg/ml.
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CC12CCC3C(C1CCC2O)CCC4=CC(=C(C=C34)O)O
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Tofovic SP Estrogens and development of pulmonary hypertension: interaction of estradiol metabolism and pulmonary vascular disease. J Cardiovasc Pharmacol 56:696-708 (2010). Read more (PubMed: 20881610) »
  • Zacharia LC  et al. 2-hydroxyestradiol is a prodrug of 2-methoxyestradiol. J Pharmacol Exp Ther 309:1093-7 (2004). Read more (PubMed: 14872091) »
  • Bhavnani BR Pharmacokinetics and pharmacodynamics of conjugated equine estrogens: chemistry and metabolism. Proc Soc Exp Biol Med 217:6-16 (1998). Read more (PubMed: 9421201) »
  • Spicer LJ & Hammond JM Regulation of ovarian function by catecholestrogens: current concepts. J Steroid Biochem 33:489-501 (1989). Read more (PubMed: 2554062) »

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