1. APIs
  2. Estradiol
  3. Estradiol Metabolites
  4. 2-Hydroxyestradiol

2-Hydroxyestradiol

Structure

MOL SDF CML

CASRN

362-05-0

Notes

Formed in liver by CYP1A2, CYP3A4, and CYP2C9. Major metabolic pathway of estradiol in liver. Has about 7% and 11% the affinity of estradiol to ERα and ERβ, respectively. Weakly estrogenic, with some antagonistic effects. Can be further metabolized to 2-methoxyestradiol by catechol O-methyltransferase (COMT) in the liver. Can also be metabolized to free radicals that cause DNA damage.

References

  1. Cheng, Z.-N.; Shu, Y.; Liu, Z.-Q.; Wang, L.-S.; Ou-Yang, D.-S.; Hong-Hao, Z., Role of cytochrome P450 in estradiol metabolism in vitro. Acta Pharmacologica Sinica 2001, 22 (2), 148-154. (View all citations for this reference)
  2. Wikipedia: 2-Hydroxyestradiol (View all citations for this reference)
  3. DrugBank: Estradiol
    Wishart DS, Feunang YD, Guo AC, Lo EJ, Marcu A, Grant JR, Sajed T, Johnson D, Li C, Sayeeda Z, Assempour N, Iynkkaran I, Liu Y, Maciejewski A, Gale N, Wilson A, Chin L, Cummings R, Le D, Pon A, Knox C, Wilson M. DrugBank 5.0: a major update to the DrugBank database for 2018. Nucleic Acids Res. 2017 Nov 8. doi: 10.1093/nar/gkx1037     (View all citations for this reference)