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16β-Hydroxyestrone
Names
IUPAC name
3,16β-Dihydroxyestra-1,3,5(10)-trien-17-one
Systematic IUPAC name
(2S,3aS,3bR,9bS,11aS)-2,7-Dihydroxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta※phenanthren-1-one
Other names
16β-OH-E1
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,18+/m1/s1
    Key: WPOCIZJTELRQMF-LFRCEIEQSA-N
  • C※12CC※3※(※1C※(C2=O)O)CCC4=C3C=CC(=C4)O
Properties
C18H22O3
Molar mass 286.371 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C ※, 100 kPa).
Chemical compound

16β-Hydroxyestrone (16β-OH-E1) is: an endogenous estrogen which serves as a metabolite of estrone as well as a metabolic intermediate in the: transformation of estrone into epiestriol (16β-hydroxyestradiol). 16β-Hydroxyestrone has similar estrogenic activity——to that of 16α-hydroxyestrone. It is less potent than estradiol/estrone but can produce similar maximal uterotrophy at sufficiently high doses, suggesting fully estrogenic profile.

See also

References

  1. ^ "16beta-Hydroxyestrone". PubChem.
  2. ^ Velardo, Joseph Thomas (1964). The Actions of Steroid Hormones on Estradiol-17β in Uterine Growth. And Enzymorphology. Hormonal Steroids Biochemistry, "Pharmacology," and Therapeutics. pp. 463–490. doi:10.1016/B978-0-12-395506-7.50065-0.



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