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[a]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[C@]12CC[C@H]3[C@H]([C@@H]1C[C@@H](C2=O)O)CCC4=C3C=CC(=C4)O
Properties
C18H22O3
Molar mass 286.371 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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).[1][2] 16β-Hydroxyestrone has similar estrogenic activity to that of 16α-hydroxyestrone.[2] It is less potent than estradiol or estrone but can produce similar maximal uterotrophy at sufficiently high doses, suggesting a fully estrogenic profile.[2]

See also

References

  1. ↑ "16beta-Hydroxyestrone". PubChem.
  2. 1 2 3 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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