Chemistry:15α-Hydroxyestradiol

From HandWiki
15α-Hydroxyestradiol
15alpha-hydroxyestradiol.svg
Names
IUPAC name
Estra-1,3,5(10)-triene-3,15α,17β-triol
Systematic IUPAC name
(1S,3S,3aS,3bR,9bS,11aS)-11a-Methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthrene-1,3,7-triol
Other names
15α-OH-E2; 15α-Hydroxy-17β-estradiol; 3,15α,17β-Trihydroxyestra-1,3,5(10)-triene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C18H24O3
Molar mass 288.387 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
Tracking categories (test):

15α-Hydroxyestradiol (15α-OH-E2) is an endogenous estrogen which occurs during pregnancy.[1][2][3] It is structurally related to estriol (16α-hydroxyestradiol) and estetrol (15α-hydroxyestriol or 15α,16α-dihydroxyestradiol).

References

  1. "Isolation of 15-alpha-hydroxyoestradiol from human pregnancy urine". Acta Endocrinol. 54 (3): 467–72. March 1967. doi:10.1530/acta.0.0540467. PMID 6071364. 
  2. "Metabolism of 15alpha-hydroxyestradiol in human pregnancy". J. Clin. Endocrinol. Metab. 35 (4): 522–34. October 1972. doi:10.1210/jcem-35-4-522. PMID 4559652. 
  3. "Characterization of the NADPH-dependent metabolism of 17beta-estradiol to multiple metabolites by human liver microsomes and selectively expressed human cytochrome P450 3A4 and 3A5". J. Pharmacol. Exp. Ther. 298 (2): 420–32. August 2001. PMID 11454902.