Chemistry:Estradiol phosphate

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Short description: Chemical compound
Estradiol phosphate
Estradiol 17-phosphate.svg
Estradiol phosphate molecule ball.png
Clinical data
Other namesEstradiol 17β-phosphate; Estra-1,3,5(10)-triene-3,17β-diol 17β-(dihydrogen phosphate); 3-Hydroxyestra-1,3,5(10)-trien-17β-yl phosphate
Drug classEstrogen; Estrogen ester
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC18H25O5P
Molar mass352.367 g·mol−1
3D model (JSmol)

Estradiol phosphate, or estradiol 17β-phosphate, also known as estra-1,3,5(10)-triene-3,17β-diol 17β-(dihydrogen phosphate), is an estrogen which was never marketed. It is an estrogen ester, specifically an ester of estradiol with phosphoric acid, and acts as a prodrug of estradiol in the body.[1][2] It is rapidly cleaved by phosphatase enzymes into estradiol upon administration.[1][2] Estradiol phosphate is contained within the chemical structures of two other estradiol esters, polyestradiol phosphate (a polymer of estradiol phosphate) and estramustine phosphate (estradiol 3-normustine 17β-phosphate), both of which have been marketed for the treatment of prostate cancer.[2][3][1]


See also

References

  1. 1.0 1.1 1.2 "Appendix: Endocrine Therapies". Textbook of Medical Oncology (Fourth ed.). CRC Press. 12 September 2009. pp. 442–. ISBN 978-0-203-09289-7. https://books.google.com/books?id=WdDKBQAAQBAJ&pg=PA442. 
  2. 2.0 2.1 2.2 "Clinical pharmacology of polyestradiol phosphate". The Prostate 13 (4): 299–304. 1988. doi:10.1002/pros.2990130405. PMID 3217277. 
  3. "Treatment of prostatic cancer with diethylstilboestrol and detection of the vascular risk". Cancer of the Prostate and Kidney. Springer Science & Business Media. 29 June 2013. pp. 359–. ISBN 978-1-4684-4349-3. https://books.google.com/books?id=gtAFCAAAQBAJ&pg=PA359.