Chemistry:Estrone phosphate

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Short description: Chemical compound
Estrone phosphate
Estrone phosphate.svg
Clinical data
Other namesEstrone 3-phosphate; E1P; O3-Phosphonoestrone; 17-Oxoestra-1,3,5(10)-trien-3-yl dihydrogen phosphate
Drug classEstrogen; Steroid sulfatase inhibitor
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC18H23O5P
Molar mass350.351 g·mol−1
3D model (JSmol)

Estrone phosphate (E1P), or estrone 3-phosphate, is an estrogen and steroid sulfatase inhibitor which was never marketed.[1][2][3] It has similar affinity for steroid sulfatase as estrone sulfate and acts as a competitive inhibitor of the enzyme.[2][3][4] In contrast to estrone sulfate however, it is not hydrolyzed by steroid sulfatase and is instead metabolized by phosphatases.[1][2][3]

See also

References

  1. 1.0 1.1 "The histochemical dephosphorylation of oestrogen phosphates". The Journal of Physiology 124 (2): 409–416. May 1954. doi:10.1113/jphysiol.1954.sp005117. PMID 13175141. 
  2. 2.0 2.1 2.2 "Estrone sulfate analogs as estrone sulfatase inhibitors". Steroids 60 (3): 299–306. March 1995. doi:10.1016/0039-128x(94)00048-h. PMID 7792836. 
  3. 3.0 3.1 3.2 "Molecular Recognition in Biological Systems: Phosphate Esters vs Sulfate Esters and the Mechanism of Action of Steroid Sulfatases". Journal of the American Chemical Society 117 (13): 3889–3890. 1995. doi:10.1021/ja00118a034. ISSN 0002-7863. 
  4. "Inhibition of steroid sulfatase with 4-substituted estrone and estradiol derivatives". Bioorganic & Medicinal Chemistry 19 (20): 5999–6005. October 2011. doi:10.1016/j.bmc.2011.08.046. PMID 21925885.