Article · Wikipedia archive · Last revised Aug 5, 2026

Estrone phosphate

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

Last revised
Aug 5, 2026
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Estrone phosphate
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
  • [(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] dihydrogen phosphate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H23O5P
Molar mass350.351 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)OP(=O)(O)O
  • InChI=1S/C18H23O5P/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-16H,2,4,6-9H2,1H3,(H2,20,21,22)/t14-,15-,16+,18+/m1/s1
  • Key:XYNRXDLLYXFCRS-CBZIJGRNSA-N

Estrone phosphate (E1P), or estrone 3-phosphate, is an estrogen and steroid sulfatase inhibitor which was never marketed.123 It has similar affinity for steroid sulfatase as estrone sulfate and acts as a competitive inhibitor of the enzyme.234 In contrast to estrone sulfate however, it is not hydrolyzed by steroid sulfatase and is instead metabolized by phosphatases.123

See also

See also

References

References

  1. Bourne GH (May 1954). "The histochemical dephosphorylation of oestrogen phosphates". The Journal of Physiology. 124 (2): 409–416. doi:10.1113/jphysiol.1954.sp005117. PMC 1366276. PMID 13175141.
  2. Li PK, Pillai R, Dibbelt L (March 1995). "Estrone sulfate analogs as estrone sulfatase inhibitors". Steroids. 60 (3): 299–306. doi:10.1016/0039-128x(94)00048-h. PMID 7792836. S2CID 3070641.
  3. Anderson CJ, Lucas LJ, Widlanski TS (1995). "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. doi:10.1021/ja00118a034. ISSN 0002-7863.
  4. Phan CM, Liu Y, Kim BM, Mostafa Y, Taylor SD (October 2011). "Inhibition of steroid sulfatase with 4-substituted estrone and estradiol derivatives". Bioorganic & Medicinal Chemistry. 19 (20): 5999–6005. doi:10.1016/j.bmc.2011.08.046. PMID 21925885.