Estrone phosphate

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]

Estrone phosphate

Clinical data
Other names	Estrone 3-phosphate; E1P; O3-Phosphonoestrone; 17-Oxoestra-1,3,5(10)-trien-3-yl dihydrogen phosphate
Drug class	Estrogen; Steroid sulfatase inhibitor
Identifiers
IUPAC name [(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	1240-03-5 Y
PubChem CID	445419
ChemSpider	393068
UNII	52ZYE9C9X9
ChEMBL	ChEMBL1232577
CompTox Dashboard (EPA)	DTXSID60924677
Chemical and physical data
Formula	C18H23O5P
Molar mass	350.351 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)OP(=O)(O)O
InChI 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

See also

• List of estrogen esters § Estrone esters
• Estradiol phosphate
• Estriol phosphate