Estriol phosphate

Estriol phosphate

Clinical data
Other names	E3P; Estriol 17β-phosphate; Estra-1,3,5(10)-triene-3,16α,17β-triol 17β-(dihydrogen phosphate); 3,16α-Diydroxyestra-1,3,5(10)-trien-17β-yl phosphate
Drug class	Estrogen; Estrogen ester
Identifiers
IUPAC name (8R,9S,13S,14S,16R,17R)-3,16-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl dihydrogen phosphate
CAS Number	35973-57-0 Y
UNII	FQ5FV85BS0
Chemical and physical data
Formula	C18H25O6P
Molar mass	368.366 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@]1([C@](C[C@H]2O[H])([H])[C@@]3([H])[C@](C4=C(CC3)C=C(C=C4)O[H])([H])CC1)[C@H]2OP(O[H])(O[H])=O
InChI InChI=1S/C18H25O6P/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)24-25(21,22)23/h3,5,8,13-17,19-20H,2,4,6-7,9H2,1H3,(H2,21,22,23)/t13-,14-,15+,16-,17+,18+/m1/s1 Key:HNKVQSMSAFUELQ-ZXXIGWHRSA-N

Estriol phosphate (E3P), or estriol 17β-phosphate, also known as estra-1,3,5(10)-triene-3,16α,17β-triol 17β-(dihydrogen phosphate), is an estrogen which was never marketed. It is an estrogen ester, specifically an ester of estriol with phosphoric acid, and acts as a prodrug of estriol by cleavage via phosphatase enzymes in the body. Estriol phosphate is contained within the chemical structure of polyestriol phosphate (a polymer of estriol phosphate), and this medication has been marketed for medical use (brand names Gynäsan, Klimadurin, Triodurin).

See also

• List of estrogen esters § Estriol esters