Estradiol 3-tetrahydropyranyl ether

Estradiol 3-tetrahydropyranyl ether
Clinical data
Other names	NSC-86473; Estra-1,3,5(10)-triene-17β-diol 3-(tetrahydropyran-2-yl) ether; 3-(Tetrahydro-2H-pyran-2-yloxy)estra-1,3,5(10)-trien-3-ol
Routes of; administration	By mouth
Drug class	Estrogen; Estrogen ether
Identifiers
	IUPAC name (8R,9S,13S,14S,17S)-13-Methyl-3-(oxan-2-yloxy)-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol;
CAS Number	41781-86-6 ;
PubChem CID	257864;
ChemSpider	226239;
UNII	2UC9XAN8CV;
ChEMBL	ChEMBL472508;
Chemical and physical data
Formula	C23H32O3
Molar mass	356.506 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)OC5CCCCO5;
	InChI InChI=1S/C23H32O3/c1-23-12-11-18-17-8-6-16(26-22-4-2-3-13-25-22)14-15(17)5-7-19(18)20(23)9-10-21(23)24/h6,8,14,18-22,24H,2-5,7,9-13H2,1H3/t18-,19-,20+,21+,22?,23+/m1/s1; Key:BOLMNLJKDBCJIB-CUFSGNDSSA-N;

Estradiol 3-tetrahydropyranyl ether is a synthetic estrogen and estrogen ether which was never marketed.^[1]^[3]^[4]^[2]^[5]^[6]^[7] It has been reported to possess improved oral activity relative to estradiol.^[1]^[3]^[4] One study in animals found that it had 15 times the oral activity of estradiol.^[1]^[3]

References

Clinical data

Other names	NSC-86473; Estra-1,3,5(10)-triene-17β-diol 3-(tetrahydropyran-2-yl) ether; 3-(Tetrahydro-2H-pyran-2-yloxy)estra-1,3,5(10)-trien-3-ol
Routes of administration	By mouth^[1]^[2]^[3]^[4]
Drug class	Estrogen; Estrogen ether
Identifiers
IUPAC name (8R,9S,13S,14S,17S)-13-Methyl-3-(oxan-2-yloxy)-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-ol
CAS Number	41781-86-6^Y
PubChem CID	257864
ChemSpider	226239
UNII	2UC9XAN8CV
ChEMBL	ChEMBL472508
Chemical and physical data
Formula	C₂₃H₃₂O₃
Molar mass	356.506 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)OC5CCCCO5
InChI InChI=1S/C23H32O3/c1-23-12-11-18-17-8-6-16(26-22-4-2-3-13-25-22)14-15(17)5-7-19(18)20(23)9-10-21(23)24/h6,8,14,18-22,24H,2-5,7,9-13H2,1H3/t18-,19-,20+,21+,22?,23+/m1/s1 Key:BOLMNLJKDBCJIB-CUFSGNDSSA-N