Estradiol salicylate

Estradiol salicylate
Clinical data
Other names	Estradiol 3-salicylate
Routes of; administration	By mouth
Drug class	Estrogen; Estrogen ester
Identifiers
	IUPAC name [(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] 2-hydroxybenzoate;
CAS Number	113844-57-8 ;
PubChem CID	188828;
ChemSpider	164094;
UNII	MBQ1MW0VST;
Chemical and physical data
Formula	C25H28O4
Molar mass	392.495 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)OC(=O)C5=CC=CC=C5O;
	InChI InChI=1S/C25H28O4/c1-25-13-12-18-17-9-7-16(29-24(28)20-4-2-3-5-22(20)26)14-15(17)6-8-19(18)21(25)10-11-23(25)27/h2-5,7,9,14,18-19,21,23,26-27H,6,8,10-13H2,1H3/t18-,19-,21+,23+,25+/m1/s1; Key:NPJMHIGAIIRVGT-CWWQDXLCSA-N;

Estradiol salicylate, or estradiol 3-salicylate, is a synthetic estrogen and estrogen ester – specifically, the C3 salicylic acid ester of estradiol – which was described in the late 1980s and was never marketed.^[1] It is a metabolite of estradiol acetylsalicylate, which appears to be very rapidly hydrolyzed into estradiol salicylate.^[1]

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[1]
Hussain MA, Aungst BJ, Shefter E (January 1988). "Prodrugs for improved oral beta-estradiol bioavailability". Pharm. Res. 5 (1): 44–7. doi:10.1023/A:1015863412137. PMID 3244608. S2CID 7308414.

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Clinical data

Other names	Estradiol 3-salicylate
Routes of administration	By mouth^[1]
Drug class	Estrogen; Estrogen ester
Identifiers
IUPAC name [(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] 2-hydroxybenzoate
CAS Number	113844-57-8^Y
PubChem CID	188828
ChemSpider	164094
UNII	MBQ1MW0VST
Chemical and physical data
Formula	C₂₅H₂₈O₄
Molar mass	392.495 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)OC(=O)C5=CC=CC=C5O
InChI InChI=1S/C25H28O4/c1-25-13-12-18-17-9-7-16(29-24(28)20-4-2-3-5-22(20)26)14-15(17)6-8-19(18)21(25)10-11-23(25)27/h2-5,7,9,14,18-19,21,23,26-27H,6,8,10-13H2,1H3/t18-,19-,21+,23+,25+/m1/s1 Key:NPJMHIGAIIRVGT-CWWQDXLCSA-N