Estradiol salicylate

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]

Estradiol salicylate
Clinical data
Other namesEstradiol 3-salicylate
Routes of
administration		By mouth[1]
Drug classEstrogen; 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
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC25H28O4
Molar mass392.495 g·mol−1
3D model (JSmol)
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

See also

References
  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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