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;

Short description: Chemical compound

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]

References

↑ ^1.0 ^1.1 ^1.2 "Prodrugs for improved oral beta-estradiol bioavailability". Pharm. Res. 5 (1): 44–7. January 1988. doi:10.1023/A:1015863412137. PMID 3244608.

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[pmid3244608-1] 1.0 ^1.1 ^1.2 "Prodrugs for improved oral beta-estradiol bioavailability". Pharm. Res. 5 (1): 44–7. January 1988. doi:10.1023/A:1015863412137. PMID 3244608.

v t e Estradiol
Topics	Estradiol (as a hormone) Estradiol (as a medication) Pharmacodynamics of estradiol Pharmacokinetics of estradiol Estrogen (as a hormone) Estrogen (as a medication) Menopausal hormone therapy Transgender hormone therapy (male-to-female) Estradiol-containing birth control pill Combined injectable birth control High-dose estrogen Hydroxylation of estradiol
Esters	Estrogen ester Estradiol ester Estradiol acetate Estradiol benzoate Estradiol benzoate butyrate Estradiol cypionate Estradiol dipropionate Estradiol enantate Estradiol undecylate Estradiol valerate Polyestradiol phosphate Estramustine phosphate (estradiol normustine phosphate)
Related	Estrone Estriol Estetrol Ethinylestradiol Conjugated estrogens Esterified estrogens Estrone sulfate Estropipate (piperazine estrone sulfate)

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

Estradiol Salicylate

See also

References