Cloxestradiol acetate

{{Short description|Chemical compound}}

{{Drugbox

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| IUPAC_name = [(8R,9S,13S,14S,17S)-17-(1-Acetyloxy-2,2,2-trichloroethoxy)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] acetate

| image = Cloxestradiol acetate.svg

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| tradename = Genovul

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| pregnancy_category = X (Contraindicated)

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| class = Estrogen; Estrogen ester; Estrogen ether

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| CAS_number = 15686-44-9

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| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = CWU34U962K

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| PubChem = 71586995

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| ChemSpiderID = 34989697

| synonyms = 17-(2,2,2-Trichloroethoxy)estradiol O,O-diacetate; 1-{[(17β)-3-Acetoxyestra-1,3,5(10)-trien-17-yl]oxy}-2,2,2-trichloroethyl acetate

| C=24 | H=29 | Cl=3 | O=5

| SMILES = CC(=O)OC1=CC2=C(C=C1)C3CCC4(C(C3CC2)CCC4OC(C(Cl)(Cl)Cl)OC(=O)C)C

| StdInChI = 1S/C24H29Cl3O5/c1-13(28)30-16-5-7-17-15(12-16)4-6-19-18(17)10-11-23(3)20(19)8-9-21(23)32-22(24(25,26)27)31-14(2)29/h5,7,12,18-22H,4,6,8-11H2,1-3H3/t18-,19-,20+,21+,22?,23+/m1/s1

| StdInChIKey = UEVLJPRROXDIPO-CUFSGNDSSA-N

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Cloxestradiol acetate (brand name Genovul), also known as 17-(2,2,2-trichloroethoxy)estradiol O,O-diacetate, is a synthetic steroidal estrogen derived from estradiol.{{cite book| vauthors = Elks J |title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA308|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=308–}} It is the O,O-diacetate ester of cloxestradiol, which, in contrast to cloxestradiol acetate, was never marketed.

See also

References