Ethinylestradiol benzoate

Ethinylestradiol benzoate, or 17α-ethynylestradiol 3-benzoate, is a synthetic estrogen and estrogen ester – specifically, the C3 benzoate ester of ethinylestradiol – which was first described in the late 1930s and was never marketed.[1][2]

Ethinylestradiol benzoate

Clinical data
Other names	17α-Ethynylestradiol 3-benzoate
Drug class	Estrogen; Estrogen ester
Identifiers
IUPAC name [(8R,9S,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] benzoate
PubChem CID	13591267
Chemical and physical data
Formula	C27H28O3
Molar mass	400.518 g·mol^−1
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C3C=CC(=C4)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C27H28O3/c1-3-27(29)16-14-24-23-11-9-19-17-20(30-25(28)18-7-5-4-6-8-18)10-12-21(19)22(23)13-15-26(24,27)2/h1,4-8,10,12,17,22-24,29H,9,11,13-16H2,2H3/t22-,23-,24+,26+,27+/m1/s1 Key:PQPDFKSTDGKONX-IUJPGNIVSA-N

See also

• List of estrogen esters § Esters of other steroidal estrogens

References

1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 522–. ISBN 978-1-4757-2085-3.
2. Frobenius, W. (2011). "The Rabbits are Prepared ..." - The Development of Ethinylestradiol and Ethinyltestosterone. J Reprod Med Endo, 8(Suppl. 1), 32–57. https://www.kup.at/kup/pdf/10165.pdf