ospemifene   Click here for help

GtoPdb Ligand ID: 7349

Synonyms: FC-1271 | Osphena® | Senshio®
Approved drug
ospemifene is an approved drug (FDA (2013), EMA (2015))
Compound class: Synthetic organic
Comment: Ospemifene is a selective estrogen receptor modulator (SERM) [2]. Like other SERMs it has mixed agonist/antagonist activities that are tissue-dependent.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 29.46
Molecular weight 378.14
XLogP 6.29
No. Lipinski's rules broken 1
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Canonical SMILES ClCCC(=C(c1ccccc1)c1ccc(cc1)OCCO)c1ccccc1
Isomeric SMILES ClCC/C(=C(\c1ccccc1)/c1ccc(cc1)OCCO)/c1ccccc1
InChI InChI=1S/C24H23ClO2/c25-16-15-23(19-7-3-1-4-8-19)24(20-9-5-2-6-10-20)21-11-13-22(14-12-21)27-18-17-26/h1-14,26H,15-18H2/b24-23-
1. A-González N, Castrillo A. (2011)
Liver X receptors as regulators of macrophage inflammatory and metabolic pathways.
Biochim Biophys Acta, 1812 (8): 982-94. [PMID:21193033]
2. Rutanen EM, Heikkinen J, Halonen K, Komi J, Lammintausta R, Ylikorkala O. (2003)
Effects of ospemifene, a novel SERM, on hormones, genital tract, climacteric symptoms, and quality of life in postmenopausal women: a double-blind, randomized trial.
Menopause, 10 (5): 433-9. [PMID:14501605]
3. Unkila M, Kari S, Yatkin E, Lammintausta R. (2013)
Vaginal effects of ospemifene in the ovariectomized rat preclinical model of menopause.
J Steroid Biochem Mol Biol, 138: 107-15. [PMID:23665515]