ethinylestradiol   Click here for help

GtoPdb Ligand ID: 7071

Synonyms: 17α-ethynylestradiol | ethinyl estradiol
Approved drug PDB Ligand
ethinylestradiol is an approved drug
Comment: Ethinylestradiol is contained in a large number of combined oral contraceptive formulations and HRT medications. Use of ethinylestradiol, unapposed by a progestin, increases the risk of endometrial cancer.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 0
Topological polar surface area 40.46
Molecular weight 296.18
XLogP 4.25
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C#CC1(O)CCC2C1(C)CCC1C2CCc2c1ccc(c2)O
Isomeric SMILES C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
InChI InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
InChI Key BFPYWIDHMRZLRN-SLHNCBLASA-N
References
1. Jain N, Kanojia RM, Xu J, Jian-Zhong G, Pacia E, Lai MT, Du F, Musto A, Allan G, Hahn D et al.. (2006)
Novel chromene-derived selective estrogen receptor modulators useful for alleviating hot flushes and vaginal dryness.
J Med Chem, 49 (11): 3056-9. [PMID:16722623]