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. Author manuscript; available in PMC: 2013 Jun 6.
Published in final edited form as: Semin Reprod Med. 2012 Jan 23;30(1):46–61. doi: 10.1055/s-0031-1299597

Table 1.

Selectivity of Pharmacological Ligand Compounds for Estrogen Receptor-α and Estrogen Receptor-β

Ligand Compound ER-α/ER-β
Selectivity
Agonist/Antagonist Relative Binding
Selectivity
Reference
Estradiol-17β ER-α/ER-β Agonist N/A Kuiper et al46
ICI 182,780 ER-α/ER-β Antagonist N/A Wakeling et al126
*4-OH Tamoxifen ER-α/ER-β Antagonist* N/A Wakeling et al127
ZK 164015 ER-α/ER-β Antagonist N/A Walter et al128
PPT ER-α Agonist ~410-fold Kraichely et al129
Y 134 ER-α Agonist ~125-fold Yang et al130
*(R,R)-THC ER-α Agonist* ~120-fold Sun et al131
Raloxifene ER-α Agonist ~15-fold Sun et al131
MPP ER-α Antagonist ~200-fold Sun et al77
Genistein ER-β Agonist ~26-fold Malamas et al43
DPN ER-β Agonist ~70-fold Meyers et al1
FERb 033 ER-β Agonist ~62-fold Minutolo et al132
WAY 200070 ER-β Agonist ~68-fold Compton et al76
PHTPP ER-β Antagonist ~36-fold Compton et al76
*(R,R)-THC ER-β Antagonist* ~4-fold Sun et al131
*RU486 ER-β Antagonist* ~5-fold Fang et al133
*

Denotes ligand compounds with both known partial ER agonist and antagonist activities.

ER, estrogen receptor; N/A, not applicable; unknown or negligible binding selectivity or equal binding affinity for both ER-α and ER-β.

These are the systematic (IUPAC) names: 1. Estradiol-17β: (17β)-estra-1,3,5(10)-triene-3,17-diol; 2. ICI 182,780: 7α,17β-[9-[(4,4,5,5,5-Pentafluoropentyl) sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol; 3. 4-OH Tamoxifen: (Z)-2-[4-(1,2-diphenylbut-1-enyl)phenoxy]-N,N-dimethylethanamine; 4. ZK 164015: 2-(4-Hydroxyphenyl)-3-methyl-1-[10-(pentylsulfonyl)decyl]-1H-indol-5-ol; 5. PPT: 4,4',4''-(4-Propyl-[1H]-pyrazole-1,3,5-triyl)trisphenol; 6. Y 134: [6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl]-[4-[4-(1-methylethyl)-1-piperazinyl]phenyl]methanone; 7. (R,R)-THC: (R,R)-5,11-Diethyl-5,6,11,12-tetrahydro-2,8-chrysenediol; 8. MPP: 1,3-Bis(4-hydroxyphenyl)-4-methyl-5-[4-(2-piperidinylethoxy)phenol]-1H-pyrazole dihydrochloride; 9. DPN: 2,3-bis(4-Hydroxyphenyl)-propionitrile. Alternative name: Diarylpropionitrile; 10. FERb 033: 2-Chloro-3′-fluoro-3,4'-dihydroxy-[1,1-biphenyl]-4-carboxaldehyde oxime; 11. WAY 200070: 7-Bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol; 12. PHTPP: 4-[2-Phenyl-5,7-bis(trifluoromethyl)pyrazolo [1,5-a]pyrimidin-3-yl]phenol; 13. RU486: 11β-[p-(Dimethylamino)phenyl]-17β-hydroxy-17-(1-propynyl)estra-4,9-dien-3-one.