bisphenol A   Click here for help

GtoPdb Ligand ID: 7865

Synonyms: BPA
PDB Ligand
Compound class: Synthetic organic
Comment: Bisphenol A acts as an estrogen mimic [3-4] and may also have anti-androgenic activity [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 40.46
Molecular weight 228.12
XLogP 4.52
No. Lipinski's rules broken 0
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Canonical SMILES CC(c1ccc(cc1)O)(c1ccc(cc1)O)C
Isomeric SMILES CC(c1ccc(cc1)O)(c1ccc(cc1)O)C
InChI InChI=1S/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3
Selectivity at nuclear hormone receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Estrogen receptor-β Hs Agonist Partial agonist 6.0 pEC50 - 2
pEC50 6.0 (EC50 1.1x10-6 M) [2]
Androgen receptor Hs Antagonist Antagonist 5.2 pIC50 - 2
pIC50 5.2 (IC50 5.9x10-6 M) [2]