Table 1.
Group A ligands and their computed pKa and SASA values.
| Compound | Paraben R-groupa or Chemical Name |
pKab | SASA (Å2)c |
|---|---|---|---|
|
Parabens MP |
Methyl | 8.43 | 322.94 |
| EP | Ethyl | 8.54 | 353.49 |
| PrP | Propyl | 8.67 | 382.68 |
| BuP | Butyl | 8.78 | 412.14 |
| PeP | Pentyl | 8.88 | 441.39 |
| HxP | Hexyl | 8.96 | 471.17 |
| HpP | Heptyl | 9.02 | 499.83 |
| OcP | Octyl | 9.08 | 529.01 |
| NnP | Nonyl | 9.13 | 552.71 |
| DecP | Decyl | 9.18 | 581.77 |
| UnDecP | Undecyl | 9.22 | 611.46 |
| DoDecP | Dodecyl | 9.26 | 640.59 |
| iPrP | Iso-propyl | 8.61 | 378.45 |
| iBuP | Iso-butyl | 8.77 | 403.42 |
| iPeP | Iso-pentyl | 8.87 | 432.28 |
| PhP | Phenyl | 8.53 | 405.94 |
| BzP | Benzyl | 8.73 | 435.85 |
|
Parabens metabolites 4OH |
4-hydroxybenzoic acid | 4.01 | 280.28 |
| 2OH | 2-hydroxy-iso-butyl 4-hydroxybenzoate | 8.75 | 410.28 |
| 3OHR | (R)-3-hydroxy n-butyl 4-hydroxybenzoate | 8.77 | 416.90 |
| 3OHS | (S)-3-hydroxy n-butyl 4-hydroxybenzoate | 8.77 | 415.76 |
|
Established ERα agonists E2 |
17β-estradiol | 10.06 | 457.02 |
| DES | diethylstilbestrol | 10.31 | 489.45 |
a
Unless designated otherwise, all alkyl groups are normal (n) straight chains.
b
Most acidic pKa computed with ADMET_Predictor 9.0.
c
Solvent-accessible surface area computed with ADMET_Predictor 9.0.