Table 1

Antagonist activity and membrane/buffer partition coefficient for a series of alcohols and a nonvolatile anesthetic. Cell adhesion assays were performed in the absence and presence of the indicated compounds, as described in the text. Antagonist activity was measured against 100 mM ethanol for all of the compounds or against 2 mM 1-butanol, where indicated. The aqueous concentration of each antagonist was calculated to produce membrane concentrations equivalent to 100 mM ethanol. Membrane/buffer partition coefficients (Pm/b) were obtained or calculated from published octanol/water partition coefficients. The compounds are sorted by decreasing membrane/buffer partition coefficients. The Pm/b for ethanol is 0.096 and for 1-butanol is 1.52.

Antagonist Activity
ConcentrationAlcoholsEthanolButanolPm/b
mM % ± S.E.M.
21-a 1-Pentadecanol6  ± 7347,560
21-a 1-Tetradecanol12  ± 6112,468
0.261-Tridecanol37  ± 1036,394
0.351-Dodecanol82  ± 1126,979
31-Undecanol89  ± 153,810
51-Decanol93  ± 41,910
21-a 2,6-Di-isopropylphenol87  ± 768  ± 31,233
161-Nonanol95  ± 4604
501-Octanol67  ± 982  ± 13189
1901-Heptanol104  ± 451.4
4501-Hexanol88  ± 521.4
1,1004-Methyl-1-pentanol91  ± 895  ± 209.36
1,8002-Methyl-2-pentanol82  ± 561  ± 45.2
7001-a 1-Pentanol58  ± 1255  ± 75.02
2,1003-Pentanol92  ± 659  ± 134.69
2,2002-Pentanol75  ± 874  ± 74.38
3,800Benzyl alcohol87  ± 862  ± 172.52
4,300Cyclopentanol99  ± 183  ± 52.24
9,6003-Buten-1-ol67  ± 121
11,600Cyclopropylethanol19  ± 80.83
120,0001-a Dimethyl sulfoxide15  ± 160.012
  • 1-a Aqueous concentration higher than that required to produce the same membrane concentration as 100 mM ethanol.