Estimation of Solubility of Organic Compounds in 1-Octanol

Estimation of Aqueous Solubility for Some Guanine Derivatives Using Partition Coefficient and Melting Temperature

“…(4) The ratio S o /S w is equivalent to P, that is, S w is equal to S o divided by P. These statements were additionally supported by recently published papers 14,15 where the authors confirmed the negligible effect of octanol/water mutual saturation on the partition coefficient. They stated that the octanol/water solubility ratio, S o /S w , can be used as the estimate for the partition coefficient and that there is negligible effect of octanol/water mutual saturation on the partition coefficient, although the average absolute estimation errors (when correlating log P with log(S o /S w ) for 82 solutes) were >0.4 log units (which means >2.5-fold higher/lower values in the nonlogarithmic scale).…”

“…; ideal solubility, regular solution approach, UNIFAC approach, PS w method, and OCTASOL), and the most reliable results were obtained by PS w method (log S o ) log P + log S w ), where the average error of estimates is 0.29 log units (2-fold higher/lower value than the experimental one in nonlogarithmic scale). 15 Regarding the observed discrepancies in calculated and experimentally determined values for aqueous solubilities of tested guanine derivatives one can assume that some of the aforementioned rationales could be invalid for predicting the aqueous solubility of these substances; although they represent semipolar solutes. 16 The values for γ o of tested substances (Table 1) differ significantly from 1 in all cases, indicating that the solubility of these substances in n-octanol is not ideal.…”

The solubility of liquid and solid compounds in dry octan-1-ol

“…The very useful statistic, PSD, the predicted standard deviation is obtained from the leave-one-out Finally, we combine the two data sets, together with some additional compounds taken from the literature (Alexander et al, 1977;Gharavi et al, 1983;Martin, Wu and Beerbower, 1984;Niimi, 1991;Pinsuwan, Li and Yalkowsky, 1995;Bernazzani et al, 1995;Kristl and Vesnaver, 1995;Bustamante, Pena and Barra, 1998;Martinez and Gomez, 2001;Avila and Martínez, 2002;Perlovich et al, 2003Perlovich et al, , 2010Perlovich et al, , 2011Ran et al, 2002;Sepassi and Yalkowsky, 2006;Quingzhu et al, 2007Quingzhu et al, , 2008Thimmasetty et al, 2008) or from our own previous work (Fletcher et al, 1998;Hoover et al, 2004Hoover et al, , 2005aHoover et al, , 2005bHoover et al, , 2006Charlton et al, 2005;Stovall et al, 2005aStovall et al, , 2005bFlanagan et al, 2006aFlanagan et al, , 2006bHolley et al, 2011;Ye et al, 2011;Stephens et al, 2012;Wilson et al, 2012;Bowen et al, 2013). For most of the common compounds in the Admire and Raevsky data sets, the listed log Soct(mol/L) values were the same.…”

“…Solubility in octanol is one of the physico-chemical properties that are of importance for modeling the transport and fate of chemicals in the environment (Li et al, 2003) and has been suggested as an indicator of storage capacity in natural lipids (Anliker and Moser 1987). Not surprisingly, there have been a number of methods put forward for the correlation and prediction of octanol solubility of liquids and solids (Li, Pinsuwan and Yalkowsky, 1995;Sepassi and Yalkowsky, 2006;Admire and Yalkowsky, 2013;Raevsky and Schaper, 2008;Raevsky, Perlovich and Schaper, 2007). It is important to note that all this work refers to dry octanol; it is well-known that solubilities in wet (water-saturated) octanol and dry octanol are not the same (Bernazzani, Cabani, Conti and Mollica, 1995;Kristl and Vesnaver, 1995;Martínez and Gómez, 2001), possibly because the microscopic structure of wet and dry octanol are not the same (Chen and Siepmann, 2006).…”

Descriptors for the Prediction of Partition Coefficients and Solubilities of Organophosphorus Compounds

“…Yalkowsky et al (13–15) studied a number of methods for the prediction of log S oct . The two best methods were a group contribution method known as OCTASOL and a method based on a known solubility in water and a known log P oct value (12).…”