Search tips
Search criteria 


Logo of aapspharmspringer.comThis journalToc AlertsSubmit OnlineOpen Choice
AAPS PharmSciTech. 2006 March; 7(1): E184–E191.
Published online 2006 March 24. doi:  10.1208/pt070126
PMCID: PMC2750733

Solubility prediction in octanol: A technical note


The purpose of this work was to derive an equation for the rapid estimation of octanol solubilities of organic compounds. Solubilities ranging over 4 orders of, magnitude were predicted with an average absolute error of 0.39 logarithmic units using melting point alone. The greatest error in prediction occurred for strongly bonded compounds.

Keywords: octanol solubility, activity coefficient, solubility parameter

Full Text

The Full Text of this article is available as a PDF (119K).

Selected References

These references are in PubMed. This may not be the complete list of references from this article.
1. Cousins I, Mackay D. Correlating the physical-chemical properties of phthalate esters using the ‘three solubility’ approach. Chemosphere. 2000;41:1389–1399. doi: 10.1016/S0045-6535(00)00005-9. [PubMed] [Cross Ref]
2. Liu R. Water-Insoluble Drug Formulation. Boca Raton, FL: CRC Press; 2000.
3. Barton AFM. Solubility parameters. Chem Rev. 1975;75:731–753. doi: 10.1021/cr60298a003. [Cross Ref]
4. Hildebrand JH, Scott RL. The Solubility of Nonelectrolytes. New York, NY: Reinhold Publishing Corp; 1950.
5. Walden PZ. Uber die schmeltzwarme, specifische Kokesion und Molekulargrosse bei der Schmeltztemperatur. Z Elektrochem. 1908;14:713–728. doi: 10.1002/bbpc.19080144302. [Cross Ref]
6. Niimi AJ. Solubility of organic chemicals in octanol, triolein, and Cod liver oil and relationships between solubility and partition coefficents. Water Res. 1991;25:1515–1521. doi: 10.1016/0043-1354(91)90182-P. [Cross Ref]
7. Pinsuwan S, Li A, Yalkowsky SH. Correlation of octanol/water solubility ratios and partition coefficients. J Chem Eng Data. 1995;40:623–626. doi: 10.1021/je00019a019. [Cross Ref]
8. Yalkowsky SH, Valvani SC, Roseman TJ. Solubility and partitioning. VI. Octanol solubility and octanol-water partition coefficients. J Pharm Sci. 1983;72:866–870. doi: 10.1002/jps.2600720808. [PubMed] [Cross Ref]
9. Gracin S, Brinck T, Rasmuson AC. Prediction of solubility of solid organic compounds in solvents by UNIFAC. Ind Eng Chem Res. 2002;41:5114–5124. doi: 10.1021/ie011014w. [Cross Ref]
10. Miller MM, Wasik SP, Huang G, Shiu W, Mackay D. Relationship between octanol-water partition coefficient and aqueous solubility. Environ Sci Technol. 1985;19:522–529. doi: 10.1021/es00136a007. [PubMed] [Cross Ref]
11. Treszczanowicz T, Kasprzycka-Guttman T, Treszczanowicz AJ. Solubility of β-carotene in binary solvents formed by some hydrocarbons with cyclohexanone and 1-octanol. J Chem Eng Data. 2001;46:1494–1496. doi: 10.1021/je010147l. [Cross Ref]
12. Powell JR, McHale MER, Kauppila AM, Acree WE. Solubility in (alcohol+methyl t-butyl ether) solvents. J Chem Thermodynamics. 1996;28:1215–1220. doi: 10.1006/jcht.1996.0108. [Cross Ref]
13. Fletcher KA, Pandey S, McHale MER, Acree WE. Solubility of benzyl in (binary alcohol+1-octanol) solvents. J Chem Thermodynamics. 1997;29:475–481. doi: 10.1006/jcht.1996.0179. [Cross Ref]
14. Kosanovic D, Dumanovic D, Jovanovic J. Solubility in octanol and the octanol- water partition coefficients of some 4 (5)- and 5-nitroimidazoles. J Serb Chem Soc. 1988;53:559–563.
15. Abraham MH, Le J, Acree WE, Carr PW, Dallas AJ. The solubility of gases and vapors in dry octan-1-ol at 298 K. Chemosphere. 2001;44:855–863. doi: 10.1016/S0045-6535(00)00288-5. [PubMed] [Cross Ref]
16. Shiu W, Wania F, Hung H, Mackay D. Temperature dependence of aqueous solubility of selected chlorobenzenes, polychlorinated biphenyls, and dibenzofuran. J Chem Eng Data. 1997;42:293–297. doi: 10.1021/je960299u. [Cross Ref]
17. Barton AFM. Handbook of Solubility Parameters and Other Cohesion Parameters. Boca Raton, FL: CRC Press; 1979.
18. Jain A, Yang G, Yalkowsky SH. Estimation of total entropy of melting of organic compounds. Ind Eng Chem Res. 2004;43:4376–4379. doi: 10.1021/ie0497745. [Cross Ref]

Articles from AAPS PharmSciTech are provided here courtesy of American Association of Pharmaceutical Scientists