Slipper: A new program for calculating solubility, lipophilicity, and liposome penetrability

Raevskii, O. A.; Trepalina, E. P.; Trepalin, S. V.

doi:10.1007/bf02524557

Cited by 3 publications

(3 citation statements)

References 8 publications

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“…Для описания структуры соединений использованы 15 физико-химических дескрипторов, включая поляризуемость, парциальные атомные заряды, дескрипторы водородной связи, рассчитанные на основе программы HYBOT [10], липофильность [11] и дипольный момент [12]. Названия соединений, CAS номера, данные по нейротоксичности и физико-химические дескрипторы приведены в Приложении.…”

Section: материалы и методыunclassified

QSAR Modeling of Acute Neurotoxicity of Some Organic Solvents with Respect to Rodents

Raevskaya

Yarkov

et al. 2018

BMCRM

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Using literature data analysis, the regression models of acute sublethal neurotoxicity of 47 organic solvents with respect to rats and mice have been developed. To construct the models, we used linear regression, random forest and support vector machines approaches. The linear regression equations were selected as the best models. They are designed on the basis of four molecular descriptors: polarizability, sum of positive atom charges, sum of proton acceptor descriptors and dipole moment. The developed models have good descriptive and predictive ability and clear physicochemical interpretation.

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Section: материалы и методыunclassified

QSAR Modeling of Acute Neurotoxicity of Some Organic Solvents with Respect to Rodents

Raevskaya

Yarkov

et al. 2018

BMCRM

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“…This system was selected because octanol mimics the cell-membrane lipid layer. Therefore, the hydrophobicity constants obtained in this system can be used for structure-activity correlations [10,11]. The distribution coefficients were calculated using the formula P = C o /C w , where C o and C w are the equilibrium molar concentrations of the compounds in the organic and aqueous phases [12].…”

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confidence: 99%

“…Therefore, studies in which hydrophobicity constants were determined by calculations have recently appeared [10,11]. However, they give good results only for simple molecules.…”

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confidence: 99%

Hydrophobicity constants for several xanthones and flavones

et al. 2011

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The octanol-water distribution of several xanthones and flavones was studied. Their hydrophobicity constants (log P) were determined. The lipophilicity constants (S) of the substituents were calculated. The relationship between the structure and hydrophobicity constants of the gamma-pyrone derivatives was found.Xanthones and flavones are secondary plant metabolites and exhibit broad spectra of biological activity [1][2][3]. Therefore, the study of the physicochemical properties of these gamma-pyrone derivatives is attractive [4][5][6]. An important physicochemical property of biologically active compounds is the hydrophobicity constant, which determines their ability to penetrate cell membranes. Knowledge of this constant is a reliable predictor of the media in which the compound will accumulate in vivo, i.e., in lipids of cell membranes or in aqueous media.The hydrophobic properties of gamma-pyrone derivatives were not systematically studied before our research [7]. We previously determined the hydrophobicity constants of flavone and several of its monosubstituted derivatives [8]. Herein we present results from a study of the hydrophobic properties of several xanthones and disubstituted flavones.Flavones and xanthones that are isolated from plants are, as a rule, polysubstituted compounds. Therefore, we used simpler synthetic mono-, dihydroxy-, and methoxy-substituted analogs in additional to natural compounds and their modified derivatives in the study. This set of samples was studied because their biological activity is determined by differences in the number and location of the hydroxyls and methoxyls in the molecules [1,3,9].The octanol-water distribution of the compounds was studied. This system was selected because octanol mimics the cell-membrane lipid layer. Therefore, the hydrophobicity constants obtained in this system can be used for structure-activity correlations [10,11]. The distribution coefficients were calculated using the formula P = C o /C w , where C o and C w are the equilibrium molar concentrations of the compounds in the organic and aqueous phases [12].The concentrations of the compounds after equilibration were determined in each phase using UV spectroscopy. For this, plots of optical density vs. concentration at the analytical wavelengths were constructed beforehand. Figure 1 shows an example of UV spectra for three xanthones with different substituents.The wavelengths (O) at which the absorption was maximal were used as the analytical ones for xanthones with strong absorption in the range 250-265 nm: xanthone (1), 265 nm; 1-hydroxyxanthone (3), 250; 4-methoxyxanthone (5), 248; 1,7-dihydroxy-3,8-dimethoxyxanthone (7), 260; 1-hydroxy-2,3,4,5-tetramethoxyxanthone (8), 265; and 1-allyloxy-2,3,4,5-tetramethoxyxanthone (9), 250.

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Directions in QSAR Modeling for Regulatory Uses in OECD Member Countries, EU and in Russia

Fjodorova

Novich

Vrachko

et al. 2008

Journal of Environmental Science and Health, Part C

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Slipper: A new program for calculating solubility, lipophilicity, and liposome penetrability

Cited by 3 publications

References 8 publications

QSAR Modeling of Acute Neurotoxicity of Some Organic Solvents with Respect to Rodents

QSAR Modeling of Acute Neurotoxicity of Some Organic Solvents with Respect to Rodents

Hydrophobicity constants for several xanthones and flavones

Directions in QSAR Modeling for Regulatory Uses in OECD Member Countries, EU and in Russia

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