1-{4-[2-(benzyloxy)ethoxy]phenyl}-1,2-diphenylbutane-1,4-diol

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Justification for type of information:

QSAR prediction: migrated from IUCLID 5.6

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2013

Report date:

2013

Materials and methods

Principles of method if other than guideline:

Several computational tools are nowadays available for applying in silico approaches. Among them, for QSAR predictions the following were selected and used:
- ACD/Percepta for the prediction of acute oral toxicity, skin and eye irritation, gene mutation (Ames test), micronucleus in vivo (rodent), carcinogenicity rat and mouse composite, acute aquatic toxicity (Daphnia), octanol-water partition coefficient (logKow)
- EPISuite for the prediction of octanol-water partition coefficient (logKow) and biodegradation.

GLP compliance:

no

Type of method:

other: in silico prediction

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2-diphenylbutane-1,4-diol

EC Number:

939-875-7

Molecular formula:

C31H32O4

IUPAC Name:

1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2-diphenylbutane-1,4-diol

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

5.86

Remarks on result:

other: Temperature and pH not specified

Any other information on results incl. tables

ACD/LogKow Classic ACD/LogKow Classic estimates the reliability of the prediction based on the confidence interval at 95% (logKow  Err); since in silico predictions for octanol-water coefficient partition are affected by an error which in the best case is not less than 0.3 logarithmic unit, predictions affected by an error greater than 0.5 are considered little reliable. The prediction provided for 1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2- diphenylbutane-1,4-diol is equal to 5.91 with an error of 0.52. The prediction is therefore considered little reliable. ACD/LogKow GALAS The ACD/LogKow GALAS assess the reliability in terms of reliability index which ranges from 0 to 1 and takes into account the similarity of the tested compound to the training set and the consistency of experimental values for similar compounds. If the RI is less than 0.3 the prediction has to be considered not reliable while if RI is more than 0.5 the prediction results are considered reliable. The prediction provided for 1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2-diphenylbutane-1,4-diol is equal to 5.54 with a reliability index of 0.52. The prediction is therefore considered moderate reliable. KOWIN Predictions provided by KOWWIN (EPISuite) are not supported by a specific parameter however it is generally assumed that logKow estimates for compounds outside the MW range of the training set compounds (minimum MW = 18.02; maximum MW = 719.92) are less accurate. The prediction provided for 1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2-diphenylbutane-1,4-diol is equal to 6.24. The prediction is considered reliable, since 1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2-diphenylbutane-1,4-diol falls within the MW range of the model.

In silico tool	LogKow	Applicability domain	Reliability assessment
ACD/LogKow Classic	5.91 ± 0.52	Confidence interval at 95% (Err)	LITTLE RELIABLE
ACD/LogKow GALAS	5.54	Reliability index = 0.52	MODERATE RELIABLE
KOWWIN	6.24	18.02	RELIABLE
CONSENSUS	5.86

Applicant's summary and conclusion

Conclusions:

The octanol-water partition coefficient of 1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2-diphenylbutane-1,4-diol was predicted employing three predictors in order to apply a consensus analysis to enhance the reliability of the prediction. In the consensus assessment only reliable predictions were taken into account. The consensus prediction was computed as the weighted mean among the three predictors, being KOWIN and ACD/LogKow Classic predictions weighted less than ACD/LogKow GALAS because KOWIN reliability is less documented and ACD/LogKow Classic prediction was little reliable. The consensus prediction of 1-(4-(2-(benzyloxy)ethoxy)phenyl)-1,2-diphenylbutane-1,4-diol logKow resulted to be equal to 5.86.