Dodecyl 5-oxo-L-prolinate

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
EPISuite

2. MODEL (incl. version number)
KOWWIN v1.68

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
SMILES Lauryl PCA is CCCCCCCCCCCCOC(=O)[C@@H]1CCC(=O)N1

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
- Defined endpoint: Partition coefficient n-octanol/water: Log Kow i.e. identical to OECD 117.
- Unambiguous algorithm: provided in KOWWIN v1.68 Help, including bibliographic references and all equations.
- Defined domain of applicability: Partition coefficient n-octanol/water estimation domains are detailed in KOWWIN v1.68 Help.
- Appropriate measures of goodness-of-fit and robustness and predictivity: Partition coefficient n-octanol/water estimation domains are detailed in KOWWIN v1.68 Help.
- Mechanistic interpretation: Partition coefficient n-octanol/water or octanol-water partition coefficient is a physical property used extensively to describe a chemical's lipophilic or hydrophobic properties. It is the ratio of a chemical's concentration in the octanol-phase to its concentration in the aqueous phase of a two-phase system at equilibrium.

5. APPLICABILITY DOMAIN
Using the model’s full training set database (Excel available under http://esc.syrres.com/interkow/KowwinData.htm) enables to compare EST(estimates) with EXP(experimental values):

- Descriptor domain: Molecular weight of Lauryl PCA belongs to [18;720].
Considering its molecular structure, Lauryl PCA is an organic chemical so it fits perfectly within the KOWWIN application domain.
- Structural and mechanistic domains: Fragment number with and without correction is in accordance with KOWWIN annex D.
- Similarity with analogues in the training set:
The training set contains three similar substances depicted below (respectively numbered as substances N°1, 2 and 3).

Substance 1: CAS 2687-96-9, 1-LAURYL-2-PYRROLODONE
Experimental vs. estimated log Kow differ by 1.10, showing an adequate fit and a significant overestimation.

Substance 2: CAS 101881-19-0, 1-LAURYL-4-MeO CARBONYL-2-PYRROLODONE
Experimental vs. estimated log Kow differ by 0.76, showing an adequate fit and a moderate overestimation.

Substance 3: CAS N° 14309-41-9, Benzoic acid, 4-amino, octyl ester
Experimental vs. estimated log Kow differ by -0.28, showing an adequate fit and a minimal underestimation.
The above results suggests that the result for Lauryl PCA is reliable with a precision of about 1 log unit.

6. ADEQUACY OF THE RESULT
The prediction fits the purpose of classification/labelling and PBT/vPvB assessment: log Kow is only used as a classification criterion for Aquatic chronic classification of poorly biodegradable substances, and also plays a role in PBT/vPvB assessment. As Lauryl PCA is readily biodegradable, log Kow is not used for classification, and it is possible to exclude PBT or vPvB properties.
The prediction fits the purpose of risk assessment: in this dossier, no CSA (exposure and risk assessment) is required, so a calculated Log Kow value is sufficient. In any case, the predicted value is already a very good indicator of the affinity of the substance for soil and sediment compartments, rather than water compartment.

Data source

Reference

Reference Type:

other: (Q)SAR report

Title:

Unnamed

Year:

2018

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

other: ECHA’s Practical guide : How to use and report (Q)SARs Version 3.1 – July 2016

Principles of method if other than guideline:

KOWWIN uses a "fragment constant" methodology to predict log P. In a "fragment constant" method, a structure is divided into fragments (atom or larger functional groups) and coefficient values of each fragment or group are summed together to yield the log P estimate. KOWWIN’s methodology is known as an Atom/Fragment Contribution (AFC) method. Coefficients for individual fragments and groups were derived by multiple regression of 2447 reliably measured log P values.

GLP compliance:

no

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

Dodecyl 5-oxo-L-prolinate

EC Number:

245-224-1

EC Name:

Dodecyl 5-oxo-L-prolinate

Cas Number:

22794-26-9

Molecular formula:

C17H31NO3

IUPAC Name:

dodecyl 5-oxo-L-prolinate

Results and discussion

Partition coefficient

Key result

Type:

log Pow

Partition coefficient:

5.05

Remarks on result:

other: T°C and pH not applicable for QSAR

Applicant's summary and conclusion

Conclusions:

KOWWIN v1.68 enabled to estimate a value of Lauryl PCA log Kow as 5.05, with a precision of about 1 log unit based on three analogues. The value is fit for purpose of classification/labelling and PBT/vPvB/risk assessments.