Phosphoric acid, mono- and di-C12-14-alkyl esters

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:

Episuite v4.11 KOWWIN 1.98
See Details on Methods and results for information on model inputs.
The KOWWIN model is specifically intended for assessing the partition coefficient of organic chemicals. The modelled substances are long chain hydrocarbon esters, and so fall within this applicability domain. Further, the molecular weights of the target chemicals (266.32 and 490.75) fall within the molecular weight range of the model’s training substance set (18 to 720). The structural fragment breakdown of each substance falls below the maximum values defined in the training set, with the exception of the -CH2- aliphatic carbons in the Di C14-alkyl phosphate ester. However, this does falls within the maximum value in the validation set and so can be considered to nevertheless meet the applicability criteria.

Data source

Reference

Reference Type:

other: QSAR data

Title:

KOWWIN v1.68 (Episuite v4.11) estimation for the test substance

Author:

U.S. Environmental Protection Agency (US EPA)

Year:

2020

Bibliographic source:

Estimation Programs Interface Suite™ for Microsoft® Windows, v 4.11. United States Environmental Protection Agency, Washington, DC, USA.

Materials and methods

Test guideline

Qualifier:

according to guideline

Guideline:

other: ECHA guidance on QSARs: Chapter R.6. QSARs and grouping of chemicals

Principles of method if other than guideline:

The test substance is a UVCB with constituents of variable carbon chain lengths. Partition coefficient values were therefore estimated for the two main components choosing a C-chain for expected extremes of the coefficient ranges. SMILES codes were used as the input parameter.

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

Water

EC Number:

231-791-2

EC Name:

Water

Cas Number:

7732-18-5

Molecular formula:

H2O

IUPAC Name:

Water

Constituent 2

Reference substance name:

C12-C14 alcohol

IUPAC Name:

C12-C14 alcohol

Constituent 3

Reference substance name:

Mono (C12-C14 alkyl) phosphate ester

IUPAC Name:

Mono (C12-C14 alkyl) phosphate ester

Constituent 4

Reference substance name:

Di (C12-C14 alkyl) diphosphate ester

IUPAC Name:

Di (C12-C14 alkyl) diphosphate ester

Constituent 5

Reference substance name:

Tri (C12-C14 alkyl) triphosphate ester

IUPAC Name:

Tri (C12-C14 alkyl) triphosphate ester

Constituent 6

Reference substance name:

C12-C14 alkyl pyrophosphate esters

IUPAC Name:

C12-C14 alkyl pyrophosphate esters

Constituent 7

Reference substance name:

Ortho-phosphoric acid

IUPAC Name:

Ortho-phosphoric acid

Constituent 8

Reference substance name:

unknown

Molecular formula:

unknown

IUPAC Name:

unknown

Test material form:

solid: bulk

Results and discussion

Partition coefficient

Key result

Type:

log Pow

Partition coefficient:

>= 4.69 - <= 12.11

Temp.:

25 °C

Remarks on result:

other: partition coefficient range estimation using KOWWIN v1.68

Any other information on results incl. tables

Training Set Molecular Weights

Min 18.02, Max 712.92, Av 199.98

Validation Set Molecular Weights

Min 27.032, Max 991.15, Av 258.98

Input 1: Mono C12-alkyl phosphate ester

SMILES : CCCCCCCCCCCCOP(O)(O)=O
MOL FOR: C12 H27 O4 P1
MOL WT : 266.32

TYPE	NUM	LOGKOW FRAGMENT DESCRIPTION	COEFF	VALUE	Training Set Max	Validation Set Max
Frag	1	-CH3 [aliphatic carbon]	0.5473	0.5473	13	18
Frag	11	-CH2- [aliphatic carbon]	0.4911	5.4021	18	28
Frag	1	-O-P [aliphatic attach]	-0.0162	-0.0162	4	6
Frag	1	O=P	-2.4239	-2.4239	1	4
Frag	2	-OH [phosphorus attach]	0.4750	0.9500	2	8
Const		Equation Constant		0.2290
			Log Kow	4.6883

 

Input 2: Di C14-alkyl phosphate ester

SMILES : O=P(O)(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC
MOL FOR: C28 H59 O4 P1
MOL WT : 490.75

TYPE	NUM	LOGKOW FRAGMENT DESCRIPTION	COEFF	VALUE	Training Set Max	Validation Set Max
Frag	2	-CH3 [aliphatic carbon]	0.5473	1.0946	13	20
Frag	26	-CH2- [aliphatic carbon]	0.4911	12.7686	18	28
Frag	2	-O-P [aliphatic attach]	-0.0162	-0.0324	4	6
Frag	1	O=P	-2.4239	-2.4239	1	4
Frag	1	-OH [phosphorus attach]	0.4750	0.4750	2	8
Const		Equation Constant		0.2290
			Log Kow	12.1109

Applicant's summary and conclusion

Conclusions:

Using the KOWWIN v1.68 program (EPI Suite v4.11), the partition coefficient range of the test substance was calculated to be 4.69-12.11

Executive summary:

The partition coefficient for the test substance, Phosphoric acid, mixed lauryl and myristyl esters was estimated using the KOWWIN v1.68 program of EPI Suite v4.11. The test substance is a UVCB with constituents of variable carbon chain lengths. Partition coefficient values were therefore estimated for the two main components choosing a C-chain for expected extremes of the coefficient ranges. The estimated log Kow of the constituents was found to range from 4.67 to 12.11.