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Bioaccumulation: aquatic / sediment

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Endpoint:
bioaccumulation in aquatic species: fish
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE
VEGA v1.1.4

2. MODEL (incl. version number)
BCF model (CAESAR) v2.1.14

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
n° / Name, CAS and EC number if available/ Formula/ SMILES
1/ tritetradecyl phosphite/ C42H87O3P/ O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CCCCCCCCCCCCCC
2/ ditetradecyl dodecyl phosphite/ C40H83O3P/ O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CCCCCCCCCCCCCC
3/ didodecyl tretradecyl phosphite/ C38H79O3P/ O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CCCCCCCCCCCCCC
4/ tridodecyl phosphite/ C38H79O3P/ O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CCCCCCCCCCCC
5/ ditetradecyl ethyl phosphite/ C30H63O3P/ O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CC
6/ tetradecyl dodecyl ethyl phosphite/ C28H59O3P/ O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CC
7/ didodecyl ethyl phosphite/ C26H55O3P/ O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CC
8/ ditetradecyl hydrogen phosphite/ C28H59O3P/ O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)
9/ ditetradecyl ethyl phosphate/ C30H63O4P/ C(CCCCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCCCC)OCC
10/ tetradecyl dodecyl hydrogen phosphite/ C26H55O3P/ O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCC)
11/ tetradecyl dodecyl ethyl phosphate/ C28H59O4P/ C(CCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCCCC)OCC
12/ tetradecyl diethyl phosphite/ C18H39O3P/ O(P(OCCCCCCCCCCCCCC)OCC)CC
13/ didodecyl ethyl phosphate / C26H55O4P/ C(CCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCC)OCC
14/ dodecyl diethyl phosphite/ C16H35O3P/ O(P(OCCCCCCCCCCCC)OCC)CC
15/ tetradecan-1-ol CAS 112-72-1/ EC 204-000-3/ C14H30O/ C(O)CCCCCCCCCCCCC
16/ dodecan-1-ol CAS 112-53-8/ EC 203-982-0/ C12H26O/ C(O)CCCCCCCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
See attached QMRF

5. APPLICABILITY DOMAIN
See attached QMRF

6. ADEQUACY OF THE RESULT
See endpoint sumary
Guideline:
other: REACH guidance on QSARs R.6 (2008)
Principles of method if other than guideline:
- Zhao, C., Boriani, E., Chana, A., Roncaglioni,A., Benfenati, E. A new hybrid system of QSAR models for predicting bioconcentration factors (BCF). Chemosphere (2008), 73, 1701-1707.
- Lombardo A, Roncaglioni A, Boriani E, Milan C, Benfenati E. Assessment and validation of the CAESAR predictive model for bioconcentration factor (BCF) in fish. Chemistry Central Journal (2010), 4 (Suppl 1).
Specific details on test material used for the study:
See SMILES codes in the attached QMRF
Type:
BCF
Value:
>= 1.3 - <= 724.4 L/kg
Remarks on result:
other:
Remarks:
QSARs estimation using using the BCF model (CAESAR) v2.1.14 module of VEGA v1.1.4.

Predicted value (model result):

Name

Formula

BCF (L/Kg wet-wt)

1

tritetradecyl phosphite

C42H87O3P

1.3

2

ditetradecyl dodecyl phosphite

C40H83O3P

1.7

3

didodecyl tretradecyl phosphite

 C38H79O3P

2.3

4

tridodecyl phosphite

C38H79O3P

3.6

5

ditetradecyl ethyl phosphite

C30H63O3P

5.2

6

tetradecyl dodecyl ethyl phosphite

C28H59O3P

6.2

7

didodecyl ethyl phosphite

 C26H55O3P

6.9

8

ditetradecyl hydrogen phosphite

C28H59O3P

6.8

9

ditetradecyl ethyl phosphate

C30H63O4P

5.4

10

tetradecyl dodecyl hydrogen phosphite

 C26H55O3P

8.1

11

tetradecyl dodecyl ethyl phosphate

 C28H59O4P

6.2

12

tetradecyl diethyl phosphite

C18H39O3P

36.3

13

didodecyl ethyl phosphate

C26H55O4P

6.5

14

dodecyl diethyl phosphite

 C16H35O3P

114.8

15

tetradecan-1-ol
CAS 112-72-1/ EC 204-000-3

C14H30O

724.4

16

dodecan-1-ol
CAS 112-53-8/ EC 203-982-0

 C12H26O

631.0

Conclusions:
QSARs estimation suggest BCF values between 1.3 and 724.4 using the BCF model (CAESAR) v2.1.14 module of VEGA v1.1.4.
Executive summary:

Phosphorous acid, tri-C12-14-alkyl esters is a complex substancemade of different phosphorous acid alkyl esters.The test item is characterised by surfactant properties. Furthermore the substance has a very low water solubility, hydrolyses rapidly and has a high log Kow. Therefore,OECD 305 test does not seem appropriate considering all these substance properties.

Bioaccumulation potential has been investigated using the QSAR predictive BCF model (CAESAR) v2.1.14 module of VEGA v1.1.4. The estimated BCF values ranged from 1.3 to 724.4 for each component and impurity of the substance.

These estimated BCF should be considered with caution due to the model limits.

Endpoint:
bioaccumulation in aquatic species: fish
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2018
Reliability:
2 (reliable with restrictions)
Rationale for reliability incl. deficiencies:
results derived from a valid (Q)SAR model, but not (completely) falling into its applicability domain, with adequate and reliable documentation / justification
Justification for type of information:
1. SOFTWARE
EPI Suite v4.11

2. MODEL (incl. version number)
BCFBAF v3.01

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
n° / Name, CAS and EC number if available / Formula / SMILES
1/ tritetradecyl phosphite / C42H87O3P / O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CCCCCCCCCCCCCC
2 / ditetradecyl dodecyl phosphite / C40H83O3P / O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CCCCCCCCCCCCCC
3/ didodecyl tretradecyl phosphite / C38H79O3P / O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CCCCCCCCCCCCCC
4/ tridodecyl phosphite / C38H79O3P / O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CCCCCCCCCCCC
5/ ditetradecyl ethyl phosphite / C30H63O3P / O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CC
6/ tetradecyl dodecyl ethyl phosphite / C28H59O3P / O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CC
7/ didodecyl ethyl phosphite / C26H55O3P / O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CC
8/ ditetradecyl hydrogen phosphite / C28H59O3P / O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)
9/ ditetradecyl ethyl phosphate / C30H63O4P / C(CCCCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCCCC)OCC
10/ tetradecyl dodecyl hydrogen phosphite / C26H55O3P / O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCC)
11/ tetradecyl dodecyl ethyl phosphate / C28H59O4P / C(CCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCCCC)OCC
12/ tetradecyl diethyl phosphite / C18H39O3P / O(P(OCCCCCCCCCCCCCC)OCC)CC
13/ didodecyl ethyl phosphate / C26H55O4P / C(CCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCC)OCC
14/ dodecyl diethyl phosphite / C16H35O3P / O(P(OCCCCCCCCCCCC)OCC)CC
15/ tetradecan-1-ol CAS 112-72-1/ EC 204-000-3 / C14H30O / C(O)CCCCCCCCCCCCC
16/ dodecan-1-ol CAS 112-53-8/ EC 203-982-0 / C12H26O / C(O)CCCCCCCCCCC

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
See QMRF

5. APPLICABILITY DOMAIN
See QMRF

6. ADEQUACY OF THE RESULT
See endpoint sumary
Guideline:
other: REACH guidance on QSARs R.6 (2008)
Deviations:
not applicable
Principles of method if other than guideline:
- Meylan, W.M., Howard, P.H, Aronson, D., Printup, H. and S. Gouchie.  1997.  "Improved Method for Estimating Bioconcentration Factor (BCF) from Octanol-Water Partition Coefficient", SRC TR-97-006 (2nd Update), July 22, 1997; prepared for: Robert S. Boethling, EPA-OPPT, Washington, DC; Contract No. 68-D5-0012; prepared by: ; Syracuse Research Corp., Environmental Science Center, 6225 Running Ridge Road, North Syracuse, NY 13212.
- Meylan,WM, Howard,PH, Boethling,RS et al. 1999.  Improved Method for Estimating Bioconcentration / Bioaccumulation Factor from Octanol/Water Partition Coefficient. Environ. Toxicol. Chem. 18(4): 664-672 (1999).
Specific details on test material used for the study:
See SMILES codes in the attached QMRF
Type:
BCF
Value:
>= 3.16 - <= 470 L/kg
Remarks on result:
other:
Remarks:
QSARs estimation using the BCFBAF v3.01 module of EPISuite v4.11.

Predicted value (model result):

Name

Formula

Molecular weight (g/mol)

log Kow

BCF

(L/Kg wet-wt)

1

tritetradecyl phosphite

C42H87O3P

671.13

18.42

3.16

2

ditetradecyl dodecyl phosphite

C40H83O3P

643.08

17.44

3.16

3

didodecyl tretradecyl phosphite

C38H79O3P

615.03

16.46

3.16

4

tridodecyl phosphite

C38H79O3P

586.97

15.48

3.16

5

ditetradecyl ethyl phosphite

C30H63O3P

502.81

12.53

25.9

6

tetradecyl dodecyl ethyl phosphite

C28H59O3P

474.75

11.55

19.9

7

didodecyl ethyl phosphite

C26H55O3P

446.7

10.57

60.3

8

ditetradecyl hydrogen phosphite

C28H59O3P

474.75

12.67

22.2

9

ditetradecyl ethyl phosphate

C30H63O4P

518.81

12.66

3.36

10

tetradecyl dodecyl hydrogen phosphite

C26H55O3P

446.7

11.69

17.1

11

tetradecyl dodecyl ethyl phosphate

C28H59O4P

490.75

11.68

3.16

12

tetradecyl diethyl phosphite

C18H39O3P

334.48

6.64

470

13

didodecyl ethyl phosphate

C26H55O4P

462.7

10.69

7.81

14

dodecyl diethyl phosphite

C16H35O3P

306.43

5.66

106

15

tetradecan-1-ol

C14H30O

214.39

6.03*

187

16

dodecan-1-ol

C12H26O

186.34

5.13*

47.6

* experimental data

Conclusions:
QSARs estimation suggest BCF values between 3.16 and 470 using the BCFBAF v3.01 module of EPISuite v4.11.
Executive summary:

Phosphorous acid, tri-C12-14-alkyl esters is a complex substance made of different phosphorous acid alkyl esters.The test item is characterised by surfactant properties. Furthermore the substance has a very low water solubility, hydrolyses rapidly and has a high log Kow. Therefore, OECD 305 test does not seem appropriate considering all these substance properties.

Bioaccumulation potential has been investigated using the QSAR predictive model BCFBAF v3.01 (module of EPISuite v4.11). The estimated BCF values ranged from 3.16 to 470 for each component and impurity of the substance.

These estimated BCF should be considered with caution due to the model limits.

Description of key information

QSAR predictions for BCFs have been performed with 2 different models : BCFBAF V3.01(EPIsuite v4.11) and BCF model (CAESAR) v2.1.14 (VEGA v1.1.4) on all the constituents and impurities of the registered substance.

 

Name

Formula

Notation SMILES :

BCF (L/Kg wet-wt)

BCFBAF V3.01 (EPIsuite v4.11)

BCF model (CAESAR) v2.1.14 (VEGA v1.1.4)

1

tritetradecyl phosphite

C42H87O3P

O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CCCCCCCCCCCCCC

3.16

1.3

2

ditetradecyl dodecyl phosphite

C40H83O3P

O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CCCCCCCCCCCCCC

3.16

1.7

3

didodecyl tretradecyl phosphite

 C38H79O3P

O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CCCCCCCCCCCCCC

3.16

2.3

4

tridodecyl phosphite

C38H79O3P

O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CCCCCCCCCCCC

3.16

3.6

5

ditetradecyl ethyl phosphite

C30H63O3P

O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CC

25.9

5.2

6

tetradecyl dodecyl ethyl phosphite

C28H59O3P

O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCCCC)CC

19.9

6.2

7

didodecyl ethyl phosphite

 C26H55O3P

O(P(OCCCCCCCCCCCC)OCCCCCCCCCCCC)CC

60.3

6.9

8

ditetradecyl hydrogen phosphite

C28H59O3P

O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC)

22.2

6.8

9

ditetradecyl ethyl phosphate

C30H63O4P

C(CCCCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCCCC)OCC

3.36

5.4

10

tetradecyl dodecyl hydrogen phosphite

 C26H55O3P

O(P(OCCCCCCCCCCCCCC)OCCCCCCCCCCCC)

17.1

8.1

11

tetradecyl dodecyl ethyl phosphate

 C28H59O4P

C(CCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCCCC)OCC

3.16

6.2

12

tetradecyl diethyl phosphite

C18H39O3P

O(P(OCCCCCCCCCCCCCC)OCC)CC

470

36.3

13

didodecyl ethyl phosphate

C26H55O4P

C(CCCCCCCCCCC)OP(=O)(OCCCCCCCCCCCC)OCC

7.81

6.5

14

dodecyl diethyl phosphite

 C16H35O3P

O(P(OCCCCCCCCCCCC)OCC)CC

106

114.8

15

tetradecan-1-ol
CAS 112-72-1/ EC 204-000-3

C14H30O

C(O)CCCCCCCCCCCCC

187

724.4

16

dodecan-1-ol
CAS 112-53-8/ EC 203-982-0

 C12H26O

C(O)CCCCCCCCCCC

47.6

631.0

 

With the exception of two values (for component 15 and 16), the calculated BCFs are far below the CLP threshold value of 500. Indeed, only the BCFs of the 2 alcohols calculated with the VEGA model are above 500 that indicates a concern for bioaccumulation. However, according to the registration dossier on these substances, the models overestimate BCFs for this type of constituent. Existing bibliographic data show rapid biotransformation and metabolism of this type of substances.

With calculated BCFs far below 2000, none of the constituents of the registered substance meets the B criteria (and vB) in the PBT (vPvB) assessment. The results of QSARs show that the different constituents of the substance have a low potential for bioaccumulation.However, these estimated results are slightly out of the domain of the training data set of the models BCFBAF V3.01 and out of the domain of applicability for BCF model (CAESAR) v2.1.14. Results should therefore be considered with caution.

Key value for chemical safety assessment

Additional information