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Endpoint:
adsorption / desorption: screening
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
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:
Calculated using KOCWIN v2.00
Principles of method if other than guideline:
KOCWIN (v2.00): estimation using estimated or experimentally derived log Kow
GLP compliance:
no
Type of method:
other: QSAR estimation: KOCWIN v2.00: Koc estimate from log Kow
Test temperature:
25 °C
Computational methods:
- Other: log Kow used for estimation: 5.3 (experimental value: BASF, 11S05931, 2012; see IUCLID section 4.7)
Key result
Type:
Koc
Value:
12 490 L/kg
Temp.:
25 °C
Remarks on result:
other: The substance is within the applicability domain of the model.
Key result
Type:
log Koc
Value:
4.096 L/kg
Temp.:
25 °C
Remarks on result:
other: The substance is within the applicability domain of the model.

KOCWIN Program (v2.00) Results:

==============================

SMILES : CC(C)(c1ccccc1)c2cc(c(O)c(c2)C(C)(C)c3ccccc3)n4nc5ccccc5n4

MOL FOR: C30 H29 N3 O1

MOL WT : 447.58

--------------------------- KOCWIN v2.00 Results ---------------------------

Koc Estimate from Log Kow:

Log Kow (User entered )

5.30

Non-Corrected Log Koc (0.55313 logKow + 0.9251)

3.8567

Fragment Correction(s):

* Multi-Nitrogen aromatic

0.0729

1 Aromatic Hydroxy (aromatic-OH)

0.1668

Corrected Log Koc

4.0964

Estimated Koc

1.249e+004 L/kg

 

Executive summary:

QPRF: KOCWIN v2.00 (using log Kow method) (18 Nov. 2013)

 

1.

Substance

See “Test material identity”

2.

General information

 

2.1

Date of QPRF

See “Data Source (Reference)”

2.2

QPRF author and contact details

See “Data Source (Reference)”

3.

Prediction

3.1

Endpoint
(OECD Principle 1)

Endpoint

Adsorption to solid phase of soils etc.

Dependent variable

Organic carbon normalised adsorption coefficient (Koc)

3.2

Algorithm
(OECD Principle 2)

Model or submodel name

KOCWIN

Model version

v. 2.00

Reference to QMRF

QMRF: Estimation of Soil Adsorption Coefficient using KOCWIN v2.00 (EPI Suite v4.11): Estimation using log Kow

Predicted value (model result)

See “Results and discussion”

Input for prediction

- Chemical structure via CAS number or SMILES

- log Kow (for log Kow method; optional)

Descriptor values

- Chemical structure

- Correction factors

3.3

Applicability domain
(OECD principle 3)

Domains:

1) Molecular weight
(range of test data set: 32.04 to 665.02 g/mol; On-Line KOCWIN User’s Guide, Ch. 6.2.4 Domain)

Substance within range (447.58 g/mol)

2) log Kow (range of test data set: -2.11 to 8.12; On-Line KOCWIN User’s Guide, Appendices E & F)

Substance within range (5.3)

3) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOCWIN User’s Guide)

fulfilled.

3.4

The uncertainty of the prediction
(OECD principle 4)

Nonpolar compounds: n = 68; r2=0.478, average dev. = 0.371

Polar compounds: n = 447, r²=0.855, std. dev.= 0.396, average dev. = 0.307

3.5

The chemical mechanisms according to the model underpinning the predicted result
(OECD principle 5)

Adsorption is caused by temporary (reversible) or permanent bonding between the substance and a surface (e.g. due to van der Waals interactions, hydrogen bonding to hydroxyl groups, ionic interactions, covalent bonding, etc.). The organic carbon normalized adsorption coefficient (Koc) is the ratio of a substance concentration sorbed in the organic matter component of soil or sediment to that in the aqueous phase at equilibrium.

Estimation using log Kow: The model is based on the high correlation of log Kow and the adsorption potential.

 

References

- US EPA (2012). On-Line KOCWIN User’s Guide.

- Meylan, W., P.H. Howard and R.S. Boethling. 1992. Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567.

  

Assessment of estimation domain (molecular weight, fragments, correction factors): 

Model:

KOCWIN v2.00

MCI & Log Kow method

Substance:

C30 H29 N3 O1

CAS-#:

70321-86-7

SMILES:

CC(C)(c1ccccc1)c2cc(c(O)c(c2)C(C)(C)c3ccccc3)n4nc5ccccc5n4

Molecular weight (g/mol):

447.58

Log Kow (experimental data):

5.3

Reference:

EPISUITE - KOWWIN data base match

 

 

Molecular weight (g/mol)

log Kow

Minimum

Maximum

Average

Minimum

Maximum

Training set

32.04

665.02

224.4

-2.11

8.12

Validation set

73.14

504.12

277.8

-5.98

8.68

Assessment of molecular weight

Molecular weight within range of training and validation set.

Assessment of log Kow (only relevant for log Kow method)

Log Kow within range of training and validation set.

 

Appendix D. MCI & Log Kow Correction Factors for 447 Compound Training Set

Correction Factor Descriptor

Coefficient for Molecular Connectivity Index (MCI) Regression Methodology

Coefficient for log Kow Regression Methodology

Occurrence

No. of instances
of each bond
found for the
current substance

(new model)

 Remark

(number of compounds

(max per structure)

 

Multi-Nitrogen aromatic

-1.204448

 

0.072898

10

1

*

Aromatic Hydroxy (aromatic-OH)

-0.09661

 

0.166847

27

1

1

 

Endpoint:
adsorption / desorption: screening
Type of information:
(Q)SAR
Adequacy of study:
weight of evidence
Study period:
2011
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:
Calculated using KOCWIN v2.00
Principles of method if other than guideline:
KOCWIN (v2.00): estimation using first-order Molecular Connectivity Index (MCI)
GLP compliance:
no
Type of method:
other: QSAR estimation: KOCWIN v2.00: Koc estimate from MCI
Test temperature:
25 °C
Key result
Type:
Koc
Value:
61 090 000 L/kg
Temp.:
25 °C
Remarks on result:
other: The substance is within the applicability domain of the model.
Key result
Type:
log Koc
Value:
7.786 L/kg
Temp.:
25 °C
Remarks on result:
other: The substance is within the applicability domain of the model.

KOCWIN Program (v2.00) Results:

==============================

SMILES : CC(C)(c1ccccc1)c2cc(c(O)c(c2)C(C)(C)c3ccccc3)n4nc5ccccc5n4

MOL FOR: C30 H29 N3 O1

MOL WT : 447.58

 

--------------------------- KOCWIN v2.00 Results --------------------------

 

Koc Estimate from MCI: 

First Order Molecular Connectivity Index

16.281

Non-Corrected Log Koc (0.5213 MCI + 0.60)

9.0870

Fragment Correction(s):

 

* Multi-Nitrogen aromatic

-1.2044

1 Aromatic Hydroxy (aromatic-OH)

-0.0966

Corrected Log Koc

7.7860

Estimated Koc

6.109e+007 L/kg

 

Executive summary:

QPRF: KOCWIN v2.00 (MCI methodology) (18 Nov. 2013) 

1.

Substance

See “Test material identity”

2.

General information

 

2.1

Date of QPRF

See “Data Source (Reference)”

2.2

QPRF author and contact details

See “Data Source (Reference)”

3.

Prediction

3.1

Endpoint
(OECD Principle 1)

Endpoint

Adsorption to solid phase of soils etc.

Dependent variable

Organic carbon normalised adsorption coefficient (Koc)

3.2

Algorithm
(OECD Principle 2)

Model or submodel name

KOCWIN

Model version

v. 2.00

Reference to QMRF

QMRF: Estimation of Soil Adsorption Coefficient using KOCWIN v2.00 (EPI Suite v4.11): MCI methodology

Predicted value (model result)

See “Results and discussion”

Input for prediction

- Chemical structure via CAS number or SMILES

Descriptor values

- MCI (first order molecular connectivity index)

- Correction factors

3.3

Applicability domain
(OECD principle 3)

Domains:

1) Molecular weight
(range of test data set: 32.04 to 665.02 g/mol; On-Line KOCWIN User’s Guide, Ch. 6.2.4 Domain)

Substance within range (447.58 g/mol)

2) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOCWIN User’s Guide)

fulfilled.

3.4

The uncertainty of the prediction
(OECD principle 4)

Statistical accuracy for training dataset:

n = 516, r² = 0.916, std. dev. = 0.330, average dev.= 0.263

3.5

The chemical mechanisms according to the model underpinning the predicted result
(OECD principle 5)

Adsorption is caused by temporary (reversible) or permanent bonding between the substance and a surface (e.g. due to van der Waals interactions, hydrogen bonding to hydroxyl groups, ionic interactions, covalent bonding, etc.). The organic carbon normalized adsorption coefficient (Koc) is the ratio of a substance concentration sorbed in the organic matter component of soil or sediment to that in the aqueous phase at equilibrium.

MCI methodology: The first-order molecular connectivity index is a measure to describe a variety of properties of chemicals. According to Sabljic (1984; cited in Meylan et al., 1992), the soil sorption potential is highly correlated with the first order MCI. Therefore, it has been used to derive the adsorption coefficient.

 

References

- US EPA (2012). On-Line KOCWIN User’s Guide.

- Meylan, W., P.H. Howard and R.S. Boethling. 1992. Molecular topology/fragment contribution method for predicting soil sorption coefficients. Environ. Sci. Technol. 26: 1560-1567.

 

Assessment of estimation domain (molecular weight, fragments, correction factors):

 

Model:

KOCWIN v2.00

MCI & Log Kow method

Substance:

C30 H29 N3 O1

CAS-#:

70321-86-7

SMILES:

CC(C)(c1ccccc1)c2cc(c(O)c(c2)C(C)(C)c3ccccc3)n4nc5ccccc5n4

Molecular weight (g/mol):

447.58

Log Kow (experimental data):

5.3

Reference:

EPISUITE - KOWWIN data base match

 

 

Molecular weight (g/mol)

log Kow

Minimum

Maximum

Average

Minimum

Maximum

Training set

32.04

665.02

224.4

 

-2.11

8.12

Validation set

73.14

504.12

277.8

 

-5.98

8.68

Assessment of molecular weight

Molecular weight within range of training and validation set.

Assessment of log Kow (only relevant for log Kow method)

Log Kow within range of training and validation set.

 

Appendix D. MCI & Log Kow Correction Factors for 447 Compound Training Set

Correction Factor Descriptor

Coefficient for Molecular Connectivity Index (MCI) Regression Methodology

Coefficient for log Kow Regression Methodology

Occurrence

No. of instances
of each bond
found for the
current substance

(new model)

 Remark

(number of compounds

(max per structure)

 

Multi-Nitrogen aromatic

-1.204448

 

0.072898

10

1

*

Aromatic Hydroxy (aromatic-OH)

-0.09661

 

0.166847

27

1

1

 

Description of key information

The log Koc for CAS 70321-86-7 was calculated to be 7.79 with the MCI method and 4.1 with the Kow method, respectively. Thus, adsorption to solid soil phase is expected.

Key value for chemical safety assessment

Koc at 20 °C:
61 090 000

Additional information

The soil adsorption coefficient (Koc) of CAS 70321 -86 -7 was calculated using EPI Suite KOCWIN program. Using the molecular connectivity index (MCI) method the Koc was calculated to be 6.109E7 L/kg (log Koc = 7.79). With the Kow method a Koc of 1.249E4 L/kg (log Koc = 4.1) was calculated, based on an experimental determined log Kow of 5.3. Both, the MCI method and the Kow method showed a log Koc > 3. Thus, the test item has the potential to adsorb to soil and suspended particles in water.

QSAR-disclaimer

In Article 13 of Regulation (EC) No 1907/2006, it is laid down that information on intrinsic properties of substances may be generated by means other than tests, provided that the conditions set out in Annex XI (of the same Regulation) are met. Furthermore according to Article 25 of the same Regulation testing on vertebrate animals shall be undertaken only as a last resort.

According to Annex XI of Regulation (EC) No 1907/2006 (Q)SAR results can be used if (1) the scientific validity of the (Q)SAR model has been established, (2) the substance falls within the applicability domain of the (Q)SAR model, (3) the results are adequate for the purpose of classification and labeling and/or risk assessment and (4) adequate and reliable documentation of the applied method is provided.

For the assessment of CAS 70321-86-7 (Q)SAR results were used for adsorption/desorption. The criteria listed in Annex XI of Regulation (EC) No 1907/2006 are considered to be adequately fulfilled and therefore the endpoint(s) sufficiently covered and suitable for risk assessment.

Therefore, further experimental studies on adsorption/desorption are not provided.

 

[LogKoc: 7.79]