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EC number: 274-570-6 | CAS number: 70321-86-7
Biodegradation in water: screening tests
Administrative data
Link to relevant study record(s)
- Endpoint:
- biodegradation in water: ready biodegradability
- Type of information:
- experimental study
- Adequacy of study:
- key study
- Study period:
- 1984-09-11 to 1984-10-09
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- other: Non-GLP guideline study
- Qualifier:
- according to guideline
- Guideline:
- OECD Guideline 301 B (Ready Biodegradability: CO2 Evolution Test)
- Deviations:
- yes
- Remarks:
- The volume of the test solution was reduced from 3.0 L to 1.5 L.
- GLP compliance:
- no
- Oxygen conditions:
- aerobic
- Inoculum or test system:
- activated sludge, domestic, non-adapted
- Details on inoculum:
- - Source of inoculum/activated sludge: Bacteria collected from activated sludge of the sewage treatment plant of CH - 4153 Reinach on 10 September 1984
- Preparation of inoculum for exposure: The preparation was carried out according to the method described in the guideline. 20.1 resp. 20.0 mg of the test substance were weighed and aded to the test medium. The volume was adjusted to 200 mL with bidistilled water and aerated for 3 hours.
- Concentration of sludge: 2.0 g/L - Duration of test (contact time):
- 28 d
- Initial conc.:
- 10 mg/L
- Based on:
- test mat.
- Initial conc.:
- 20 mg/L
- Based on:
- test mat.
- Parameter followed for biodegradation estimation:
- CO2 evolution
- Details on study design:
- TEST CONDITIONS
Composition of medium: test medium was prepared according to the method described in the guideline
- Test temperature: 22 ± 2°C
TEST SYSTEM
- Culturing apparatus: 2 Liter flasks equipped with gas inlet and magnetic stirrer.
- Number of culture flasks/concentration: 1
- Method used to create aerobic conditions: Approx. 50 mL/min free of carbon dioxide.
- Measuring equipment: carbon analyzer
- Details of trap for CO2 and volatile organics if used: Titration of the carbon dioxide, absorbed in the absorbers filled wiht 0.025 N barium hydroxide on the days 6, 9, 13, 17, 20, 24, 27 and 28
SAMPLING
- Sampling frequency: 6, 9, 13, 17, 20, 24, 27 and 28 days
CALCULATIONS:
- The biodegradation was calculated on the basis of the theoretical carbon content of the test substance and the cumulative quantities of carbon dioxide determined on the days of measurements. For the calculation the formula given in the guideline was used.
ThOC:
- 10 mg test substance are equivalent to 8.051 mg organic carbon. - Reference substance:
- aniline
- Remarks:
- 20 mg/L
- Parameter:
- % degradation (CO2 evolution)
- Value:
- 6
- Sampling time:
- 28 d
- Remarks on result:
- other: Dose: 10 mg/L
- Parameter:
- % degradation (CO2 evolution)
- Value:
- 3
- Sampling time:
- 28 d
- Remarks on result:
- other: Dose: 20 mg/L
- Details on results:
- The biodegradation calculated as percentage of measured amount of carbondioxide over the theory was:
10 mg test substance/L = 6% in 28 days.
20 mg test substance/L = 3% in 28 days. - Results with reference substance:
- 20 mg/L = 99% in 28 days.
- Endpoint:
- biodegradation in water: ready biodegradability
- Type of information:
- (Q)SAR
- Adequacy of study:
- supporting study
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- accepted calculation method
- Justification for type of information:
- 1. SOFTWARE
OASIS Catalogic v5.11.19
2. MODEL (incl. version number)
CATALOGIC 301C v.09.13
3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
See section 'Test Material'.
4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
See attached QMRF.
5. APPLICABILITY DOMAIN
See attached QPRF.
6. ADEQUACY OF THE RESULT
- The model is scientifically valid (see attached QMRF).
- The model estimates the biodegradability of a substance and identifies its degradation betabolites. Screening information on the ready biodegradability is required for substances manufactured or imported in quantities of 1 t/y or more. Depending on the results, further information may be required for substances manufactured or imported in quantities of 100 t/y or more (simulation testing on ultimate degradation in surface water/soil/sediment). Column 2 of REACH Annex VII provides exemptions for conducting the study. It does not need to be conducted if the substance is inorganic. According to column 2 of REACH Annex IX, testing is not required if the substance is highly insoluble in water, or the substance is readily biodegradable.
- See attached QPRF for reliability assessment. - Principles of method if other than guideline:
- Estimation of ready biodegradation in water using CATALOGIC v5.11.19 BOD 28 days MITI (OECD 301C) v09.13
- GLP compliance:
- no
- Oxygen conditions:
- aerobic
- Inoculum or test system:
- other: Model calculation
- Duration of test (contact time):
- 28 d
- Parameter:
- % degradation (O2 consumption)
- Value:
- 16
- Sampling time:
- 28 d
- Remarks on result:
- not readily biodegradable based on QSAR/QSPR prediction
- Remarks:
- parent compound
- Interpretation of results:
- not readily biodegradable
- Remarks:
- parent substance
- Conclusions:
- The parent substance is not readily biodegradable. 70 metabolites at a quantity >=0.1% could be identified. According to the predicted BOD and (if available) data from the OECD Toolbox some of these metabolites can be regarded as readily biodegradable. However, for the majority of the metabolites a final conclusion about the degradability/persistency cannot be made.
- Endpoint:
- biodegradation in water: ready biodegradability
- Type of information:
- (Q)SAR
- Adequacy of study:
- supporting study
- 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:
- Please refer to QMRF and QPRF in the section "Overall remarks" and "Executive summary", respectively.
- Principles of method if other than guideline:
- Prediction of ready biodegradability based on EPI Suite v4.11 BIOWIN v4.10.
- GLP compliance:
- no
- Key result
- Remarks on result:
- other: Ready biodegradability prediction: Substance is not readily biodegradable.
- Key result
- Remarks on result:
- other: Biowin1: Biodegrades fast; Biowin2: Does not biodegrade Fast; Biowin3: Months; Biowin4: Weeks; Biowin5: Does not biodegrade fast; BIOWIN6: Does not biodegrade fast
- Interpretation of results:
- not readily biodegradable
- Conclusions:
- Based on the results of BIOWIN v4.10 the test substance is predicted to be not readily biodegradable.
- Executive summary:
QPRF: BIOWIN v4.11
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
Biodegradability
Dependent variable
Biodegradability
3.2
Algorithm
(OECD Principle 2)Model or submodel name
BIOWIN
Model version
v. 4.10
Reference to QMRF
QMRF: Estimation of Aerobic Biodegradability using BIOWIN v4.10 (EPI Suite v4.11): BIOWIN1 to BIOWIN6 and Ready Biodegradability Prediction
Predicted value (model result)
See “Results and discussion”
Input for prediction
- Chemical structure via CAS number or SMILES
Descriptor values
- Structure fragments
- Molecular weight
3.3
Applicability domain
(OECD principle 3)Domains (Appendix D, On-Line BIOWIN User’s Guide):
1) Molecular weight
See below (Assessment of estimation domain)
2) Fragments:
See below (Assessment of estimation domain)
3.4
The uncertainty of the prediction
(OECD principle 4)Parameter
BIOWIN model
1
2
3
4
5
6
Total correct
264 / 295
275 / 295
167 / 200
165 / 200
485 / 589
488 / 589
% correct, total
89.5
93.2
83.5
82.5
82.3
82.9
% correct, fast
97.3 (181 / 186)
97.3 (181 / 186)
93.5 (101 / 108)
84.9 (101 / 119)
79.1 (201 / 254)
80.3 (204 / 254)
3.5
The chemical mechanisms according to the model underpinning the predicted result
(OECD principle 5)The chemical structure influences the biodegradability of the substance. Therefore, chemical fragments were selected having a potential effect on biodegradability. In order to be able to predict the biodegradability probability of substances without these specific fragments, the molecular weight was integrated into the models.
References
- US EPA (2012). On-Line BIOWIN User’s Guide.
Assessment of estimation domain (molecular weight, fragments):
Model:
BIOWIN v4.10
Substance:
Tin 234
CAS-#:
70321-86-7
SMILES:
CC(C)(c1ccccc1)c2cc(c(O)c(c2)C(C)(C)c3ccccc3)n4nc5ccccc5n4
Molecular weight (g/mol):
447.58
AppendixD - Fragment Coefficients for Biodegradation Models
BIOWIN1 and BIOWIN2: Linear / Non-Linear Biodegradability
Fragment description
Coefficient
Training set fragment count
No. of instances
of each bond
found for the
current substanceLinear
Non-linear
Min
Max
No. of compounds in training set containing the fragment
Aromatic alcohol [-OH]
0.11581
0.9086
-
3
46
1
Carbon with 4 single bonds & no hydrogens
-0.18393
-1.7232
-
2
9
2
Unsubstituted phenyl group (C6H5-)
0.12809
1.7991
-
2
25
2
Molecular Weight
---
---
31.06
697.7
in range
BIOWIN3 and BIOWIN4: Ultimate / Primary biodegradability
Fragment description
Coefficient
Training set fragment count
No. of instances
of each bond
found for the
current substanceUltimate
Primary
Min
Max
No. of compounds in training set containing the fragment
Aromatic alcohol [-OH]
0.05638
0.03969
-
3
21
1
Carbon with 4 single bonds & no hydrogens
-0.21212
-0.15344
-
3
32
2
Unsubstituted phenyl group (C6H5-)
0.02201
0.00489
-
3
22
2
Molecular Weight
---
---
53.06
697.65
-
in range
BIOWIN5 and BIOWIN6: MITI Biodegradability Coefficients (Linear / Non-Linear)
Fragment description
Coefficient
Training set fragment count
No. of instances
of each bond
found for the
current substanceLinear
Non-Linear
Min
Max
No. of compounds in training set containing the fragment
Aromatic alcohol [-OH]
0.064226
0.48842336
-
2
65
1
Carbon with 4 single bonds & no hydrogens
0.067617
0.39898879
-
9
53
2
Aromatic-H
0.008218
0.12014128
-
15
302
16*
Methyl [-CH3]
0.000411
0.01942827
-
9
295
4
Molecular Weight
---
---
30.02
959.2
-
in range
BIOWIN7: Anaerobic Biodegradation Coefficients
Fragment description
Coefficient
Min
Max
No. of compounds in training set containing the fragment
No. of instances
of each bond
found for the
current substanceAromatic alcohol [-OH]
0.080722447
---
-
3
45
1
Carbon with 4 single bonds & no hydrogens
-0.334230083
---
-
3
5
2
Unsubstituted phenyl group (C6H5-)
0.21818207
---
-
2
23
2
Aromatic-H
-0.095430138
---
-
13
94
16*
Methyl [-CH3]
-0.079572183
---
-
4
86
4
Molecular Weight
---
---
46.07
885.46
in range
*Fragment exceeded the maximum number of instances as listed in Appendix D
- Endpoint:
- biodegradation in water: ready biodegradability
- Type of information:
- (Q)SAR
- Adequacy of study:
- supporting study
- 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 platform v1.1.3
2. MODEL (incl. version number)
Ready Biodegradability model v1.0.9
3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
SMILES: Oc1c(cc(cc1C(c2ccccc2)(C)C)C(c3ccccc3)(C)C)N4Nc5ccccc5(N4)
4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
See attached QMRF.
5. APPLICABILITY DOMAIN
See attached QPRF.
6. ADEQUACY OF THE RESULT
- The model is scientifically valid (see attached QMRF).
- The model estimates the biodegradability of a substance. Screening information on the ready biodegradability is required for substances manufactured or imported in quantities of 1 t/y or more. Depending on the results, further information may be required for substances manufactured or imported in quantities of 100 t/y or more (simulation testing on ultimate degradation in surface water/soil/sediment). Column 2 of REACH Annex VII provides exemptions for conducting the study. It does not need to be conducted if the substance is inorganic. According to column 2 of REACH Annex IX, testing is not required if the substance is highly insoluble in water, or the substance is readily biodegradable.
- See attached QPRF for reliability assessment. - Principles of method if other than guideline:
- The model is based on the OECD TG 301C - modified MITI -I test data and provides a qualitative evaluation (binary classification) of ready biodegradability properties.
The applicability domain of predictions is assessed using an Applicability Domain Index (ADI) that has values from 0 (worst case) to 1 (best case). The ADI is calculated by grouping several other indices, each one taking into account a particular issue of the applicability domain. Most of the indices are based on the calculation of the most similar compounds found in the training and test set of the model, calculated by a similarity index that consider molecule's fingerprint and structural aspects (count of atoms, rings and relevant fragments). - GLP compliance:
- no
- Key result
- Remarks on result:
- not readily biodegradable based on QSAR/QSPR prediction
- Remarks:
- The substance is outside the Applicability Domain of the model according to AD index.
- Interpretation of results:
- not readily biodegradable
Referenceopen allclose all
- Concomitant predictions :
Not readily biodegradable
Primary Half Life = 11.08 days
Ultimate Half Life = 3 months 17 days
- Predicted value (model result): O2 -consumption (BOD) = 0.16 ± 0.0375
Metabolite prediction:
Biodegradation data of metabolites with estimated quantities ≥0.1% after 28 days (prediction by CATALOGIC 301C v.09.13 implemented in OASIS Catalogic v5.11.19)
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BIOWIN (v4.10) Program 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
--------------------------- BIOWIN v4.10 Results --------------------------
Biowin1 (Linear Model Prediction) : Biodegrades Fast
Biowin2 (Non-Linear Model Prediction): Does Not Biodegrade Fast
Biowin3 (Ultimate Biodegradation Timeframe): Months
Biowin4 (Primary Biodegradation Timeframe): Weeks
Biowin5 (MITI Linear Model Prediction) : Does Not Biodegrade Fast
Biowin6 (MITI Non-Linear Model Prediction): Does Not Biodegrade Fast
Biowin7 (Anaerobic Model Prediction): Does Not Biodegrade Fast
Ready Biodegradability Prediction: NO
TYPE |
NUM |
Biowin1 FRAGMENT DESCRIPTION |
COEFF |
VALUE |
Frag |
1 |
Aromatic alcohol [-OH] |
0.1158 |
0.1158 |
Frag |
2 |
Carbon with 4 single bonds & no hydrogens |
-0.1839 |
-0.3679 |
Frag |
2 |
Unsubstituted phenyl group (C6H5-) |
0.1281 |
0.2562 |
MolWt |
* |
Molecular Weight Parameter |
|
-0.2131 |
Const |
* |
Equation Constant |
|
0.7475 |
RESULT |
Biowin1 (Linear Biodeg Probability) |
|
0.5386 |
|
TYPE |
NUM |
Biowin2 FRAGMENT DESCRIPTION |
COEFF |
VALUE |
Frag |
1 |
Aromatic alcohol [-OH] |
0.9086 |
0.9086 |
Frag |
2 |
Carbon with 4 single bonds & no hydrogens |
-1.7232 |
-3.4464 |
Frag |
2 |
Unsubstituted phenyl group (C6H5-) |
1.7991 |
3.5982 |
MolWt |
* |
Molecular Weight Parameter |
|
-6.3557 |
RESULT |
Biowin2 (Non-Linear Biodeg Probability) |
|
0.0922 |
|
A Probability Greater Than or Equal to 0.5 indicates --> Biodegrades Fast
A Probability Less Than 0.5 indicates --> Does NOT Biodegrade Fast
TYPE |
NUM |
Biowin3 FRAGMENT DESCRIPTION |
COEFF |
VALUE |
Frag |
1 |
Aromatic alcohol [-OH] |
0.0564 |
0.0564 |
Frag |
2 |
Carbon with 4 single bonds & no hydrogens |
-0.2121 |
-0.4242 |
Frag |
2 |
Unsubstituted phenyl group (C6H5-) |
0.0220 |
0.0440 |
MolWt |
* |
Molecular Weight Parameter |
|
-0.9891 |
Const |
* |
Equation Constant |
|
3.1992 |
RESULT |
Biowin3 (Survey Model - Ultimate Biodeg) |
1.8862 |
|
|
TYPE |
NUM |
Biowin4 FRAGMENT DESCRIPTION |
COEFF |
VALUE |
Frag |
1 |
Aromatic alcohol [-OH] |
0.0397 |
0.0397 |
Frag |
2 |
Carbon with 4 single bonds & no hydrogens |
-0.1534 |
-0.3069 |
Frag |
2 |
Unsubstituted phenyl group (C6H5-) |
0.0049 |
0.0098 |
MolWt |
* |
Molecular Weight Parameter |
|
-0.6458 |
Const |
* |
Equation Constant |
|
3.8477 |
RESULT |
Biowin4 (Survey Model - Primary Biodeg) |
|
2.9446 |
|
Result Classification: 5.00 -> hours 4.00 -> days 3.00 -> weeks
(Primary & Ultimate) 2.00 -> months 1.00 -> longer
TYPE |
NUM |
Biowin5 FRAGMENT DESCRIPTION |
COEFF |
VALUE |
Frag |
1 |
Aromatic alcohol [-OH] |
0.0642 |
0.0642 |
Frag |
2 |
Carbon with 4 single bonds & no hydrogens |
0.0676 |
0.1352 |
Frag |
16 |
Aromatic-H |
0.0082 |
0.1315 |
Frag |
4 |
Methyl [-CH3] |
0.0004 |
0.0016 |
MolWt |
* |
Molecular Weight Parameter |
|
-1.3316 |
Const |
* |
Equation Constant |
|
0.7121 |
RESULT |
Biowin5 (MITI Linear Biodeg Probability) |
|
-0.2868 |
|
TYPE |
NUM |
Biowin6 FRAGMENT DESCRIPTION |
COEFF |
VALUE |
Frag |
1 |
Aromatic alcohol [-OH] |
0.4884 |
0.4884 |
Frag |
2 |
Carbon with 4 single bonds & no hydrogens |
0.3990 |
0.7980 |
Frag |
16 |
Aromatic-H |
0.1201 |
1.9223 |
Frag |
4 |
Methyl [-CH3] |
0.0194 |
0.0777 |
MolWt |
* |
Molecular Weight Parameter |
|
-12.9212 |
RESULT |
Biowin6 (MITI Non-Linear Biodeg Probability) |
|
0.0008 |
|
A Probability Greater Than or Equal to 0.5 indicates --> Readily Degradable
A Probability Less Than 0.5 indicates --> NOT Readily Degradable
Experimental value: -
Predicted RB activity: NON Readily Biodegradable
No. alerts for non RB: 2
No. alerts for possible non RB: 2
No. alerts for RB: 0
No. alerts for possible RB: 0
Structural alerts: Non RB alert no. 2 (1-ethyl-3-methylbenzene); Non RB alert no. 12 ((1-phenylethyl)benzene); Possible non RB alert no. 1 (benzylbenzene); Possible non RB alert no. 5 (3-methylaniline)
Reliability: the predicted compound is outside the Applicability Domain of the model
Remarks: none
Description of key information
The parent compound and relevant metabolites are not readily biodegradable (OECD criteria).
Key value for chemical safety assessment
Additional information
The ready biodegradability of the test item (parent compound) was assessed over a 28 day period by the modified Sturm test (OECD 301 B). The nominal test concentrations were 10 and 20 mg a.s./L. The test material attained up to 6 and 3% biodegradation after 28 days whereas the positive control substance (Aniline) was 94.4% degraded after 28 days. These results indicate that the test item cannot be classified readily biodegradable under the conditions of the test.
Furthermore, the degradability of the substance was assessed with different QSAR estimation tools to (1) elucidate its ready biodegradability and (2) identify possible degradation products. The ready biodegradability was assessed with the following QSAR estimation tools:
- US EPA’s EPISuite estimation program v4.11, Biowin v4.10
- Ready biodegradability model IRFMN v1.0.9 integrated in the Vegain silicoplatform v1.1.3.
- Catalogic v5.11.19, Catalogic 301 C v09.13
Catalogic was further used to identify possible degradation products.
According to the US EPA’s EPISuite v4.11, Biowin v4.10 estimation program the substance is not readily biodegradable. The molecular weight of the substance is within the applicability domain of the model. However, the substance exceeded the maximum number of instances of each bond in the Biowin 5 and 6 submodel by 1 instance (aromatic H: 16 instances instead of 15) and in the Biowin 7 submodel by 3 instances (aromatic H: 16 instances instead of 13). These exceedances are not regarded as relevant for the general outcome of the model (not readily biodegradable) especially as the exceeded fragments are only aromatic hydrogens. Thus, the reliability of the prediction is regarded as high.
The Vega IRFMN v1.0.9 model predicted the substance as not readily biodegradable. However, the reliability was low. Only moderately similar compounds with known experimental value in the training set have been found, the accuracy of the prediction for similar molecules found in the training set is not optimal, a prominent number of atom centered fragments of the compound have not been found in the compounds of the training set or are rare fragments. Although the prediction is of low reliability it reflects the experimental result of the OECD 301 B study. Therefore, it was not discarded but used as supporting information.
Catalogic v5.11.19, Catalogic 301 C v09.13 predicted a BOD of 16%. The model’s applicability domain is divided into three subdomains. (1) the parameter domain, (2) the structural fragment domain and (3) the metabolic domain. The substance is within the logKow, molecular weight and water solubility ranges of the parameter domain. However, only 50% of the fragments of the compound were found in correctly predicted training set chemicals. The remaining 50% of the fragments were unknown and not present in the training set chemicals. Thus, the compound is outside of the structural fragments domain. The third subdomain – the metabolic domain – investigates if the compound can be successfully mineralized. The substance is within the metabolic domain. In summary, the substance is not within the total domain of the model, however, the prediction is regarded as reliable. Especially as available experimental data on the degradability – OECD TG 301 B, 3 to 6% degradation – confirm the predicted result of 16%.
In conclusion, the compound is clearly regarded as not readily biodegradable (by OECD criteria).
In addition to the prediction of the ready biodegradability the identification of degradation products was performed with the Catalogic 301 C model especially in regards to the PBT assessment. As mentioned above, the prediction of the model is regarded as suitable. Furthermore, the predicted metabolic pathways are regarded as reliable as the underlying metabolic transformations can be applied to the present substance/its atom-centered fragments and especially because the substance is within the metabolic domain of the model. The model predicted 70 metabolites at a relevant quantity of≥0.1% after 28d (Table 1). In addition to the identification of the metabolites Catalogic 301 C also predicted the BOD. Additionally, for metabolites≥0.1% the OECD QSAR Toolbox v3.4 was used to identify available experimental data to conclude on the degradability of the metabolites beyond their predicted degradation value. The information is also listed in Table 1.
Table 1: Metabolites at a quantity≥0.1% after 28d and further information about the distribution (logKow) and the degradability (data from the OECD QSAR Toolbox).
Quantity [%] |
LogKow |
Smiles |
BOD predicted [%]* |
Remarks |
Data from OECD QSAR Toolbox** |
17.36 |
7.2 |
CC(C)(c1ccccc1)c1cc(C(C)(C)c2ccccc2)cc(N2Nc3ccccc3N2)c1O |
16 |
parent |
not readily biodegradable |
4.32 |
6.8 |
CC(c1ccccc1)c1cc(C(C)(C)c2ccccc2)cc(N2Nc3ccccc3N2)c1O |
10 |
metabolite |
No data |
4.32 |
6.8 |
CC(c1ccccc1)c1cc(N2Nc3ccccc3N2)c(O)c(C(C)(C)c2ccccc2)c1 |
10 |
metabolite |
No data |
0.51 |
6.2 |
CC(C)(c1ccccc1)c1cc(C(C)(C)c2ccc(O)c(O)c2)cc(N2Nc3ccccc3N2)c1O |
18 |
metabolite |
No data |
0.51 |
6.2 |
CC(C)(c1ccccc1)c1cc(N2Nc3ccccc3N2)c(O)c(C(C)(C)c2ccc(O)c(O)c2)c1 |
18 |
metabolite |
No data |
0.51 |
6.2 |
CC(C)(c1ccccc1)c1cc(C(C)(C)c2ccccc2)cc(N2Nc3ccc(O)c(O)c3N2)c1O |
17 |
metabolite |
No data |
0.51 |
5.9 |
CC(C)(c1ccccc1)c1cc(C(C)(C)c2ccccc2)cc(N2Nc3cc(O)c(O)cc3N2)c1O |
17 |
metabolite |
No data |
1.39 |
5.3 |
CC(C)(c1ccccc1)c1cc(N2Nc3ccccc3N2)c(O)c(C(O)=O)c1 |
16 |
metabolite |
No data |
7.47 |
5.1 |
CC(=O)c1cc(C(C)(C)c2ccccc2)cc(N2Nc3ccccc3N2)c1O |
11 |
metabolite |
No data |
2.45 |
4.9 |
CC(C)(c1ccccc1)c1cc(C(C)(C)C(O)=O)cc(N2Nc3ccccc3N2)c1O |
10 |
metabolite |
No data |
2.45 |
4.9 |
CC(C)(c1ccccc1)c1cc(N2Nc3ccccc3N2)c(O)c(C(C)(C)C(O)=O)c1 |
10 |
metabolite |
No data |
0.18 |
4.9 |
CC(c1ccccc1)c1cc(N2Nc3ccccc3N2)c(O)c(C(O)=O)c1 |
6 |
metabolite |
No data |
6.69 |
4.8 |
CC(C)(c1ccccc1)c1cc(C(O)=O)c(O)c(N2Nc3ccccc3N2)c1O |
12 |
metabolite |
No data |
1.59 |
4.6 |
CC(c1ccccc1)c1cc(N2Nc3ccccc3N2)c(O)c(C(C)=O)c1 |
3 |
metabolite |
No data |
7.47 |
4.5 |
CC(C)(c1ccccc1)c1cc(C(O)=O)cc(N2Nc3ccccc3N2)c1O |
12 |
metabolite |
No data |
1.42 |
4.4 |
CC(c1ccccc1)c1cc(C(O)=O)c(O)c(N2Nc3ccccc3N2)c1O |
3 |
metabolite |
No data |
7.47 |
4.3 |
CC(=O)c1cc(N2Nc3ccccc3N2)c(O)c(C(C)(C)c2ccccc2)c1 |
11 |
metabolite |
No data |
0.15 |
4.1 |
CC(=O)c1cc(C(C)(C)c2ccc(O)c(O)c2)cc(N2Nc3ccccc3N2)c1O |
13 |
metabolite |
No data |
0.15 |
4.1 |
CC(=O)c1cc(C(C)(C)c2ccccc2)cc(N2Nc3ccc(O)c(O)c3N2)c1O |
12 |
metabolite |
No data |
1.59 |
4.0 |
CC(c1ccccc1)c1cc(C(O)=O)cc(N2Nc3ccccc3N2)c1O |
3 |
metabolite |
No data |
0.14 |
3.9 |
CC(C)(c1ccccc1)c1cc(C(O)=O)c(O)c(N2Nc3ccc(O)c(O)c3N2)c1O |
13 |
metabolite |
No data |
0.14 |
3.9 |
CC(C)(c1ccc(O)c(O)c1)c1cc(C(O)=O)c(O)c(N2Nc3ccccc3N2)c1O |
15 |
metabolite |
No data |
1.59 |
3.8 |
CC(c1ccccc1)c1cc(C(C)=O)cc(N2Nc3ccccc3N2)c1O |
3 |
metabolite |
No data |
0.15 |
3.7 |
CC(=O)c1cc(C(C)(C)c2ccccc2)cc(N2Nc3cc(O)c(O)cc3N2)c1O |
11 |
metabolite |
No data |
0.14 |
3.5 |
CC(C)(c1ccccc1)c1cc(C(O)=O)c(O)c(N2Nc3cc(O)c(O)cc3N2)c1O |
12 |
metabolite |
No data |
0.15 |
3.5 |
CC(C)(c1ccc(O)c(O)c1)c1cc(C(O)=O)cc(N2Nc3ccccc3N2)c1O |
15 |
metabolite |
No data |
0.15 |
3.5 |
CC(C)(c1ccccc1)c1cc(C(O)=O)cc(N2Nc3ccc(O)c(O)c3N2)c1O |
13 |
metabolite |
No data |
0.15 |
3.3 |
CC(=O)c1cc(N2Nc3ccccc3N2)c(O)c(C(C)(C)c2ccc(O)c(O)c2)c1 |
14 |
metabolite |
No data |
0.15 |
3.3 |
CC(=O)c1cc(N2Nc3ccc(O)c(O)c3N2)c(O)c(C(C)(C)c2ccccc2)c1 |
12 |
metabolite |
No data |
0.15 |
3.2 |
CC(C)(c1ccccc1)c1cc(C(O)=O)cc(N2Nc3cc(O)c(O)cc3N2)c1O |
12 |
metabolite |
No data |
0.10 |
3.0 |
CC(C)(c1cc(N2Nc3ccccc3N2)c(O)c(C(O)=O)c1)C(O)=O |
3 |
metabolite |
No data |
0.15 |
3.0 |
CC(=O)c1cc(N2Nc3cc(O)c(O)cc3N2)c(O)c(C(C)(C)c2ccccc2)c1 |
12 |
metabolite |
No data |
0.92 |
2.8 |
CC(=O)c1cc(C(C)(C)C(O)=O)cc(N2Nc3ccccc3N2)c1O |
1 |
metabolite |
No data |
5.01 |
2.7 |
CC(=O)c1cc(C(O)=O)c(O)c(N2Nc3ccccc3N2)c1O |
1 |
metabolite |
No data |
0.42 |
2.6 |
Oc1c(N2Nc3ccccc3N2)cc(C(O)=O)cc1C(O)=O |
4 |
metabolite |
No data |
0.80 |
2.5 |
CC(C)(c1cc(C(O)=O)c(O)c(N2Nc3ccccc3N2)c1O)C(O)=O |
0 |
metabolite |
No data |
0.20 |
2.4 |
CC(=O)c1cccc(N2Nc3ccccc3N2)c1O |
1 |
metabolite |
No data |
0.42 |
2.4 |
CC(=O)c1cc(N2Nc3ccccc3N2)c(O)c(C(O)=O)c1 |
4 |
metabolite |
No data |
5.72 |
2.3 |
CC(=O)c1cc(C(O)=O)cc(N2Nc3ccccc3N2)c1O |
1 |
metabolite |
No data |
0.90 |
2.2 |
CC(C)(c1cc(C(O)=O)cc(N2Nc3ccccc3N2)c1O)C(O)=O |
1 |
metabolite |
No data |
5.52 |
2.1 |
CC(=O)c1cc(C(C)=O)cc(N2Nc3ccccc3N2)c1O |
1 |
metabolite |
No data |
41.62 |
2.0 |
c1ccccc1 |
5 |
metabolite |
Readily biodegradable |
0.92 |
2.0 |
CC(=O)c1cc(N2Nc3ccccc3N2)c(O)c(C(C)(C)C(O)=O)c1 |
1 |
metabolite |
No data |
5.31 |
1.9 |
OC(=O)c1ccccc1 |
93 |
metabolite |
Readily biodegradable |
0.20 |
1.9 |
Oc1ccc(C(O)=O)cc1N1Nc2ccccc2N1 |
1 |
metabolite |
No data |
4.89 |
1.8 |
Oc1c(C(O)=O)cc(C(O)=O)c(O)c1N1Nc2ccccc2N1 |
1 |
metabolite |
No data |
0.74 |
1.7 |
CC(=O)c1ccccc1 |
27 |
metabolite |
Readily biodegradable |
0.20 |
1.7 |
CC(=O)c1ccc(O)c(N2Nc3ccccc3N2)c1 |
1 |
metabolite |
No data |
0.12 |
1.4 |
CC(=O)c1cc(C(O)=O)cc(N2Nc3ccc(O)c(O)c3N2)c1O |
3 |
metabolite |
No data |
0.19 |
1.2 |
OCC(=O)c1cc(C(O)=O)c(O)c(N2Nc3ccccc3N2)c1O |
10 |
metabolite |
No data |
0.12 |
1.2 |
CC(=O)c1cc(C(C)=O)cc(N2Nc3ccc(O)c(O)c3N2)c1O |
3 |
metabolite |
No data |
0.12 |
1.2 |
CC(=CC(O)=O)C(C)=O |
6 |
metabolite |
No data |
0.37 |
1.0 |
Oc1ccccc1O |
100 |
metabolite |
Readily biodegradable |
0.12 |
1.0 |
CC(=O)c1cc(C(O)=O)cc(N2Nc3cc(O)c(O)cc3N2)c1O |
1 |
metabolite |
No data |
0.23 |
0.9 |
Oc1ccc(C(O)=O)cc1O |
91 |
metabolite |
No data |
0.21 |
0.8 |
Oc1ccc2c(c1O)NN(c1c(O)c(C(O)=O)cc(C(O)=O)c1O)N2 |
3 |
metabolite |
No data |
0.12 |
0.8 |
CC(=O)c1cc(C(C)=O)cc(N2Nc3cc(O)c(O)cc3N2)c1O |
1 |
metabolite |
No data |
0.23 |
0.7 |
CC(=O)c1ccc(O)c(O)c1 |
66 |
metabolite |
No data |
0.21 |
0.5 |
Oc1cc2c(cc1O)NN(c1c(O)c(C(O)=O)cc(C(O)=O)c1O)N2 |
1 |
metabolite |
No data |
0.12 |
0.2 |
CC(=O)C(=C)CC(O)=O |
6 |
metabolite |
No data |
2.61 |
-0.1 |
OC(=O)CC(=CC(O)=O)C(O)=O |
78 |
metabolite |
No data |
1.79 |
-1.0 |
OC(C(O)=O)C(O)(CC(O)=O)C(O)=O |
89 |
metabolite |
No data |
3.25 |
-1.2 |
OC(=O)CC(O)=O |
100 |
metabolite |
Readily biodegradable |
0.19 |
-1.4 |
OC(=O)C=O |
100 |
metabolite |
Readily biodegradable |
0.66 |
-2.1 |
OC(=O)C(C(O)=O)C(O)=O |
97 |
metabolite |
No data |
0.27 |
-2.3 |
OC(=O)CC(=O)CC(O)=O |
100 |
metabolite |
No data |
0.69 |
-2.5 |
OC(=O)CC(O)(C(O)=O)C(O)=O |
93 |
metabolite |
No data |
0.69 |
-2.5 |
OC(C(O)=O)C(O)=O |
90 |
metabolite |
No data |
0.19 |
-2.6 |
OC(=O)CC(=O)C(O)=O |
100 |
metabolite |
No data |
1.10 |
-2.6 |
OC(C(=O)CC(O)=O)C(O)=O |
97 |
metabolite |
No data |
1.10 |
-2.7 |
OC(=O)CC(O)(C=O)C(O)=O |
94 |
metabolite |
No data |
*Catalogic v5.11.19, Catalogic 301 C v09.13
**Information on the degradability were derived from the OECD QSAR Toolbox v3.4 including the following databases: (1) Biodegradation in soil OASIS, (2) Biodegradation NITE, (3) ECHA CHEM, and (4) ECOTOX.
The OECD QSAR Toolbox identified only six metabolites (excluding the parent compound) with experimental data. These compounds can be regarded as readily biodegradable. For the other metabolites no experimental data could be found and only the predicted BOD values are available. According to the BOD values from Catalogic the vast majority of the metabolites cannot be regarded as readily biodegradable showing BOD values of <20%.
In an overall conclusion, the parent compound cannot be regarded as readily biodegradable. This is supported by three QSAR models which also classified the compound as not biodegradable. The experimental study according to OECD TG 301 B revealed a degradation rate of 3 to 6% and Catalogic 301 C v09.13 revealed a BOD of 16%. According to these results a certain degree of primary degradation of the parent compound might be assumed. However, the half life is expected to be long. Therefore, and as a worst case, the parent compound is regarded as persistent in the environment. In a subsequent step, Catalogic was used to identify possible degradation products≥0.1% which are relevant in regards to the PBT assessment. For six of these metabolites experimental data derived from the databases incorporated in the OECD QSAR Toolbox could be identified which clearly lead to the conclusion that these six metabolites are readily biodegradable and not persistent. For the remaining metabolites only predicted BOD values from Catalogic 301 C v09.13 are available. Especially the smaller metabolites showed high BOD values. For these compounds it can reasonably be assumed that they are not persistent, but rather well biodegradable if not even readily biodegradable. However, the larger metabolites showed BOD values less than 20%. For these metabolites a concluding assessment about the persistency cannot be made. Therefore, these metabolites are regarded as persistent in the environment.
The QSAR predictions have been conducted in compliance with Regulation (EC) No 1907/2006:
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 aerobic biodegradability in water.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 aerobic biodegradability in water are not provided.
Information on Registered Substances comes from registration dossiers which have been assigned a registration number. The assignment of a registration number does however not guarantee that the information in the dossier is correct or that the dossier is compliant with Regulation (EC) No 1907/2006 (the REACH Regulation). This information has not been reviewed or verified by the Agency or any other authority. The content is subject to change without prior notice.
Reproduction or further distribution of this information may be subject to copyright protection. Use of the information without obtaining the permission from the owner(s) of the respective information might violate the rights of the owner.
