A mixture of: isomers of 2-(2H-benzotriazol-2-yl)-4-methyl-(n)-dodecylphenol; isomers of 2-(2H-benzotriazol-2-yl)-4-methyl-(n)-tetracosylphenol; isomers of 2-(2H-benzotriazol-2-yl)-4-methyl-5,6-didodecyl-phenol. n=5 or 6

Biodegradation in water: screening tests

Link to relevant study record(s)

Reference

Reference 1

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Study period:

2020

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
OASIS Catalogic v5.14.1.5

2. MODEL (incl. version number)
CATALOGIC 301C v.11.16

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
7 representative structures of the UVCB
CCCCCCCCCCC(C)c1cc(C)cc(N2Nc3ccccc3N2)c1O
CCCCCCCCCCC(C)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(C)CCCCCCCCCC
CCCCCCC(CCCCC)c1cc(C)cc(N2Nc3ccccc3N2)c1O
CCCCCCC(CCCCC)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(CCCCC)CCCCCC
CCCCCCCCCCC(C)c1c(O)c(cc(C)c1C(CCCCC)CCCCCC)N2Nc3ccccc3N2
CCCCCCCCCCC(C)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(CCCCC)CCCCCC
CCCCCCCCCCCCCCCCCCCCCCC(C)c1cc(C)cc(N2Nc3ccccc3N2)c1O

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

5. APPLICABILITY DOMAIN
See attached QPRFs

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 metabolites.
- See attached QPRF for reliability assessment.

Principles of method if other than guideline:

Estimation of ready biodegradation in water using CATALOGIC v5.14.1.5 BOD 28 days MITI (OECD 301C) v.11.16

GLP compliance:

no

Oxygen conditions:

aerobic

Inoculum or test system:

other: Model calculation

Duration of test (contact time):

28 d

Parameter:

% degradation (O2 consumption)

Remarks:

QSAR model: based on OECD TG 301 C

Value:

16

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

C12 linear: CCCCCCCCCCC(C)c1cc(C)cc(N2Nc3ccccc3N2)c1O; within parameter domain, out of structural fragment domain, within metabolic domain

Parameter:

% degradation (O2 consumption)

Remarks:

QSAR model: based on OECD TG 301 C

Value:

21

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

2x C12 linear: CCCCCCCCCCC(C)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(C)CCCCCCCCCC; within parameter domain, out of structural fragment domain, within metabolic domain

Parameter:

% degradation (O2 consumption)

Remarks:

QSAR model: based on OECD TG 301 C

Value:

2

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

C12 branched: CCCCCCC(CCCCC)c1cc(C)cc(N2Nc3ccccc3N2)c1O; within parameter domain, out of structural fragment domain, within metabolic domain

Parameter:

% degradation (O2 consumption)

Remarks:

QSAR model: based on OECD TG 301 C

Value:

3

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

2x C12 branched: CCCCCCC(CCCCC)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(CCCCC)CCCCCC; within parameter domain, out of structural fragment domain, within metabolic domain

Parameter:

% degradation (O2 consumption)

Remarks:

QSAR model: based on OECD TG 301 C

Value:

12

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

C12 linear, C12 branched: CCCCCCCCCCC(C)c1c(C(CCCCC)CCCCCC)c(C)cc(N2Nc3ccccc3N2)c1O; within parameter domain, out of structural fragment domain, within metabolic domain

Parameter:

% degradation (O2 consumption)

Remarks:

QSAR model: based on OECD TG 301 C

Value:

12

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

C12 branched, C12 linear: CCCCCCCCCCC(C)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(CCCCC)CCCCCC; within parameter domain, out of structural fragment domain, within metabolic domain

Parameter:

% degradation (O2 consumption)

Remarks:

QSAR model: based on OECD TG 301 C

Value:

22

Sampling time:

28 d

Remarks on result:

not readily biodegradable based on QSAR/QSPR prediction

Remarks:

C24 linear: CCCCCCCCCCCCCCCCCCCCCCC(C)c1cc(C)cc(N2Nc3ccccc3N2)c1O; within parameter domain, out of structural fragment domain, within metabolic domain

Details on results:

Structure 1, C12 linear:
CCCCCCCCCCC(C)c1cc(C)cc(N2Nc3ccccc3N2)c1O
 
Predicted value (model result):
0.16 ± 0.0543
Concomitant predictions :
Not ready degradable
Primary Half Life = 1m 4d
Ultimate Half Life = 3m 19d
 

 
Structure 2, 2x C12 linear:
CCCCCCCCCCC(C)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(C)CCCCCCCCCC
 
Predicted value (model result):
0.21 ± 0.0613
Concomitant predictions :
Not ready degradable
Primary Half Life = 18.65 days
Ultimate Half Life = 2m 22d
 

 
Structure 3, C12 branched:
CCCCCCC(CCCCC)c1cc(C)cc(N2Nc3ccccc3N2)c1O
 
Predicted value (model result):
0.02 ± 0.0146
Concomitant predictions :
Not ready degradable
Primary Half Life = 2m 30d
Ultimate Half Life = 2y 5m 29d
 

 
Structure 4, 2x C12 branched:
CCCCCCC(CCCCC)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(CCCCC)CCCCCC
 
Predicted value (model result):
0.03 ± 0.0183
Concomitant predictions :
Not ready degradable
Primary Half Life = 1m 22d
Ultimate Half Life = 2y 0m 30d
 
 

Structure 5, C12 linear – C12 branched:
CCCCCCCCCCC(C)c1c(O)c(cc(C)c1C(CCCCC)CCCCCC)N2Nc3ccccc3N2
 
Predicted value (model result):
0.12 ± 0.0356
Concomitant predictions :
Not ready degradable
Primary Half Life = 27.59 days
Ultimate Half Life = 5m 3d
 
 

Structure 6, C12 branched – C12 linear:
CCCCCCCCCCC(C)c1c(C)cc(N2Nc3ccccc3N2)c(O)c1C(CCCCC)CCCCCC
 
Predicted value (model result):
0.12 ± 0.0355
Concomitant predictions :
Not ready degradable
Primary Half Life = 27.59 days
Ultimate Half Life = 5m 3d
 

 
Structure 7, C24 linear:
CCCCCCCCCCCCCCCCCCCCCCC(C)c1cc(C)cc(N2Nc3ccccc3N2)c1O
 
Predicted value (model result):
0.22 ± 0.0753
Concomitant predictions :
Not ready degradable
Primary Half Life = 1m 4d
Ultimate Half Life = 2m 20d

Interpretation of results:

not readily biodegradable

Remarks:

representative structures of UVCB

Conclusions:

The representative structures of the UVCB are not readily biodegradable. In total 126 metabolites (including the parents) at a quantity >=0.1% and a logKow of >4 could be identified.

Reference 2

Endpoint:

biodegradation in water: ready biodegradability

Type of information:

experimental study

Adequacy of study:

key study

Study period:

1985/11/22 - 20/12/1986

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: OECD guideline study, study was conducted under GLP like quality assurance.

Qualifier:

according to guideline

Guideline:

OECD Guideline 301 B (Ready Biodegradability: CO2 Evolution Test)

Deviations:

no

GLP compliance:

no

Remarks:

but GLP like quality assurance

Oxygen conditions:

aerobic

Inoculum or test system:

activated sludge, 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 19/11/85. The preparation was carried out according to the method described in the guideline.

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:The test medium was prepared according to the method described in the guideline.
- Test temperature: 22 + or - 2 degrees
- Aeration of dilution water: Approx. 50 mL/min free of carbon dioxide.

TEST SYSTEM
- Culturing apparatus: 2 liters flasks equipped with gas inlet and magnetic stirrer.
- Number of culture flasks/concentration: 1

SAMPLING
- Sampling frequency: day 4 / 7 / 10 / 13 / 17 / 24 / 27 and 28

Reference substance:

aniline

Parameter:

% degradation (CO2 evolution)

Value:

13

Sampling time:

28 d

Remarks on result:

other: 20 mg/L test substance

Parameter:

% degradation (CO2 evolution)

Value:

19

Sampling time:

28 d

Remarks on result:

other: 10 mg/L test substance

Details on results:

The test item is not is not biodegradable in this test.
The biodegradation of the reference substances was calculated as 91 % in 28 days

Interpretation of results:

other: not readily biodegradable

Reference 3

Endpoint:

biodegradation in water: screening tests

Type of information:

experimental study

Adequacy of study:

supporting study

Study period:

1986-02-11

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: Guideline study, study was performed predated GLP.

Qualifier:

equivalent or similar to guideline

Guideline:

other: "Deutsche Einheitsverfahren zur Wasseruntersuchung" H 41 December 1980 DIN 38 409

Principles of method if other than guideline:

Determination of the chemical oxygen demand by oxydation of the test substance with potassium dichromate.

GLP compliance:

no

Remarks:

but GLP like quality assurance

Oxygen conditions:

other: not relevant

Inoculum or test system:

other: not applicable

Duration of test (contact time):

2 h

Details on study design:

TEST CONDITIONS
- Test temperature: 148 +/- 3 degrees.

Reference substance:

other: Potassium hydrogen phthalate

Parameter:

COD

Value:

2.15 g O2/g test mat.

Results with reference substance:

Reference substance : 201 mg COD/L (limit: 192 - 208 mg COD/L)

Result: 2.15 g O2/g test item

Description of key information

Not readily biodegradable (according to OECD criteria).

Additional information

According to the key study (CIBA, 1986) the ready biodegradability of the test item was assessed over a 28 day period by the modified Sturm test (OECD 301B). The nominal test concentrations were 10 and 20 mg a.s./L. The test material attained up to 13 and 19 % biodegradation after 28 days whereas the positive control substance (Aniline) was 94.4 % degraded 28 days. These results indicate that the test item cannot be classified readily biodegradable under conditions of the test.

In a supportive study (Ciba, 1986) the Chemical Oxygen Demand was determined. After an exposure of 2 h the amount of O2 was very low, indicating no degradation of the test item.

In addidition, ready biodegradtion in water was estimated by calculations with Oasis Catalogic v5.14.1.5 based on the model BOD 28 days MITI (OECD 301C) v.11.16. As a result, the representative structures of the UVCB are not readily biodegradable. In total 126 metabolites (including the parents) at a quantity >=0.1% and a logKow of >4 could be identified.