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Biodegradation in water: screening tests

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Reference
Endpoint:
biodegradation in water: screening tests
Type of information:
(Q)SAR
Adequacy of study:
other information
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 limited documentation / justification
Justification for type of information:
The supporting QMRF report has been attached.
Reference:
Composition 1
Qualifier:
according to
Guideline:
OECD Guideline 301 C (Ready Biodegradability: Modified MITI Test (I))
Principles of method if other than guideline:
The prediction was done by using OECD QSAR tool box v.3.3
GLP compliance:
not specified
Test material information:
Composition 1
Specific details on test material used for the study:
Name of the test chemical: (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate
Common Name: Geranyl phenylacetate
Molecular formula: C18H24O2
Molecular weight: 272.3856 g/mol
Smiles Notation: c1(CC(OC\C=C(\CC\C=C(\C)C)C)=O)ccccc1
InChI: 1S/C18H24O2/c1-15(2)8-7-9-16(3)12-13-20-18(19)14-17-10-5-4-6-11-17/h4-6,8,10-12H,7,9,13-14H2,1-3H3/b16-12+
Substance Type: Organic
Physical State: Liquid (colorless)
Oxygen conditions:
aerobic
Inoculum or test system:
other: Microorganisms
Duration of test (contact time):
28 d
Parameter followed for biodegradation estimation:
other: BOD
Key result
Parameter:
other: BOD
Value:
16
Sampling time:
28 d
Remarks on result:
other: other details not available
Details on results:
The test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate undergoes 16 % biodegradation in 28 days by taking BOD as parameter.

The prediction was based on dataset comprised from the following descriptors: BOD
Estimation method: Takes average value from the 5 nearest neighbours
Domain  logical expression:Result: In Domain

((((((((((((("a" or "b" or "c" or "d" )  and "e" )  and "f" )  and "g" )  and "h" )  and "i" )  and "j" )  and ("k" and ( not "l") )  )  and ("m" and ( not "n") )  )  and "o" )  and ("p" and ( not "q") )  )  and "r" )  and ("s" and "t" )  )

Domain logical expression index: "a"

Referential boundary: The target chemical should be classified as Esters (Chronic toxicity) by US-EPA New Chemical Categories

Domain logical expression index: "b"

Referential boundary: The target chemical should be classified as Michael addition AND Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals AND Michael addition >> P450 Mediated Activation to Quinones and Quinone-type Chemicals >> Arenes by DNA binding by OECD

Domain logical expression index: "c"

Referential boundary: The target chemical should be classified as SN2 AND SN2 >> SN2 reaction at sp3 carbon atom AND SN2 >> SN2 reaction at sp3 carbon atom >> Allyl acetates and related chemicals by Protein binding by OECD

Domain logical expression index: "d"

Referential boundary: The target chemical should be classified as Esters AND Vinyl/Allyl Esters by Aquatic toxicity classification by ECOSAR

Domain logical expression index: "e"

Referential boundary: The target chemical should be classified as days - weeks by Biodeg primary (Biowin 4) ONLY

Domain logical expression index: "f"

Referential boundary: The target chemical should be classified as Not calculated by Biodeg BioHC half-life (Biowin) ONLY

Domain logical expression index: "g"

Referential boundary: The target chemical should be classified as Biodegrades Fast by Biodeg probability (Biowin 1) ONLY

Domain logical expression index: "h"

Referential boundary: The target chemical should be classified as Biodegrades Fast by Biodeg probability (Biowin 2) ONLY

Domain logical expression index: "i"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 5) ONLY

Domain logical expression index: "j"

Referential boundary: The target chemical should be classified as Does NOT Biodegrade Fast by Biodeg probability (Biowin 7) ONLY

Domain logical expression index: "k"

Referential boundary: The target chemical should be classified as No alert found by DNA binding by OASIS v.1.4

Domain logical expression index: "l"

Referential boundary: The target chemical should be classified as Radical OR Radical >> Radical mechanism by ROS formation (indirect) or direct radical attack on DNA OR Radical >> Radical mechanism by ROS formation (indirect) or direct radical attack on DNA >> Organic Peroxy Compounds by DNA binding by OASIS v.1.4

Domain logical expression index: "m"

Referential boundary: The target chemical should be classified as Non binder, without OH or NH2 group by Estrogen Receptor Binding

Domain logical expression index: "n"

Referential boundary: The target chemical should be classified as Moderate binder, OH grooup OR Strong binder, OH group by Estrogen Receptor Binding

Domain logical expression index: "o"

Referential boundary: The target chemical should be classified as No superfragment by Superfragments ONLY

Domain logical expression index: "p"

Referential boundary: The target chemical should be classified as Non-Metals by Groups of elements

Domain logical expression index: "q"

Referential boundary: The target chemical should be classified as Halogens by Groups of elements

Domain logical expression index: "r"

Similarity boundary:Target: CC(C)=CCCC(C)=CCOC(=O)Cc1ccccc1
Threshold=50%,
Dice(Atom centered fragments)
Atom type; Count H attached; Hybridization

Domain logical expression index: "s"

Parametric boundary:The target chemical should have a value of Molecular weight which is >= 188 Da

Domain logical expression index: "t"

Parametric boundary:The target chemical should have a value of Molecular weight which is <= 353 Da

Validity criteria fulfilled:
not specified
Interpretation of results:
not readily biodegradable
Conclusions:
The test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate undergoes 16 % biodegradation by taking BOD as parameter and microorganisms as inoculum in 28 days. Therefore it is concluded that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate is not readily biodegradable.
Executive summary:

Biodegradability of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate is predicted using OECD QSAR tool box v.3.3 using log Kow as primary descriptor. The test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate undergoes 16 % biodegradation by taking BOD as parameter and microorganisms as inoculum in 28 days. Therefore it is concluded that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate is not readily biodegradable.

Description of key information

Biodegradability of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate is predicted using OECD QSAR tool box v.3.3 using log Kow as primary descriptor. The test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate undergoes 16 % biodegradation by taking BOD as parameter and microorganisms as inoculum in 28 days. Therefore it is concluded that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate is not readily biodegradable.

Key value for chemical safety assessment

Biodegradation in water:
under test conditions no biodegradation observed

Additional information

Predicted data for target compound (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS no. 102-22-7) and supporting weight of evidence studies for its closest read across chemicals with log Kow as a primary descriptor were reviewed for the biodegradation endpoint which are summarized as below.

Biodegradability of test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS no.102-22-7) is predicted using OECD QSAR tool box v.3.3 using log Kow as primary descriptor. The test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate undergoes 16 % biodegradation by taking BOD as parameter and microorganisms as inoculums in 28 days. Therefore it is concluded that test chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate is not readily biodegradable.

Another prediction done by using Estimation Programs Interface Suite (EPI suite, 2017) to estimate the biodegradation potential of the test compound (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS no.102-22-7) in the presence of mixed populations of environmental microorganisms. The biodegradability of the substance was calculated using seven different models such as Linear Model, Non-Linear Model, Ultimate Biodegradation Timeframe, Primary Biodegradation Timeframe, MITI Linear Model, MITI Non-Linear Model and Anaerobic Model (called as Biowin 1-7, respectively) of the BIOWIN v4.10 software. The results indicate that chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate is expected to be not readily biodegradable.

In a supporting weight of evidence study from authoritative database ( J Check, 2017) the Biodegradation experiment was carried out for read across chemical eth(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate (CAS no.10453-86-8) by taking activated sludge as inoculums at 30 mg/L concentration for 28 days. Biodegradation was analyzed by using two parameters namely BOD and HPLC. The initial concentration of read across chemical was 100 mg/L. After 28 days of incubation percent biodegradation of read across chemical eth(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate was observed to be 0.0 % by BOD parameter 1.0 % by HPLC parameter.Therefore it is concluded that read across chemical eth(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate is not readily biodegradable.

In another supporting weight of evidence study from same source as mentioned above (J check, 2017) of read across chemical 1,1'-[oxybis(methylene)]dibenzene (CAS no.103-50-4) biodegradation experiment was carried out by taking activated sludge as inoculums at 30 mg/L concentration. Biodegradation was analyzed by using two parameters that are BOD and HPLC. The initial concentration of read across chemical was 100 mg/L and study design was of standard type. After 14 days of incubation the read across chemical 1,1'-[oxybis(methylene)]dibenzene undergoes 0.0 % degradation by considering BOD as parameter and 7.0 % degradation by considering HPLC as parameter. Thus based on percent biodegradability it is concluded that read across chemical1,1'-[oxybis(methylene)]dibenzene is not readily biodegradable.

On the basis of above results for target chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (CAS no.102-22-7) from ( EPI suite 2017 and OECD QSAR tool box v3.3 2017) and for its read across substances ( from J Check,2017) the target chemical (2E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate expected to be not readily biodegradable.