(octahydro-4,7-methano-1H-indenyl)methyl acrylate

Bioaccumulation: aquatic / sediment

Link to relevant study record(s)

Reference

Endpoint:

bioaccumulation in aquatic species: fish

Type of information:

(Q)SAR

Adequacy of study:

key study

Study period:

2018-11-19

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

Qualifier:

no guideline followed

Principles of method if other than guideline:

The BCFBAF Program is an update and expansion of the previous BCFWIN Program that was part of the EPI Suite version 3.20.  The update pertains to estimation of Bioconcentration Factor (BCF).  The BCFBAF program estimates BCF of an organic compound using the compound's log octanol-water partition coefficient (Kow).  For the update, a more recent and better evaluated database of BCF values was used for both training and validation.  The BCF data were re-regressed using the same methodology as in the original BCFWIN program.

 

The original estimation methodology used by the original BCFWIN program is described in a document prepared for the U.S. Environmental Protection Agency (Meylan et al., 1997).  The estimation methodology was then published in journal article (Meylan et al, 1999).  The methodology is described in the Bioconcentration Factor Estimation section.

 

BCFBAF has been expanded to include estimation of the Biotransformation Rate (kM) in fish and estimation of Bioaccumulation Factor (BAF) by the Arnot-Gobas method (Arnot and Gobas, 2003).

 

BCFBAF requires only a chemical structure to estimate BCF, BAF and kM.  Structures are entered into BCFBAF through SMILES (Simplified Molecular Input Line Entry System) notations.  The six available methods of entering a SMILES into BCFBAF are listed in the Entering SMILES section.

Radiolabelling:

no

Vehicle:

no

Test organisms (species):

not specified

Reference substance (positive control):

no

Details on estimation of bioconcentration:

See "any other information on materials and methods incl. tables".

Key result

Type:

BCF

Value:

1 060 L/kg

Basis:

whole body w.w.

Type:

BAF

Value:

647 L/kg

Basis:

whole body w.w.

Details on results:

See "any other informaiton on results incl. tables".

SMILES : O=C(OCC(C(C(CC1C2)C2)C1C3)C3)C=C

CHEM :

MOL FOR: C14 H20 O2

MOL WT : 220.31

 

--------------------------------- BCFBAF v3.01 --------------------------------

Summary Results:

Log BCF (regression-based estimate): 3.03 (BCF = 1.06e+003 L/kg wet-wt)

Biotransformation Half-Life (days) : 1.64 (normalized to 10 g fish)

Log BAF (Arnot-Gobas upper trophic): 2.81 (BAF = 647 L/kg wet-wt)

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

BCF (Bioconcentration Factor):

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

Log Kow (estimated) : 3.91

Log Kow (experimental): not available from database

Log Kow used by BCF estimates: 5.09 (user entered)

Equation Used to Make BCF estimate:

Log BCF = 0.6598 log Kow - 0.333 + Correction

Correction(s): Value

No Applicable Correction Factors

Estimated Log BCF = 3.025 (BCF = 1060 L/kg wet-wt)

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

Whole Body Primary Biotransformation Rate Estimate for Fish:

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

------+-----+--------------------------------------------+---------+---------

TYPE | NUM | LOG BIOTRANSFORMATION FRAGMENT DESCRIPTION | COEFF | VALUE

------+-----+--------------------------------------------+---------+---------

Frag | 1 | Ester [-C(=O)-O-C] | -0.7605 | -0.7605

Frag | 1 | -CH2- [linear] | 0.0242 | 0.0242

Frag | 5 | -CH2- [cyclic] | 0.0963 | 0.4813

Frag | 5 | -CH - [cyclic] | 0.0126 | 0.0630

Frag | 3 | -C=CH [alkenyl hydrogen] | 0.0988 | 0.2965

Frag | 3 | -C=CH [alkenyl hydrogen] | 0.0000 | 0.0000

Frag | 1 | Number of fused acyclic rings | 0.6477 | 0.6477

L Kow| * | Log Kow = 5.09 (user-entered ) | 0.3073 | 1.5644

MolWt| * | Molecular Weight Parameter | | -0.5650

Const| * | Equation Constant | | -1.5371

============+============================================+=========+=========

RESULT | LOG Bio Half-Life (days) | | 0.2145

RESULT | Bio Half-Life (days) | | 1.639

NOTE | Bio Half-Life Normalized to 10 g fish at 15 deg C |

============+============================================+=========+=========

Biotransformation Rate Constant:

kM (Rate Constant): 0.423 /day (10 gram fish)

kM (Rate Constant): 0.2379 /day (100 gram fish)

kM (Rate Constant): 0.1338 /day (1 kg fish)

kM (Rate Constant): 0.07522 /day (10 kg fish)

Arnot-Gobas BCF & BAF Methods (including biotransformation rate estimates):

Estimated Log BCF (upper trophic) = 2.804 (BCF = 636.1 L/kg wet-wt)

Estimated Log BAF (upper trophic) = 2.811 (BAF = 647.1 L/kg wet-wt)

Estimated Log BCF (mid trophic) = 2.919 (BCF = 829.6 L/kg wet-wt)

Estimated Log BAF (mid trophic) = 2.973 (BAF = 939.9 L/kg wet-wt)

Estimated Log BCF (lower trophic) = 2.950 (BCF = 891.7 L/kg wet-wt)

Estimated Log BAF (lower trophic) = 3.112 (BAF = 1293 L/kg wet-wt)

Arnot-Gobas BCF & BAF Methods (assuming a biotransformation rate of zero):

Estimated Log BCF (upper trophic) = 3.960 (BCF = 9131 L/kg wet-wt)

Estimated Log BAF (upper trophic) = 5.180 (BAF = 1.515e+005 L/kg wet-wt)

Validity criteria fulfilled:

not applicable

Executive summary:

The bioconcentration factor (BCF) of the test substance in fish was estimated via the EPA-developed QSAR program BCFBAF v3.01. An experimentally-measured log Kow value was entered into the calculation (log Kow = 5.09). The estimated log BCF was equal to 3.025 (BCF = 1060 L/kg wet weight).

Description of key information

The bioconcentration factor (BCF) of the test substance in fish was estimated via the EPA-developed QSAR program BCFBAF v3.01. An experimentally-measured log Kow value was entered into the calculation (log Kow = 5.09).

The estimated log BCF was equal to 3.025 (BCF = 1060 L/kg wet weight).

Key value for chemical safety assessment

BCF (aquatic species):

1 060 L/kg ww