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Environmental fate & pathways

Bioaccumulation: aquatic / sediment

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Reference
Endpoint:
bioaccumulation in aquatic species, other
Type of information:
(Q)SAR
Adequacy of study:
key study
Study period:
2019
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:
1. SOFTWARE
On-Line EPI Suite™ User's Guide (v4.00 - v4.11).

2. MODEL (incl. version number)
BCFBAF v3.01. The BCFBAF Program is an update and expansion of the previous BCFWIN Program that was part of the EPI Suite version 3.20.

3. SMILES OR OTHER IDENTIFIERS USED AS INPUT FOR THE MODEL
CC(=O)OC[C@H]1O[C@H]([C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O)C1=CC(CC2=CC=C(S2)C2=CC=C(F)C=C2)=C(C)C=C1

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
- 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).
- The measured BCF values used in the revised regressions were selected from a quality reviewed BCF database (Arnot and Gobas, 2006); details of the data quality review methods are described in Arnot and Gobas (2006).  Single BCF values were selected for each compound (median values were generally selected for compounds with multiple values).
- The BCF values selected for the BCFBAF training and validation datasets are available in Appendix G and via Internet download at:
http://esc.syrres.com/interkow/EpiSuiteData.htm
A substructure searchable version of the data can be downloaded at: http://esc.syrres.com/interkow/EpiSuiteData_ISIS_SDF.htm

5. APPLICABILITY DOMAIN
see QPRF
6. ADEQUACY OF THE RESULT
see QPRF
Qualifier:
no guideline followed
Principles of method if other than guideline:
Meylan WM, Howard PH, Boethling RS, Aronson D, Printup H, Gouchie S. Improved Method for Estimating Bioconcentration/Bioaccumulation Factor from Octanol/Water Partition Coefficient. Environ Toxicol Chem. 1999;18:664–672
GLP compliance:
no
Specific details on test material used for the study:
SMILES: CC(=O)OC[C@H]1O[C@H]([C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O)C1=CC(CC2=CC=C(S2)C2=CC=C(F)C=C2)=C(C)C=C1
Key result
Type:
other: log BCF
Value:
3.296 dimensionless
Basis:
whole body w.w.
Calculation basis:
other: Regression-based method
Remarks on result:
other: QSAR predicted value
Key result
Type:
BCF
Value:
1 977 L/kg
Basis:
whole body w.w.
Calculation basis:
other: Regression-based method
Remarks on result:
other:
Remarks:
QSAR predicted value
Details on results:
For detailed description on the model and its applicability, see QPRF

SMILES : CC(=O)OCC3OC(C(OC(=O)(C))C(OC(=O)(C))C3OC(=O)(C))c1cc(Cc4ccc(s4)c2ccc

        (F)cc2)c(C)cc1

CHEM   :

MOL FOR: C32 H33 F1 O9 S1

MOL WT : 612.67

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

Summary Results:

 Log BCF (regression-based estimate):  3.30  (BCF = 1.98e+003 L/kg wet-wt)

 Biotransformation Half-Life (days) :  0.00318  (normalized to 10 g fish)

 Log BAF (Arnot-Gobas upper trophic):  1.08  (BAF = 12 L/kg wet-wt)

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

BCF (Bioconcentration Factor):

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

Log Kow  (estimated)  :  6.01

Log Kow (experimental):  not available from database

Log Kow used by BCF estimates:  5.50 (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 =  3.296  (BCF = 1977 L/kg wet-wt)

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

Whole Body Primary Biotransformation Rate Estimate for Fish:

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

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

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

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

Frag |  4  |  Ester   [-C(=O)-O-C]                      | -0.7605 | -3.0421

Frag |  1  |  Aromatic fluoride   [-F]                  |  0.0000 |  0.0000

Frag |  1  |  Aliphatic ether  [C-O-C]                  | -0.0232 | -0.0232

Frag |  2  |  Alkyl substituent on aromatic ring        |  0.1781 |  0.3561

Frag |  1  |  Furan or Thiofuran                        | -0.3571 | -0.3571

Frag |  1  |  Fluorine  [-F]                            |  0.2759 |  0.2759

Frag |  1  |  Aromatic-CH3                              | -0.0872 | -0.0872

Frag |  1  |  Aromatic-CH2                              | -0.3365 | -0.3365

Frag |  1  |  Aromatic-CH                               | -0.4629 | -0.4629

Frag |  9  |  Aromatic-H                                |  0.2664 |  2.3974

Frag |  4  |  Methyl  [-CH3]                            |  0.2451 |  0.9804

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

Frag |  4  |  -CH -  [cyclic]                           |  0.0126 |  0.0504

Frag |  1  |  Aomatic Sulfur                            |  0.0000 |  0.0000

Frag |  2  |  Benzene                                   | -0.4277 | -0.8555

L Kow|  *  |  Log Kow =   5.50 (user-entered   )        |  0.3073 |  1.6904

MolWt|  *  |  Molecular Weight Parameter                |         | -1.5711

Const|  *  |  Equation Constant                         |         | -1.5371

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

  RESULT   |        LOG Bio Half-Life (days)            |         | -2.4979

  RESULT   |            Bio Half-Life (days)            |         |0.003178

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

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

Biotransformation Rate Constant:

kM (Rate Constant):  25 /day (10 gram fish) **

kM (Rate Constant):  14.06 /day (100 gram fish) **

kM (Rate Constant):  7.906 /day (1 kg fish) **

kM (Rate Constant):  4.446 /day (10 kg fish) **

** Predicted value exceeds theoretical whole body maximum value.

   kM (Rate Constant) of  25 /day  is recommended/applied for 10 g fish

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

  Estimated Log BCF (upper trophic) =  1.079  (BCF = 11.99 L/kg wet-wt)

  Estimated Log BAF (upper trophic) =  1.079  (BAF = 11.99 L/kg wet-wt)

  Estimated Log BCF (mid trophic)   =  1.209  (BCF = 16.18 L/kg wet-wt)

  Estimated Log BAF (mid trophic)   =  1.211  (BAF = 16.27 L/kg wet-wt)

  Estimated Log BCF (lower trophic) =  1.249  (BCF = 17.75 L/kg wet-wt)

  Estimated Log BAF (lower trophic) =  1.308  (BAF = 20.33 L/kg wet-wt)

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

  Estimated Log BCF (upper trophic) =  4.192  (BCF = 1.556e+004 L/kg wet-wt)

  Estimated Log BAF (upper trophic) =  5.804  (BAF = 6.362e+005 L/kg wet-wt)

Validity criteria fulfilled:
yes
Conclusions:
The BCF for the test substance was estimated using the regression-based method implemented within the BCF/BAF v3.01 of EPI-Suite. The BCF value estimated from the measured log Kow of 5.5 was 1977 L/kg w/w (BCFBAF v3.01, regression-based method).

Description of key information

The BCF for the test substance was estimated using the regression-based method implemented within the BCF/BAF v3.01 of EPI-Suite. The BCF value estimated from the measured log Kow of 5.5 was 1977 L/kg w/w (BCFBAF v3.01, regression-based method).

Key value for chemical safety assessment

BCF (aquatic species):
1 977 L/kg ww

Additional information