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Molecular size cutoff criteria for screening bioaccumulation potential: Fact or fiction?
Article first published online: 4 FEB 2010
DOI: 10.1897/IEAM_2009-051.1
Copyright © 2009 SETAC
Issue

Integrated Environmental Assessment and Management
Volume 6, Issue 2, pages 210–224, April 2010
Additional Information
How to Cite
Arnot, J. A., Arnot, M. I., Mackay, D., Couillard, Y., MacDonald, D., Bonnell, M. and Doyle, P. (2010), Molecular size cutoff criteria for screening bioaccumulation potential: Fact or fiction?. Integr Environ Assess Manag, 6: 210–224. doi: 10.1897/IEAM_2009-051.1
Publication History
- Issue published online: 15 MAR 2010
- Article first published online: 4 FEB 2010
- Manuscript Accepted: 17 NOV 2009
- Manuscript Revised: 8 OCT 2009
- Manuscript Received: 5 MAY 2009
REFERENCES
- , , , , , , , . 2002. On the mechanism of human intestinal absorption. Eur J Med Chem 37: 595–605.
- , . 1987. The limits of bioaccumulation of organic pigments in fish—Their relation to the partition-coefficient and the solubility in water and octanol. Ecotox Environ Saf 13: 43–52.
- , , . 1988. Bioaccumulation of dyestuffs and organic pigments in fish—Relationships to hydrophobicity and steric factors. Chemosphere 17: 1631–1644.
- , . 2003. A generic QSAR for assessing the bioaccumulation potential of organic chemicals in aquatic food webs. QSAR Combinatorial Sci 22: 337–345.
- , . 2004. A food web bioaccumulation model for organic chemicals in aquatic ecosystems. Environ Toxicol Chem 23: 2343–2355.
- , . 2006. A review of bioconcentration factor (BCF) and bioaccumulation factor (BAF) assessments for organic chemicals in fish. Environ Rev 14: 257–297.
- , . 2008. Policies for chemical hazard and risk priority setting: Can persistence, bioaccumulation, toxicity and quantity information be combined? Environ Sci Technol 42: 4648–4654.
- , , , . 2008. A database of fish biotransformation rates for organic chemicals. Environ Toxicol Chem 27: 2263–2270.
- , , , , , , . 2009. A quantitative structure–activity relationship for predicting metabolic biotransformation rates for organic chemicals in fish. Environ Toxicol Chem, published online 16 January 2009 [DOI: 10.1897/08-289.1]. Direct Link:
- , , . 1999. Drug liposome partitioning as a tool for the prediction of human passive intestinal absorption. Pharm Res 16: 882–888.
- . 2003. A review and comparison of models for predicting dynamic chemical bioconcentration in fish. Environ Toxicol Chem 22: 1963–1992 .
- . 2008. Dietary uptake models used for modeling the bioaccumulation of organic contaminants in fish. Environ Toxicol Chem 27: 755–777.
- . 1990. Bioconcentration. Environ Sci Technol 24: 1612–1618.
- , . 2009. Calculation of molecular dimensions related to indicators for low bioaccumulation potential. Bristol (UK). UK Environment Agency. 131.
- , , , . 1984. Bioaccumulation of super-lipophilic chemicals in fish. Toxicol Environ Chem 7: 173–189.
- , , , . 1997. Dietary uptake in pike (Esox lucius) of some polychlorinated biphenyls, polychlorinated naphthalenes and polybrominated diphenyl ethers administered in natural diet. Environ Toxicol Chem 16: 2508–2513.
- , , , , . 2007. Levels of polybrominated diphenyl ethers (PBDEs) in breast milk from central Taiwan and their relation to infant birth outcome and maternal menstruation effects. Environ Int 33: 239–245.
- , . 2007. Elucidating the mechanism of cellular uptake and removal of protein-coated gold nanoparticles of different sizes and shapes. Nano Lett 7: 1542–1550.
- , , . 2004. Structures and models of transporter proteins. J Pharmacol Exp Ther 309: 853–860.
- . 2000. Absorption through cellular membranes. In: BoethlingRS, MackayD, editors. Handbook of property estimation methods for chemicals: Environmental and health sciences. Boca Raton (FL). CRC.
- , , , , , . 2005. Base-line model for identifying the bioaccumulation potential of chemicals. SAR QSAR Environ Res 16: 531–554.
- , , , , . 2002. Predicting bioconcentration factors of highly hydrophobic chemicals. Effects of molecular size. Pure Appl Chem 74: 1823–1830.
- , , , , . 2003. Bioconcentration potential predictions based on molecular attributes—An early warning approach for chemicals found in humans, birds, fish and wildlife. QSAR Combinatorial Sci 22: 58–68.
- EC. 2003. Second edition of the technical guidance document in support of commission directive 93/67/eec on risk assessment for new notified substances. Commission regulation (EC) 1488/94 on risk assessment for existing substances and directive 98/8/EC of the European Parliament and of the Council concerning the placing of biocidal products on the market. Luxembourg (BE): Office for Official Publications of the European Communitie.
- [ECHA] European Chemicals Agency. 2008. Guidance on Information Requirements and Chemical Safety Assessment. Chapter R.11: PBT Assessment. Guidance for the Implementation of REACH, European Chemicals Agency. 97.
- , , , , . 2004. The molecular pharmacology of organic anion transporters: From DNA to FDA? Mol Pharmacol 65: 479–487.
- , , , , . 2006a. Uptake and elimination of ionizable organic chemicals at fish gills: I. Model formulation, parameterization, and behavior. Environ Toxicol Chem 25: 1512–1521.
- , , , , . 2006b. Uptake and elimination of ionizable organic chemicals at fish gills: II. Observed and predicted effects of pH, alkalinity, and chemical properties. Environ Toxicol Chem 25: 1522–1532.
- , . 2006. The “A” in ADME: Beyond KOW? SETAC Globe 7: 45–46.
- European Parliament. 2006. Regulation (EC) 1907/2006 of the European Parliament and of the Council of 18 December 2006 concerning the registration, evaluation, authorisation and restriction of chemicals (REACH), establishing a European Chemicals Agency, amending directive 1999/45/EC and repealing Council regulation (EEC) 793/93 and Commission regulation (EC) 1488/94 as well as Council directive 76/769/EEC and Commission directives 91/155/EEC, 93/67/EEC, 93/105/EC and 2000/21/EC. Official J European Union. 30.12.2006. L 396/1-849.
- , . 1972. Correlation and prediction of mass transport across membranes I: Influence of alkyl chain length on flux-determining properties of barrier and diffusant. J Pharm Sci 61: 838–852.
- , , . 1974. Mass transport phenomena and models: Theoretical concepts. J Pharm Sci 63: 479–510.
- , , , . 2009. Temporal trends and spatial distribution of non-polybrominated diphenyl ether flame retardants in the eggs of colonial populations of great lakes herring gulls. Environ Sci Technol 43: 312–317.
- , , , , , , , , , . 2005. Ultrafine particles cross cellular membranes by nonphagocytic mechanisms in lungs and in cultured cells. Environ Health Perspect 113: 1555–1560.
- , , . 1986a. Bioconcentration of hydrophobic chemicals in fish—Relationship with membrane permeation. Environ Toxicol Chem 5: 637–646.
- , , , . 1989. Bioconcentration of polybrominated benzenes and biphenyls and related superhydrophobic chemicals in fish: Role of bioavailability and elimination into the feces. Environ Toxicol Chem 8: 231–245.
- , . 1987. Dynamics of hydrophobic organic chemical bioconcentration in fish. Environ Toxicol Chem 6: 495–504.
- , , , , , . 2003. Bioaccumulation of phthalate esters in aquatic food-webs. In: StaplesCA, editor. Handbook of environmental chemistry. New York (NY). Hutzinger Springer Publishers.
- , , , . 2006. Bioaccumulation reality check. SETAC Globe 7: 40–41.
- , . 2000. Bioconcentration and biomagnification in the aquatic environment. In: BoethlingRS, MackayD, editors. Handbook of property estimation methods for chemicals: Environmental and health sciences. Boca Raton (FL). CRC.
- , , . 1988. Dynamics of dietary bioaccumulation and faecal elimination of hydrophobic organic chemicals in fish. Chemosphere 17: 943–962.
- , , . 1986b. Bioconcentration of hydrophobic chemicals in fish: Relationship with membrane permeation. Environ Toxicol Chem 5: 637–646.
- , . 1990. Bioaccumulation of some polychlorinated dibenzo-p-dioxins and octachlorodibenzofuran in the guppy (Poecilia reticulata). Chemosphere 20: 495–512.
- Government of Canada. 1999. Canadian Environmental Protection Act, 1999. Canada Gazette Part III. 22.
- Government of Canada. 2000. Persistence and bioaccumulation regulations. Canada Gazette Part II. 134.
- . 1980. Rate-limiting barriers to intestinal drug absorption: A review. J Pharmacol Biopharmacol 8: 321–334.
- , , . 1995. A rigorous test for SPARC's chemical reactivity models: Estimation of more than 4300 ionization pka's. Quant Structure-Activity Relationships 14: 348.
- , , , , , . 2006. Categorisation of organic pigments. Final Report, Advisory Committee on Hazardous Substances. Atkins Environment. UK Environment Agency, ETAD. 44.
- , , , , , , , , , . 2008. Brominated flame retardants, polychlorinated biphenyls, and organochlorine pesticides in captive giant panda (Ailuropoda melanoleuca) and red panda (Ailurus fulgens) from China. Environ Sci Technol 42: 4704–4709.
- , . 2007. Accumulation, whole-body depletion, and debromination of decabromodiphenyl ether in male Sprague-Dawley rats following dietary exposure. Environ Sci Technol 41: 2371–2377.
- . 1992. Biodegradation and bioaccumulation of existing chemicals based on the Chemical Substance Control Law of Japan. Tokyo (JP). Japan Chemical Industry Ecology-Toxicology and Information Center.
- , . 2007. Bioconcentration factor hydrophobicity cutoff: An artificial phenomenon reconstructed. Environ Sci Technol 41: 7363–7369.
- , , . 2004. Intestinal absorption and biomagnification of organic contaminants in fish, wildlife, and humans. Environ Toxicol Chem 23: 2324–2336.
- , , , , , , . 2007. Fate of higher brominated pbdes in lactating cows. Environ Sci Technol 41: 417–423.
- , , , , . 1999. Dietary uptake and biological effects of decabromodiphenyl ether in rainbow trout (Oncorhynchus mykiss). Environ Sci Technol 33: 1612–1617.
- , , , . 1998. Bioavailability and biotransformation of benzo(a)pyrene in an isolated perfused in situ catfish intestinal preparation. Environ Health Perspect 106: 155–166.
- , . 2008. A modified parallel artificial membrane permeability assay for evaluating the bioconcentration of highly hydrophobic chemicals in fish. Environ Sci Technol 42: 1787–1793.
- , , . 2006. Use of parallel artificial membrane system to evaluate passive absorption and elimination in small fish. Environ Toxicol Chem 25: 3083–3092.
- , , , , , , , , . 2006. Bioaccumulation and trophic transfer of some brominated flame retardants in a Lake Winnipeg (Canada) food web. Environ Toxicol Chem 25: 2177–2186.
- , , , , , , , . 2005. Oxide nanoparticle uptake in human lung fibroblasts: Effects of particle size, agglomeration, and diffusion at low concentrations. Environ Sci Technol 39: 9370–9376.
- , , , . 2004. Higher brominated diphenyl ethers and hexabromocyclododecane found in eggs of peregrine falcons (Falco peregrinus) breeding in Sweden. Environ Sci Technol 38: 93–96.
- , , , . 2001. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Del Rev 46: 3–26.
- , , , . 1994. Bioconcentration of polychlorinated debenzo-p-dioxins and polychlorinated dibenzofurans in guppies after aqueous exposure to a complex PCDD/PCDF mixture: Relationship with molecular structure. Aquat Toxicol 30: 153–169.
- , . 2000. Bioaccumulation of persistent organic chemicals: Mechanisms and models. Environ Poll 110: 375–391.
- , , . 1999. Physical–chemical properties and environmental fate handbook. Boca Raton (FL). CRC.
- , . 1985. Reduction in bioavailability to bluegills of polycyclic aromatic hydrocarbons bound to dissolved humic material. Environ Toxicol Chem 4: 511–521.
- , , . 1985. Absorption dynamics of organic chemical transport across trout gills as related to octanol–water partition coefficient. Toxicol Appl Pharmacol 77: 1–10.
- , , , . 2005. POPs: A QSAR system for creating PBT profiles of chemicals and their metabolites. SAR QSAR Environ Res 16: 103–133.
- , , , , , . 1999. Improved method for estimating bioconcentration/bioaccumulation factor from octanol/water partition coefficient. Environ Toxicol Chem 18: 664–672.
- , . 1986. Biological half-lives of chlorinated dibenzo-p-dioxins and dibenzofurans in rainbow trout (Salmo gairdneri). Environ Toxicol Chem 5: 49–53.
- [OECD] Organization for Economic Co-operation and Development. 1992. Bioconcentration: Flow-through fish test, 305C. OECD Guidelines for Testing Chemicals. Paris (FR). Organization for Economic Co-operation and Development.
- [OECD] Organization for Economic Co-operation and Development. 1996. Bioconcentration: Flow-through fish test, 305E. OECD Guidelines for Testing Chemicals. Paris (FR). Organization for Economic Co-operation and Development.
- , . 1985. Bioconcentration factors for some halogenated organics for rainbow trout: Limitations in their use for prediction of environmental residues. Environ Sci Technol 19: 842–849.
- , , , , , . 1985. Relationship between bioconcentration in fish and steric factors of hydrophobic chemicals. Chemosphere 14: 1871–1896.
- , . 2002. Overcoming paracellular tissue barriers for drug delivery. Pharm News 9: 381–395.
- , , , , , , , , , . 2008. Guidance for evaluating in-vivo fish bioaccumulation data. Integrated Environ Assess Manage 4: 139–155. Direct Link:
- , . 1996. Measurement of trans-epithelial electrical resistance in perfusion: Potential application for in vitro ocular toxicity testing. Biotechnol Bioeng 50: 568–579.
- , . 1997. Mechanisms of transdermal drug delivery. New York (NY). Marcell Dekker.
- , , . 2000. Relative contributions of aqueous and dietary uptake of hydrophobic chemicals to the body burden in juvenile rainbow trout. Arch Environ Contam Toxicol 39: 369–377.
- , , . 1987. The properties of gases and liquids. New York (NY). McGraw-Hill.
- , , , . 2009. A comparison of nanoparticle and fine particle uptake by Daphnia magna. Environ Toxicol Chem 28: 2142–2149.
- , , , , . 2006. Interaction of fine particles and nanoparticles with red blood cells visualized with advanced microscopic techniques. Environ Sci Technol 40: 4353–4359.
- , , , , . 2008. Molecular size as a limiting characteristic for bioconcentration in fish. J Environ Biol 29: 89–92.
- , . 1990. Relationship between bioavailability and hydrophobicity: Reduction of the uptake of organic chemicals by fish due to the sorption on particles. Environ Toxicol Chem 9: 715–724.
- . 1990. QSAR analysis of the acute toxicity of organic phosphoroothionates using theoretically derived molecular descriptors. Environ Toxicol Chem 9: 417–428.
- , , . 2002. Transcytosis of plasma macromolecules in endothelial cells: A cell biological survey. Microsc Res Techniq 57: 269–288.
- . 2004. Identification of the major steps in botulinum toxin action. Annu Rev Pharmacol Toxicol 44: 167–193.
- , , , . 2004a. Debromination of the flame retardant decabromodiphenyl ether by juvenile carp (Cyprinus carpio) following dietary exposure. Environ Sci Technol 38: 112–119.
- , , , . 2004b. Dietary accumulation and metabolism of polybrominated diphenyl ethers by juvenile carp (Cyprinus carpio). Environ Toxicol Chem 23: 1939–1946.
- , , , , , , . 2006. In vivo and in vitro debromination of decabromodiphenyl ether (BDE 209) by juvenile rainbow trout and common carp. Environ Sci Technol 40: 4653–4658.
- , , , , , , , , , , , . 2005. Virtual computational chemistry laboratory—design and description. J Comp-Aid Mol Des 19: 453–463.
- , , , , , , , , . 2007. Occupational exposure to hexabromocyclododecane at an industrial plant. Environ Sci Technol 41: 5210–5216.
- , . 1999. Bioconcentration and biotransformation of the nonionic surfactant octaethylene glycol monotridecyl ether 14c-c13eo8. Environ Toxicol Chem 18: 2689–2695.
- , , , , , , , , . 2004. Bioaccumulation, biotransformation, and biochemical effects of brominated diphenyl ethers in juvenile lake trout (Salvelinus namaycush). Environ Sci Technol 38: 1496–1504.
- , , . 1999. Effects of acetylcholine, serotonin and noradrenalin on ion transport in the middle and posterior part of Anguilla anguilla intestine. J Comp Physiol B Biochem Syst Environ Physiol 169: 370–376.
- [UNEP] United Nations Environment Program. 2001. Final Act of the Conference of Plenipotentiaries on the Stockholm Convention on Persistent Organic Pollutants. Geneva (CH). United Nations Environment Program.
- [USEPA] US Environmental Protection Agency. 1999. Category for Persistent, Bioaccumulative, and Toxic New Chemical Substances. Washington DC: US Environmental Protection Agency. Fed Reg 64: 60194–60204.
- [USEPA] US Environmental Protection Agency. 2009. Estimation Programs Interface Suite™ for Microsoft® Windows, v 4.00. Washington DC. US Environmental Protection Agency.
- , , . 1989. Intestinal drug absorption enhancement: An overview. Pharmacol Ther 44: 407–443.
- , , . 2000. Enhancing paracellular permeability by modulating epithelial tight junctions. Pharm Sci Technol Today 3: 346–358.
- , . 2005. Effects of particle size and surface coating on cellular uptake of polymeric nanoparticles for oral delivery of anticancer drugs. Biomaterials 26: 2713–2722.
- , , , . 2006. A “rule of unity” for human intestinal absorption. Pharm Res 23: 2475–2481.
- , , , , , , , . 2009. Depuration kinetics and tissue disposition of PFOA and PFOS in white leghorn chickens (Gallus gallus) administered by subcutaneous implantation. Ecotox Environ Saf 72: 26–36.
- . 1977. The accumulation of polybrominated biphenyls by fish. Bull Environ Contam Toxicol 17: 285–292.
- , . 1976. Uptake of chloro- and bromobiphenyls, hexachloro- and hexabromobenzene by fish. Bull Environ Contam Toxicol 16: 665–673.

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