Synonyms
Environmental estrogens; Estrogen mimics; Xenoestrogens
Definition
Endocrine-disrupting chemicals (EDCs) are compounds that alter the hormonal systems of organisms. Estrogenic endocrine-disrupting chemicals (e-EDCs) or environmental estrogens are a subgroup of EDCs that modulate the action of the female hormone 17β-estradiol (E2). e-EDCs can be natural and synthetic compounds and have been detected in food, air, water, and soil.
Estrogenic EDCs are either hormonal estrogens or chemicals which mimic or induce estrogen-like responses in exposed organisms. These compounds depict varying degrees of potency ranging from strongly active compounds to compounds with weak estrogenic activity (Campbell et al. 2006). They are usually less potent compared to E2 with the exception of ethynylestradiol-17β.
Non-estrogenic EDCs can influence hormone metabolism in different ways and still induce estrogenicity. This may occur through antiandrogenic compounds which would indirectly increase...
This is a preview of subscription content, access via your institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsReferences
Allen E, Doisy EA (1923) An ovarian hormone: preliminary report on its localization, extraction and partial purification and action in test animals. J Amer Med Assoc 81:819–821
Andersen HR, Andersson AM, Arnold SF et al (1999) Comparison of short-term estrogenicity tests for identification of hormone-disrupting chemicals. Environ Health Perspect 107:89–108
Awais M, Sato M, Sasaki K et al (2004) A genetically encoded fluorescent indicator capable of discriminating estrogen agonists form antagonists in living cells. Anal Chem 76:2181–2186
Baker VA (2001) Session 5: Hot topics in in vitro toxicology. Long-term effects, hormonal effects, endocrine disrupters. Endocrine disrupters – testing strategies to assess human hazard. Toxicol In Vitro 15:413–419
Baker VA, Hepburn PA, Kennedy SJ et al (1999a) Assessing the oestrogenicity of phytosterols using a combination of in vivo and in vitro assays. Food Chem Toxicol 37:13–22
Baker VA, Jones PA, Fletcher ST et al (1999b) Butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) are not oestrogenic using a trio of in vivo and in vitro assays. Hum Exp Toxicol 18:532
Baker VA, Jones PA, Lea LJ (2000) Assessment of the oestrogenic activity of benzophenone sunscreen agents. Toxicologist 54:262
Beresford N, Routledge EJ, Harris CA et al (2000) Issues arising when interpreting results from an in vitro assay for estrogenic activity. Toxicol Appl Pharmacol 162:22–33
Bitman J, Cecil HC, Harris SJ et al (1968) Estrogenic activity of o, p’-DDT in the mammalian uterus and avian oviduct. Science 162:371–372
Burlington H, Lindeman V (1950) Effect of DDT on testes and secondary characters of white leghorn cockerels. P Soc Exp Biol Med 74:48–51
Campbell CG, Borglin SE, Green FB et al (2006) Biologically directed environmental monitoring, fate, and transport of estrogenic endocrine disrupting compounds in water: a review. Chemosphere 65:1265–1280
Colborn T, vom Saal FS, Soto AM (1993) Developmental effects of endocrine disrupting chemicals in wildlife and humans. Environ Health Perspect 101:378–384
Crisp TM, Clegg ED, Cooper RL et al (1998) Environmental endocrine disruption: an effect assessment and analysis. Environ Health Perspect 106:11–56
Dodds EC, Lawson W (1938) Molecular structure in relations to oestrogenic activity. Compounds without a phenanthrene nucleus. P Roy Soc Lond 125:222–232
Dorfman RI, Dorfman AS (1954) Estrogen assays using the rat uterus. Endocrinol 55:65–69
ECETOC (1996) ECETOC Monograph No. 33. Environmental oestrogens – A Compendium of test methods. ECETOC, Brussels
EDSTAC (1998) Final Report from the Endocrine Disruptor Screening and Testing Advisory Committee. Aug 1998
Fan Y, Zhang M, Da S-L et al (2005) Determination of endocrine disruptors in environmental waters using poly (acrylamidevinylpyridine) monolithic capillary for in-tube solid-phase micro extraction coupled to high-performance liquid chromatography with fluorescence detection. Analyst 130:1065–1069
Fenner-Crisp PA, Maciorowski AF, Timm GE (2000) The endocrine disruptor screening program developed by the U.S. Environmental Protections Agency. Ecotoxicology 9:85–91
Folmar LC, Hemme M, Hemmer R et al (2000) Comparative estrogenicity of estradiol, ethynyl estradiol and diethylstilbestrol in an in vivo male sheepshead minnow (cyprinodon variegatus) vitellogenin bioassay. Aquat Toxicol 49:77–88
Folmar LC, Hemmer MJ, Denslow ND et al (2002) A comparison of the estrogenic potencies of estradiol, ethynylestradiol, diethylstilbestrol, nonylphenol and methoxychlor in vivo and in vitro. Aquat Toxicol 60:101–110
Gaido KW, Leonard LS, Lovell S et al (1997a) Evaluation of chemicals with endocrine modulating activity in a yeast-based steroid hormone receptor gene transcription assay. Toxicol Appl Pharmacol 143:205–212
Gaido KW, McDonnell DP, Korach KS et al (1997b) Estrogenic activity of chemical mixtures: is there synergism? CIIT activities. Chem Ind Inst Toxicol 2:1–7
Gascón J, Oubinã A, Barceló D (1997) Detection of endocrine disrupting pesticides by enzyme-linked immunosorbent assay (ELISA): application to atrazine. Trend Anal Chem 16:554–562
Geisy JP, Hilscherova K, Jones PD et al (2002) Cell bioassays for detection of aryl hydrocarbon (AhR) and estrogen receptor (ER) mediated activity in environmental samples. Mar Poll Bull 45:3–16
Gray LE Jr, Kelce WR, Wiese T (1997) Endocrine screening methods workshop report: detection of estrogenic and androgenic hormonal and anti-hormonal activity for chemicals that act via receptor or steroidogenic enzyme mechanisms. Reprod Toxicol 11:719–750
Hackenburg R, Hofman J, Holzel F et al (1988) Stimulatory effects of androgen and antiandrogen on the in vitro proliferation of human mammary carcinoma cells. J Cancer Res Clin Oncol 114:593–601
Hanselman TA, Graetz DA, Wilkie AC (2003) Manure-borne estrogens as potential environmental contaminants: a review. Environ Sci Technol 24:5471–5478
Heisterkamp I, Ganrass J, Ruck W (2004) Bioassay-directed chemical analysis utilizing LC-MS: a tool for identifying estrogenic compounds in water samples. Anal Bio-anal Chem 378:709–715
Hisaw FL (1959) Comparative effectiveness of estrogens on fluid imbibition and growth of the rat’s uterus. Endocrinol 54:276–289
Holmes P, Humfrey C, Scullion M (1998) Appraisal of test methods for sex-hormone disrupting chemicals capable of affecting the reproductive process (website: http://www.oecd.org/ehs/test/monos.htm). Medical Research Council Institute for Environment and Health. Leicester, UK
Huang CH, Sedlak DL (2001) Analysis of estrogenic hormones in municipal wastewater effluent and surface water using enzyme linked immunosorbent assay and gas chromatography/tandem mass spectrometry. Environ Toxicol Chem 20:133–139
Ireland JS, Mukku VR, Robison AK et al (1980) Stimulation of uterine deoxyribonucleic acid synthesis by 1,1,1-trichloro-2-(p-chlorophenyl)-2-(o-chlorophenyl) ethane (o, p0-DDT). Biochem Pharmacol 29:1469–1474
Isselbacher KJ, Braunwald AB, Wilson JD et al (1994) Harrison’s Principles of internal medicine, 13th edn. McGraw-Hill, New York
Jensen EV, Jacobson HI (1960) Fate of steroid estrogens in target tissues. In: Pincus G, Vollmer EP (eds) Biological activities of steroids in relation to cancer. Academic, New York, pp 161–178
Jones PA, Baker VA, Irwin AJE et al (1997) Modulation of MCF-7 cell proliferative responses by manipulation of assay conditions. Toxicol In Vitro 11:769–773
Jones PA, Baker VA, Irwin AJE et al (1998) Interpretation of the in vitro proliferation response of MCF-7 cells to potential oestrogens and non-oestrogenic substances. Toxicol In Vitro 12:373–382
Joyeux A, Balauer P, Germain P et al (1997) Engineered cell lines as a tool for monitoring biological activity of hormone analogs. Analyt Biochem 249:119–130
Keith LH (1998) Environmental endocrine disruptors. Pure Appl Chem 70:2319–2326
Kolodziej EP, Harter T, Sedlak DL (2004) Dairy wastewater, aquaculture, and spawning fish as sources of steroid hormones in the aquatic environment. Environ Sci Technol 38:6377–6384
Kolpin DW, Furlong ET, Meyer MT et al (2002) Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. Streams, 1999–2000: a national reconnaissance. Environ Sci Technol 36:1202–1211
Korach KS, McLachlan JA (1995) Techniques for detection of oestrogenicity. Environ Health Perspect 103:5–8
Kortenkamp A (2007) Ten years of mixing cocktails: a review of combination effects of endocrine-disrupting chemicals. Environ Health Perspect 115:98–105
Kuiper GG, Lemmen JG, Carlsson B et al (1998) Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor beta. Endocrinol 139:4252–4263
Kurauchi K, Nakaguchi Y, Tsutsumi M et al (2005) In vivo visual reporter system for detection of estrogen-like substances by transgenic medaka. Environ Sci Technol 39:2762–2768
Legler J, Zeinstra LM, Schuitemaker F et al (2002) Comparison of in vivo and in vitro reporter gene assays for short-term screening of estrogenic activity. Environ Sci Technol 36:4410–4415
Lintelmann J, Katayama A, Kurihara N et al (2003) Endocrine disruptors in the environment. Pure Appl Chem 75:631–681
Lopez de Alda MJ, Barcelo D (2001) Review of analytical methods for the determination of estrogens and progestogens in waste waters. Fresenius J Anal Chem 371:437–447
Mills LJ, Chichester C (2005) Review of evidence: Are endocrine-disrupting chemicals in the aquatic environment impacting fish populations. Sci Total Environ 343:1–34
Murata M, Nakayama M, Irie H et al (2001) Novel biosensor for the rapid measurement of estrogen based on a ligand-receptor interaction. Anal Sci 17:387–390
Neubert D (1997) Vulnerability of the endocrine system to xenobiotic influence. Regul Toxicol Pharmacol 26:9–21
Odum J, Lefevre PA, Tittensor S et al (1997) The rodent uterotrophic assay: critical protocol features, studies with nonylphenols, and comparison with a yeast estrogenicity assay. Regul Toxicol Pharmacol 25:176–188
Odum J, Tittensor S, Ashby J (1998) Limitations of the MCF-7 cell proliferation assay for detecting xenobiotic oestrogens. Toxicol In Vitro 12:273
Osborne CK, Hobbs K, Trent JM (1987) Biological differences between MCF-7 cells from different laboratories. Breast Cancer Res Treatment 9:111–121
Osborne CK, Clemmons DR, Arteaga CL (1990) Regulation of breast cancer growth by insulin-like growth factors. J Steroid Biochem Molec Biol 37:805–809
Petrović M, Barceló D (2000) Determination of anionic and non-ionic surfactants, their degradation products, and endocrine-disrupting compounds in sewage sludge by liquid chromatography/mass spectrometry. Anal Chem 72:4560–4567
Petrović M, Eljarrat E, Lopez de Alda M et al (2002) Recent advances in the mass spectrometric analysis related to endocrine disrupting compounds in aquatic environmental samples. J Chromat 974:23–51
Rodriquez-Mozaz S, Marco MP, Lopez de Alda MJ et al (2004) Biosensors for environmental monitoring of endocrine disruptors: a review article. Anal Bioanal Chem 378:588–598
Routledge EJ, Parker J, Odum J et al (1998) Some alkyl hydroxy benzoate preservatives (parabens) are estrogenic. Toxicol Appl Pharmacol 153:12–19
Savouret JF, Misrahi M, Milgrom E (1990) Molecular action of progesterone. Int J Biochem 22:579–594
Scrimshaw MD, Lester JN (2004) In-vitro assays for determination of oestrogenic activity. Anal Bioanal Chem 378:576–581
Snyder SA, Westerhoff P, Yoon Y et al (2003) Pharmaceuticals, personal care products, and endocrine disruptors in water: implications for the water industry. Environ Eng Sci 20:449–469
Soto AM, Lin T-M, Justicia H et al (1992) An “in culture” assay to assess the estrogenicity of xenobiotics (E-screen). Adv Mod Environ Toxicol 21:295–309
Soto AM, Sonnenschein C, Chung KL et al (1995) The E-SCREEN assay as a tool to identify estrogens: an update on estrogenic environmental pollutants. Environ Health Perspect 103:113–122
Soto AM, Calabro JM, Prechtl NV et al (2004) Androgenic and estrogenic activity in water bodies receiving cattle feedlot effluent in eastern Nebraska, USA. Environ Health Perspect 112:346–352
Staples CA, Dom PB, Klecka GM et al (1998) A review of the environmental fate, effects, and exposures of bisphenol a. Chemosphere 36:2149–2173
Sumpter JP (1995) Feminized responses in fish to environmental estrogens. Toxicol Lett 82–83:737–742
Tashiro Y, Takemura A, Fujii H et al (2003) Livestock wastes as a source of estrogens and their effects on wildlife of Manko tidal flat, Okinawa. Mar Poll Bull 47:143–147
United States Environmental Protection Agency (US EPA) (1997) Special report on environmental endocrine disruption: an effects assessment and analysis. Office of Research and Development, Washington, DC. EPA/630/R-96/012
United States Environmental Protection Agency (US EPA) (2005) Final detailed review paper on steroidogenesis screening assays and endocrine disruptors. EPA contract number 68-W-01-023, Work Assignments 2–6 and 5–5, Task 3
Villalobos M, Olea N, Brotons JA et al (1995) The E-screen assay: a comparison of different MCF7 cell stocks. Environ Health Perspect 103:844–850
Vom Saal FS, Cooke PS, Buchanan DL et al (1998) A physiologically based approach to the study of bisphenol a and other estrogenic chemicals on the size of reproductive organs, daily sperm production, and behavior. Toxicol Ind Health 14:239–260
WHO/IPCS (2002) Global assessment of the state-of-the-science of endocrine disruptors. World Health Organization/International Program on Chemical Safety. WHO/PCS/EDC/02.2. Available at: www.who.int/pcs/emerg_site/edc/global_edc_ch5.pdf
Wozei E (2004) Investigating the reduction of estrogenic activity by activated sludge. Doctoral thesis, University of California, Berkeley, p 155
Yang RSH (1994) Toxicology of chemical mixtures: case studies, mechanisms, and novel approaches. Academic, London
Ying GG, Kookana R (2002) Endocrine disruption: an Australian perspective. Aus Water Assoc J Water 29:42–45
Ying GG, Williams B, Kookana R (2002) Environmental fate of alkylphenols and alkylphenol ethoxylates – a review. Environ Intern 28:215–226
Zhang F, Bartels MJ, Brodeur JC et al (2004) Quantitation of 17 alpha-ethinylestradiol in aquatic samples using liquid–liquid phase extraction, dansyl derivatization, and liquid chromatography/positive electrospray tandem mass spectrometry. Rapid Comm Mass Spectrom 18:2739–2742
Zhihong M, Xiaohui L, Weiling F (1999) A new sandwich-type assay of estrogen using piezoelectric biosensor immobilized with estrogen response element. Analyt Comm 36:281–283
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2013 Springer Science+Business Media Dordrecht
About this entry
Cite this entry
Swart, J.C., Pool, E.J. (2013). Estrogenic Endocrine-Disrupting Chemicals. In: Férard, JF., Blaise, C. (eds) Encyclopedia of Aquatic Ecotoxicology. Springer, Dordrecht. https://doi.org/10.1007/978-94-007-5704-2_45
Download citation
DOI: https://doi.org/10.1007/978-94-007-5704-2_45
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-007-5040-1
Online ISBN: 978-94-007-5704-2
eBook Packages: Earth and Environmental ScienceReference Module Physical and Materials Science