A representative group of multicyclic aromatic hydrocarbons (MAHC) which can be further classified as bridged-ring (bridged-MAHC) or fused-ring (fused-MAHC) were examined for their ability to interact with the estrogen receptor of rainbow trout (rtER) in a hepatic cytosolic estrogen receptor competitive binding assay (cyto rtERαβ) and the vitellogenin (Vtg) mRNA gene activation liver slice assay. All five fused-MAHCs; naphthalene (NAFT), fluorene (FE), Fluoranthene (FAT), pyrene (PY), and 9,10-dihydroanthracene (DAC) had no estrogenic activity in the in vitro assays used. Five of the eight bridged-MAHCs; triphenylethylene (3PE), o-terphenyl (OTP), triphenylmethane (TPM), 1,1-diphenylethylene (DPE), and cis-stilbene (CSB) were estrogenic in these assays. The additional three bridged-MAHC’s; trans-stilbene (TSB), tetraphenylethylene (4PE), and 4,4-di-tertbutylphenyl (DtBB) were determined to be non-binders due to isomeric configuration, solubility limitation, and possible steric hinderance. This first report of the rtER-binding of bridged-MAHCs in fish demonstrates binding for a class of chemicals normally not thought of as having an affinity for the estrogen receptor and further supports the versatility or promiscuity of ER ligand selectivity. This dataset is associated with the following publication: Kolanczyk, R., J. Denny, B. Sheedy, P. Schmieder, and M. Tapper. Estrogenic activity of multicyclic aromatic hydrocarbons in rainbow trout (Oncorhynchus mykiss) in vitro assays. AQUATIC TOXICOLOGY. Elsevier Science Ltd, New York, NY, USA, 207: 43-51, (2019).

Phenones and hydroxy benzophenones are widely used as UV radiation filters, and in the manufacturing of insecticides and pharmaceuticals. Understanding the ability of these chemicals to mimic the effects of the steroid estrogen is of interest to the US Environmental Protection Agency and other international environmental organizations. The current study sequentially combined complementary in vitro (outside a living organism) rainbow trout estrogen receptor (rtER) binding and liver slice vitellogenin (Vtg) mRNA induction assays in the context of a defined ER-mediated adverse outcome pathway (AOP). Cyclic phenones, branched phenones, and hydroxybenzophenones bound to rtER with relative potency ranging from no affinity to high binding affinity of 0.11%, and many induced Vtg, an egg yolk protein, gene expression in rt liver slices. In addition, cyclohexylphenylketone which did not bind rtER binding in cytosol was biotransformed within liver tissue to a chemical that induced Vtg expression. Cyclic phenones, branched phenones and hydroxybenzophenones produced estrogen like responses in these rainbow trout in vitro assays. This dataset is associated with the following publication: Tapper, M., J. Denny, J. Serrano, R. Kolanczyk, B. Sheedy, G. Overland, M. Hornung, and P. Schmieder. Phenone, hydroxybenzophenone, and branched phenone estrogen receptor binding and vitellogenin agonism in rainbow trout in vitro models. Applied In Vitro Toxicology. Mary Ann Liebert, Inc., Larchmont, NY, USA, 5(1): 62-74, (2019).

Data are summarized in a two-dimensional data matrix that was developed for each substance for hazard characterization (Tables S1–S3). In the horizontal direction of the matrix, read-across of the target phenol to the source analogues was performed for the purpose of data-gap filling, whereas in the vertical direction, data from different streams (traditional and NAM) were compared and contrasted, to evaluate concordance of orthogonal approaches for evaluating potential estrogenicity. The greater the degree of agreement in orthogonal approaches for determining bioactivity, the greater the confidence one has in using the collective results of such NAMs in hazard characterization of the target phenol. This dataset is associated with the following publication: Webster, F., M. Gagne, G. Patlewicz, P. Pradeep, N. Trefiak, R. Judson, and T. Barton-Maclaren. Predicting estrogen receptor activation by a group of substituted phenols: An integrated approach to testing and assessment case study. REGULATORY TOXICOLOGY AND PHARMACOLOGY. Elsevier Science Ltd, New York, NY, USA, 106: 278-291, (2019).

Data on 1855 chemicals were generated during ToxCast Phases I and II and Tox21 screening using 11 AR-related in vitro assays to build a computational network model for AR pathway activity. This dataset is associated with the following publication: Kleinstreuer, N.C., P. Ceger, E. Watt, M. Martin, K. Houck, P. Browne, R. Thomas, W. Casey, D. Dix, D. Allen, S. Sakamuru, M. Xia, R. Huang, and R. Judson. (Chemical Research in Toxicology) Development and Validation of a Computational Model for Androgen Receptor Activity. CHEMICAL RESEARCH IN TOXICOLOGY. American Chemical Society, Washington, DC, USA, 30(4): 946-964, (2017).

This dataset is from screening 94 diverse chemicals for estrogen receptor (ER) activation in a competitive rainbow trout ER binding assay and a trout liver slice vitellogenin mRNA expression assay. This dataset is associated with the following publication: Hornung, M., M. Tapper, J. Denny, B. Sheedy, R. Erickson, T. Sulerud, R. Kolanczyk, and P. Schmieder. Avoiding false positives and optimizing identification of true negatives in estrogen receptor binding and agonist/antagonist assays. Applied In vitro Toxicology. Mary Ann Liebert, Inc., Larchmont, NY, USA, 3(2): 163-181, (2017).

GEO accession number of the microarray study. This dataset is associated with the following publication: Mesnage, R., A. Phedonos, M. Biserni, M. Arno, S. Balu, C. Corton, R. Ugarte, and M. Antoniou. Evaluation of estrogen receptor alpha activation by glyphosate-based herbicide constituents. FOOD AND CHEMICAL TOXICOLOGY. Elsevier Science Ltd, New York, NY, USA, 108: 30-42, (2017).

Gene Expression Omnibus numbers only. This dataset is associated with the following publication: Mesnage, R., A. Phedonos, M. Arno, S. Balu, C. Corton, and M. Antoniou. Transcriptome profiling reveals bisphenol A alternatives activate estrogen receptor alpha in human breast cancer cells. TOXICOLOGICAL SCIENCES. Society of Toxicology, 158(2): 431-443, (2017).

Chemical compound data from PubChem database. IUPAC Name: 10,13-dimethyl-3,17-bis(trimethylsilyloxy)-17-(1-trimethylsilyloxyethyl)-2,3,4,5,6,7,8,9,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-11-one. Molecular Formula: C30H58O4Si3. Molecular Weight: 567.0. This dataset contains comprehensive chemical information including structural data, physical properties, and biological activities. Useful for drug discovery, chemical research, and educational purposes.

Chemical compound data from PubChem database. IUPAC Name: 1-[10,13-dimethyl-3,17-bis(trimethylsilyloxy)-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-yl]-N-methoxy-2-trimethylsilyloxyethanimine. Molecular Formula: C31H61NO4Si3. Molecular Weight: 596.1. This dataset contains comprehensive chemical information including structural data, physical properties, and biological activities. Useful for drug discovery, chemical research, and educational purposes.

All data files are in excel format. Files with names CSU are different mesocosms qPCR data results for vitellogen gene and 18s a house keeping gene. Data files labelled ORD are qPCR data generated by NERL Cincinnati. Those labeled R5 are qPCR data generated by EPA’s Region 5 lab and RMI_Mass are qPCR data generated by the University of Massachusetts Amherst. This dataset is associated with the following publication: Jastrow , A., D. Gordon , K. Auger, E. Punska, K. Arcaro, K. Keteles , D. Winkleman, D. Lattier , A. Biales , and J. Lazorchak. Tools to minimize interlaboratory variability in vitellogenin gene expression monitoring programs. ENVIRONMENTAL TOXICOLOGY AND CHEMISTRY. Society of Environmental Toxicology and Chemistry, Pensacola, FL, USA, 36(11): 3102-3107, (2017).