{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T01:09:42Z","timestamp":1792631382157,"version":"4.5.0"},"reference-count":57,"publisher":"American Chemical Society (ACS)","issue":"7","license":[{"start":{"date-parts":[[2020,3,9]],"date-time":"2020-03-09T00:00:00Z","timestamp":1583712000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2020,3,9]],"date-time":"2020-03-09T00:00:00Z","timestamp":1583712000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2020,3,9]],"date-time":"2020-03-09T00:00:00Z","timestamp":1583712000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21777149"],"award-info":[{"award-number":["21777149"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004863","name":"Zhejiang Chinese Medical University","doi-asserted-by":"publisher","award":["Q2019Y04"],"award-info":[{"award-number":["Q2019Y04"]}],"id":[{"id":"10.13039\/501100004863","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2020,4,7]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Despite the ubiquity of organophosphate flame retardants (OPFRs) metabolites in the biota, the endocrine disrupting potency has not been well examined. Herein, we chose three primary metabolites of OPFRs (BCIPP, BDCIPP, and DPHP) to investigate their potential endocrine disrupting effects by in vitro, in vivo, and in silico assays. Three metabolites were agonistic to rat estrogenic receptor alpha (ER\u03b1) and antagonists to human mineralocorticoid receptor (MR). BCIPP exerted endocrine disrupting effect contrasting to the negative response of its parental compound. It also poses the strongest binding capacity to ER\u03b1 among the tested compounds. Both BCIPP and BDCIPP upregulated the genes encoded for estrogenic synthesis enzymes in H295R cells, including 17\u03b2HSD and CYP19. All three compounds stimulated the transcription of CYP11B1, whereas BCIPP and DPHP also triggered CYP11B2, encoding for corticoid production. BDCIPP inhibits genes for progesterone synthesis including CYP11A1, STAR, and 3-\u03b2HSD. The induction of mortality and low hatchability of zebrafish embryo were ranked as BCIPP \u2265 BDCIPP &amp;gt; DPHP. All compounds lead to malformation of zebrafish larvae. Both of the hypothalamic-pituitary-adrenocortical and hypothalamic-pituitary\u2013gonadal axes were disrupted, with the highest impact by BCIPP. Altogether, the data clarified OPFRs metabolites may produce comparable or even higher endocrine disrupting effects than OPFRs.<\/jats:p>","DOI":"10.1021\/acs.est.9b07874","type":"journal-article","created":{"date-parts":[[2020,3,9]],"date-time":"2020-03-09T18:32:45Z","timestamp":1583778765000},"page":"4465-4474","source":"Crossref","is-referenced-by-count":149,"title":["New\nInsights in the Endocrine Disrupting Effects of\nThree Primary Metabolites of Organophosphate Flame Retardants"],"prefix":"10.1021","volume":"54","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-9112-0662","authenticated-orcid":true,"given":"Quan","family":"Zhang","sequence":"first","affiliation":[{"name":"Zhejiang University of Technology , , , ,","place":["Hangzhou, Zhejiang, China, 310032"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chang","family":"Yu","sequence":"additional","affiliation":[{"name":"Zhejiang University of Technology , , , ,","place":["Hangzhou, Zhejiang, China, 310032"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lili","family":"Fu","sequence":"additional","affiliation":[{"name":"Zhejiang University of Technology , , , ,","place":["Hangzhou, Zhejiang, China, 310032"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sijia","family":"Gu","sequence":"additional","affiliation":[{"name":"Zhejiang University of Technology , , , ,","place":["Hangzhou, Zhejiang, China, 310032"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0276-2538","authenticated-orcid":true,"given":"Cui","family":"Wang","sequence":"additional","affiliation":[{"name":"Zhejiang Chinese Medical University , , ,","place":["Hangzhou, China, 310053"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2020,3,9]]},"reference":[{"key":"2026081715260694700_cit1","doi-asserted-by":"publisher","first-page":"169","DOI":"10.1016\/j.envint.2013.11.013","article-title":"Urinary\nmetabolites of organophosphate\nflame retardants and their variability in pregnant women","volume":"63","author":"Hoffman","year":"2014","journal-title":"Environ. 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