{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,30]],"date-time":"2026-09-30T00:12:21Z","timestamp":1790727141186,"version":"4.1.0"},"reference-count":38,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2023,11,1]],"date-time":"2023-11-01T00:00:00Z","timestamp":1698796800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2023,11,1]],"date-time":"2023-11-01T00:00:00Z","timestamp":1698796800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2023,11,1]],"date-time":"2023-11-01T00:00:00Z","timestamp":1698796800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2023,11,1]],"date-time":"2023-11-01T00:00:00Z","timestamp":1698796800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2023,11,1]],"date-time":"2023-11-01T00:00:00Z","timestamp":1698796800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2023,11,1]],"date-time":"2023-11-01T00:00:00Z","timestamp":1698796800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2023,11,1]],"date-time":"2023-11-01T00:00:00Z","timestamp":1698796800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/501100008856","name":"Department of Health of Zhejiang Province","doi-asserted-by":"publisher","award":["11-CX29"],"award-info":[{"award-number":["11-CX29"]}],"id":[{"id":"10.13039\/501100008856","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100007835","name":"Wenzhou Medical University","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100007835","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Toxicology Letters"],"published-print":{"date-parts":[[2023,11]]},"DOI":"10.1016\/j.toxlet.2023.10.011","type":"journal-article","created":{"date-parts":[[2023,10,21]],"date-time":"2023-10-21T19:18:58Z","timestamp":1697915938000},"page":"45-58","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":9,"special_numbering":"C","title":["Carbon chain length of perfluoroalkylated carboxylic acids determines inhibitory strength on gonadal 3\u03b2-hydroxysteroid dehydrogenases in humans, rats, and mice"],"prefix":"10.1016","volume":"389","author":[{"given":"Huina","family":"Zhang","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shaowei","family":"Wang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ya","family":"Chen","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jingjing","family":"Li","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yingna","family":"Zhai","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yunbing","family":"Tang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Huitao","family":"Li","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jianmin","family":"Sang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hong","family":"Wang","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jieqiang","family":"Lv","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ren-shan","family":"Ge","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.toxlet.2023.10.011_bib1","doi-asserted-by":"crossref","first-page":"1392","DOI":"10.1210\/endo.138.4.5042","article-title":"Isolation of a new mouse 3beta-hydroxysteroid dehydrogenase isoform, 3beta-HSD VI, expressed during early pregnancy","volume":"138","author":"Abbaszade","year":"1997","journal-title":"Endocrinology"},{"key":"10.1016\/j.toxlet.2023.10.011_bib2","doi-asserted-by":"crossref","first-page":"W530","DOI":"10.1093\/nar\/gkab294","article-title":"PLIP 2021: expanding the scope of the protein-ligand interaction profiler to DNA and RNA","volume":"49","author":"Adasme","year":"2021","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.toxlet.2023.10.011_bib3","doi-asserted-by":"crossref","first-page":"283","DOI":"10.1006\/jmbi.2000.4470","article-title":"The crystal structure of dTDP-D-Glucose 4,6-dehydratase (RmlB) from Salmonella enterica serovar Typhimurium, the second enzyme in the dTDP-l-rhamnose pathway","volume":"307","author":"Allard","year":"2001","journal-title":"J. Mol. Biol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib4","doi-asserted-by":"crossref","first-page":"1670","DOI":"10.1289\/ehp.10334","article-title":"Cord serum concentrations of perfluorooctane sulfonate (PFOS) and perfluorooctanoate (PFOA) in relation to weight and size at birth","volume":"115","author":"Apelberg","year":"2007","journal-title":"Environ. Health Perspect."},{"key":"10.1016\/j.toxlet.2023.10.011_bib5","doi-asserted-by":"crossref","first-page":"319","DOI":"10.1016\/j.reprotox.2008.12.010","article-title":"Gestational and lactational exposure to potassium perfluorooctanesulfonate (K+PFOS) in rats: developmental neurotoxicity","volume":"27","author":"Butenhoff","year":"2009","journal-title":"Reprod. Toxicol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib6","doi-asserted-by":"crossref","first-page":"387","DOI":"10.1016\/j.reprotox.2009.01.005","article-title":"Gestational and lactational exposure to potassium perfluorooctanesulfonate (K+PFOS) in rats: toxicokinetics, thyroid hormone status, and related gene expression","volume":"27","author":"Chang","year":"2009","journal-title":"Reprod. Toxicol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib7","doi-asserted-by":"crossref","first-page":"38039","DOI":"10.1038\/srep38039","article-title":"Occurrence, temporal trends, and half-lives of perfluoroalkyl acids (PFAAs) in occupational workers in China","volume":"6","author":"Fu","year":"2016","journal-title":"Sci. Rep."},{"key":"10.1016\/j.toxlet.2023.10.011_bib8","doi-asserted-by":"crossref","first-page":"3787","DOI":"10.1210\/endo.139.9.6183","article-title":"Variation in the end products of androgen biosynthesis and metabolism during postnatal differentiation of rat Leydig cells","volume":"139","author":"Ge","year":"1998","journal-title":"Endocrinology"},{"key":"10.1016\/j.toxlet.2023.10.011_bib9","doi-asserted-by":"crossref","DOI":"10.1016\/j.envint.2020.106123","article-title":"Human biomonitoring of per- and polyfluoroalkyl substances in German blood plasma samples from 1982 to 2019","volume":"145","author":"Gockener","year":"2020","journal-title":"Environ. Int."},{"key":"10.1016\/j.toxlet.2023.10.011_bib10","doi-asserted-by":"crossref","first-page":"W270","DOI":"10.1093\/nar\/gkr366","article-title":"SwissDock, a protein-small molecule docking web service based on EADock DSS","volume":"39","author":"Grosdidier","year":"2011","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.toxlet.2023.10.011_bib11","doi-asserted-by":"crossref","first-page":"126","DOI":"10.1016\/j.toxlet.2012.10.002","article-title":"Inhibition of human and rat 11beta-hydroxysteroid dehydrogenases activities by bisphenol A","volume":"215","author":"Guo","year":"2012","journal-title":"Toxicol. Lett."},{"key":"10.1016\/j.toxlet.2023.10.011_bib12","doi-asserted-by":"crossref","unstructured":"Hekster, F.M., P. de Voogt, A.M., Pijinenburg, C.M., Laane R.W.P.M., 2002. Perfluoroalkylated substances:aquatic environmental assessment. Report RIKZ\/2002043. Prepared at the University of Amsterdam and RIKZ (The State Institute for Coast and Sea), p. 99.","DOI":"10.1007\/0-387-21731-2_4"},{"key":"10.1016\/j.toxlet.2023.10.011_bib13","doi-asserted-by":"crossref","first-page":"83","DOI":"10.1002\/jbt.2570060202","article-title":"Tissue distribution, metabolism, and elimination of perfluorooctanoic acid in male and female rats","volume":"6","author":"Vanden Heuvel","year":"1991","journal-title":"J. Biochem Toxicol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib14","doi-asserted-by":"crossref","first-page":"161","DOI":"10.1111\/j.1365-2605.2008.00870.x","article-title":"Emerging endocrine disrupters: perfluoroalkylated substances","volume":"31","author":"Jensen","year":"2008","journal-title":"Int. J. Androl."},{"key":"10.1016\/j.toxlet.2023.10.011_bib15","doi-asserted-by":"crossref","first-page":"923","DOI":"10.1289\/ehp.0800517","article-title":"Do perfluoroalkyl compounds impair human semen quality?","volume":"117","author":"Joensen","year":"2009","journal-title":"Environ. Health Perspect."},{"key":"10.1016\/j.toxlet.2023.10.011_bib16","doi-asserted-by":"crossref","first-page":"583","DOI":"10.1038\/s41586-021-03819-2","article-title":"Highly accurate protein structure prediction with AlphaFold","volume":"596","author":"Jumper","year":"2021","journal-title":"Nature"},{"key":"10.1016\/j.toxlet.2023.10.011_bib17","doi-asserted-by":"crossref","first-page":"351","DOI":"10.1080\/10408440490464705","article-title":"The toxicology of perfluorooctanoate","volume":"34","author":"Kennedy","year":"2004","journal-title":"Crit. Rev. Toxicol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib18","doi-asserted-by":"crossref","first-page":"482","DOI":"10.1080\/10408444.2016.1271972","article-title":"Exposure to PFOA and PFOS and fetal growth: a critical merging of toxicological and epidemiological data","volume":"47","author":"Negri","year":"2017","journal-title":"Crit. Rev. Toxicol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib19","doi-asserted-by":"crossref","first-page":"437","DOI":"10.1210\/endo.142.1.7862","article-title":"Establishment and characterization of a steroidogenic human granulosa-like tumor cell line, KGN, that expresses functional follicle-stimulating hormone receptor","volume":"142","author":"Nishi","year":"2001","journal-title":"Endocrinology"},{"key":"10.1016\/j.toxlet.2023.10.011_bib20","doi-asserted-by":"crossref","first-page":"1298","DOI":"10.1289\/ehp.10009","article-title":"Half-life of serum elimination of perfluorooctanesulfonate,perfluorohexanesulfonate, and perfluorooctanoate in retired fluorochemical production workers","volume":"115","author":"Olsen","year":"2007","journal-title":"Environ. Health Perspect."},{"key":"10.1016\/j.toxlet.2023.10.011_bib21","doi-asserted-by":"crossref","first-page":"44","DOI":"10.3390\/toxics10020044","article-title":"PFAS molecules: a major concern for the human health and the environment","volume":"10","author":"Panieri","year":"2022","journal-title":"Toxics"},{"key":"10.1016\/j.toxlet.2023.10.011_bib22","doi-asserted-by":"crossref","first-page":"3428","DOI":"10.1021\/acs.est.9b07295","article-title":"Perfluoroalkyl substances stimulate insulin secretion by islet beta cells via G protein-coupled receptor 40","volume":"54","author":"Qin","year":"2020","journal-title":"Environ. Sci. Technol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib23","doi-asserted-by":"crossref","first-page":"233","DOI":"10.1007\/s00204-014-1258-y","article-title":"Structure-activity relations in binding of perfluoroalkyl compounds to human thyroid hormone T3 receptor","volume":"89","author":"Ren","year":"2015","journal-title":"Arch. Toxicol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib24","doi-asserted-by":"crossref","first-page":"221","DOI":"10.3390\/livers1040017","article-title":"Perfluoroalkyl carboxylic acids interact with the human bile acid transporter NTCP","volume":"1","author":"Ruggiero","year":"2021","journal-title":"Livers"},{"key":"10.1016\/j.toxlet.2023.10.011_bib25","doi-asserted-by":"crossref","first-page":"525","DOI":"10.1210\/er.2002-0050","article-title":"Molecular biology of the 3beta-hydroxysteroid dehydrogenase\/delta5-delta4 isomerase gene family","volume":"26","author":"Simard","year":"2005","journal-title":"Endocr. Rev."},{"key":"10.1016\/j.toxlet.2023.10.011_bib26","doi-asserted-by":"crossref","first-page":"31","DOI":"10.1016\/j.bbrc.2019.10.035","article-title":"Structure of an antibiotic-synthesizing UDP-glucuronate 4-epimerase MoeE5 in complex with substrate","volume":"521","author":"Sun","year":"2020","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"10.1016\/j.toxlet.2023.10.011_bib27","doi-asserted-by":"crossref","DOI":"10.3390\/ijerph18073794","article-title":"Perfluoroalkyl chemicals and male reproductive health: do PFOA and PFOS increase risk for male infertility?","volume":"18","author":"Tarapore","year":"2021","journal-title":"Int. J. Environ. Res. Public Health"},{"key":"10.1016\/j.toxlet.2023.10.011_bib28","doi-asserted-by":"crossref","first-page":"66","DOI":"10.1016\/j.jsbmb.2008.04.007","article-title":"Structure\/function of the inhibition of human 3beta-hydroxysteroid dehydrogenase type 1 and type 2 by trilostane","volume":"111","author":"Thomas","year":"2008","journal-title":"J. Steroid Biochem Mol. Biol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib29","doi-asserted-by":"crossref","first-page":"575","DOI":"10.1507\/endocrj.K07-097","article-title":"Inhibitory effects of cholesterol sulfate on progesterone production in human granulosa-like tumor cell line, KGN","volume":"55","author":"Tsutsumi","year":"2008","journal-title":"Endocr. J."},{"key":"10.1016\/j.toxlet.2023.10.011_bib30","doi-asserted-by":"crossref","first-page":"D439","DOI":"10.1093\/nar\/gkab1061","article-title":"AlphaFold protein structure database: massively expanding the structural coverage of protein-sequence space with high-accuracy models","volume":"50","author":"Varadi","year":"2022","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.toxlet.2023.10.011_bib31","doi-asserted-by":"crossref","first-page":"127","DOI":"10.1093\/protein\/8.2.127","article-title":"LIGPLOT: a program to generate schematic diagrams of protein-ligand interactions","volume":"8","author":"Wallace","year":"1995","journal-title":"Protein Eng."},{"key":"10.1016\/j.toxlet.2023.10.011_bib32","doi-asserted-by":"crossref","first-page":"74","DOI":"10.1007\/s00128-011-0307-y","article-title":"Perfluorinated compounds in water, sediment and soil from Guanting Reservoir, China","volume":"87","author":"Wang","year":"2011","journal-title":"Bull. Environ. Contam. Toxicol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib33","doi-asserted-by":"crossref","DOI":"10.1016\/j.chemosphere.2020.128608","article-title":"Male reproductive toxicity of perfluorooctanoate (PFOA): rodent studies","volume":"270","author":"Wang","year":"2021","journal-title":"Chemosphere"},{"key":"10.1016\/j.toxlet.2023.10.011_bib34","doi-asserted-by":"crossref","DOI":"10.1016\/j.tox.2022.153334","article-title":"Structure-activity relationship analysis of perfluoroalkyl carbonic acids on human and rat placental 3beta-hydroxysteroid dehydrogenase activity","volume":"480","author":"Wang","year":"2022","journal-title":"Toxicology"},{"key":"10.1016\/j.toxlet.2023.10.011_bib35","doi-asserted-by":"crossref","first-page":"W296","DOI":"10.1093\/nar\/gky427","article-title":"SWISS-MODEL: homology modelling of protein structures and complexes","volume":"46","author":"Waterhouse","year":"2018","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.toxlet.2023.10.011_bib36","article-title":"Inhibition of 3beta- and 17beta-hydroxysteroid dehydrogenase activities in rat Leydig cells by perfluorooctane acid","author":"Zhao","year":"2009","journal-title":"J. Steroid Biochem. Mol. Biol."},{"key":"10.1016\/j.toxlet.2023.10.011_bib37","doi-asserted-by":"crossref","first-page":"38","DOI":"10.1016\/j.cbi.2010.07.001","article-title":"Inhibition of human and rat 3beta-hydroxysteroid dehydrogenase and 17beta-hydroxysteroid dehydrogenase 3 activities by perfluoroalkylated substances","volume":"188","author":"Zhao","year":"2010","journal-title":"Chem. Biol. Inter."},{"key":"10.1016\/j.toxlet.2023.10.011_bib38","doi-asserted-by":"crossref","DOI":"10.1016\/j.chemosphere.2020.126764","article-title":"Perfluoroalkyl substances cause Leydig cell dysfunction as endocrine disruptors","volume":"253","author":"Zhu","year":"2020","journal-title":"Chemosphere"}],"container-title":["Toxicology Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0378427423010743?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0378427423010743?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,8]],"date-time":"2025-10-08T05:30:11Z","timestamp":1759901411000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0378427423010743"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,11]]},"references-count":38,"alternative-id":["S0378427423010743"],"URL":"https:\/\/doi.org\/10.1016\/j.toxlet.2023.10.011","relation":{},"ISSN":["0378-4274"],"issn-type":[{"value":"0378-4274","type":"print"}],"subject":[],"published":{"date-parts":[[2023,11]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Carbon chain length of perfluoroalkylated carboxylic acids determines inhibitory strength on gonadal 3\u03b2-hydroxysteroid dehydrogenases in humans, rats, and mice","name":"articletitle","label":"Article Title"},{"value":"Toxicology Letters","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.toxlet.2023.10.011","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2023 Published by Elsevier B.V.","name":"copyright","label":"Copyright"}]}}