DEHP
Plasticizer that is added to PVC plastic to impart flexibility, leaches from the plastic into plasma.Chronic toxic effects such as carcinogenicity,embryo-toxicity,and testicular atrophy1 have been attributed to DEHP and its major metabolite MEHP in rodents.DEHP that leaches out of the PVC bags binds to the red cells membrane and stabilizes it and increases the storage time. DEHP is hydrolyzed to MEHP via the enzyme Bis(2-ethylhexyl)phthalate acylhydrolase (3. 1. 1. 60) and subsequently to phthalate
General
Type : Phthalate
Chemical_Nomenclature : bis(2-ethylhexyl) benzene-1,2-dicarboxylate
Canonical SMILES : CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC || CCCC[C@@H](CC)COC(=O)c1ccccc1C(=O)OC[C@@H](CC)CCCC
InChI : InChI=1S\/C24H38O4\/c1-5-9-13-19(7-3)17-27-23(25)21-15-11-12-16-22(21)24(26)28-18-20(8-4)14-10-6-2\/h11-12,15-16,19-20H,5-10,13-14,17-18H2,1-4H3
InChIKey : BJQHLKABXJIVAM-UHFFFAOYSA-N || BJQHLKABXJIVAM-BGYRXZFFSA-N
Other name(s) : Bis(2-ethylhexyl) phthalate || Di(2-ethylhexyl)phthalate || Di(2-ethylhexyl) phthalate || bis(2-ethylhexyl)phthalate || C6H4(COOC8H17)2 || Diethylhexyl phthalate || TKU || 1-O-[(2S)-2-ethylhexyl] 2-O-[(2R)-2-ethylhexyl] benzene-1,2-dicarboxylate || ~{O}1-[(2~{R})-2-ethylhexyl] ~{O}2-[(2~{S})-2-ethylhexyl] benzene-1,2-dicarboxylate
MW : 390.56
Formula : C24H38O4
CAS_number : 117-81-7
PubChem : 8343
UniChem : BJQHLKABXJIVAM-UHFFFAOYSA-N, BJQHLKABXJIVAM-BGYRXZFFSA-N
Wikipedia : Bis(2-ethylhexyl)_phthalate
References (22)
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| Author(s) : Balci E , Sanli-Mohamed G , Sofuoglu A |
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| Abstract : |
| PubMedSearch : Balci_2025_Chemosphere_380_144459 |
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| Gene_locus related to this paper: bacsu-YVAK , geost-est30 , geotn-a4isp0 |
| Title : Mechanistic and structural insights into EstS1 esterase: A potent broad-spectrum phthalate diester degrading enzyme - Verma_2024_Structure__ |
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| Gene_locus related to this paper: sulad-g8tv28 |
| Title : Biotoxicity responses of Zebrafish in environmentally relevant concentration of Di (2-ethylhexyl) phthalate - Li_2024_Environ.Toxicol.Pharmacol__104423 |
| Author(s) : Li X , Hu S , Jiang N , Yao X , Wang C , Wang Q , Yang Z , Wang J |
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| Title : Hydrolysis of dibutyl phthalate and di(2-ethylhexyl) phthalate in human liver, small intestine, kidney, and lung: An in vitro analysis using organ subcellular fractions and recombinant carboxylesterases - Isobe_2023_Chem.Biol.Interact_372_110353 |
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| PubMedSearch : Isobe_2023_Chem.Biol.Interact_372_110353 |
| PubMedID: 36657734 |
| Gene_locus related to this paper: human-CES1 , mouse-Ces1c |
| Title : Impacts of di-(2-ethylhexyl) phthalate on Folsomia candida (Collembola) assessed with a multi-biomarker approach - Zheng_2022_Ecotoxicol.Environ.Saf_232_113251 |
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| Title : Continuous treatment of diethyl hexyl and dibutyl phthalates by fixed-bed reactor: comparison of two esterase bionanocomposites - Balci_2022_Bioresour.Technol__127990 |
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| Title : Multiple transcriptomic profiling: potential novel metabolism-related genes predict prepubertal testis damage caused by DEHP exposure - Kang_2021_Environ.Sci.Pollut.Res.Int__ |
| Author(s) : Kang L , Chen J , Wang J , Zhao T , Wei Y , Wu Y , Han L , Zheng X , Shen L , Long C , Wei G , Wu S |
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| Title : Biodegradation patterns of the endocrine disrupting pollutant di(2-ethyl hexyl) phthalate by Fusarium culmorum - Gonzalez-Marquez_2019_Ecotoxicol.Environ.Saf_170_293 |
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| Title : Biodegradation of Structurally Diverse Phthalate Esters by a Newly Identified Esterase with Catalytic Activity toward Di(2-ethylhexyl) Phthalate - Huang_2019_J.Agric.Food.Chem_67_8548 |
| Author(s) : Huang H , Zhang XY , Chen TL , Zhao YL , Xu DS , Bai YP |
| Ref : Journal of Agricultural and Food Chemistry , 67 :8548 , 2019 |
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| PubMedSearch : Huang_2019_J.Agric.Food.Chem_67_8548 |
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| Gene_locus related to this paper: gorpv-h6n0g6 |
| Title : Di(2-ethylhexyl) phthalate induces apoptosis through mitochondrial pathway in GC-2spd cells - Fu_2017_Environ.Toxicol_32_1055 |
| Author(s) : Fu G , Dai J , Zhang D , Zhu L , Tang X , Zhang L , Zhou T , Duan P , Quan C , Zhang Z , Song S , Shi Y |
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| Gene_locus related to this paper: 9noca-a0a0u5adh4 |
| Title : Species and inter-individual differences in metabolic capacity of di(2-ethylhexyl)phthalate (DEHP) between human and mouse livers - Ito_2014_Environ.Health.Prev.Med_19_117 |
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| Title : Differences in metabolite burden of di(2-ethylhexyl)phthalate in pregnant and postpartum dams and their offspring in relation to drug-metabolizing enzymes in mice - Hayashi_2012_Arch.Toxicol_86_563 |
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| Title : Enzymatic hydrolysis of structurally diverse phthalic acid esters by porcine and bovine pancreatic cholesterol esterases - Saito_2010_Chemosphere_81_1544 |
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| Gene_locus related to this paper: bovin-balip , pig-i3ltk9 |
| Title : Effect of di(2-ethylhexyl) phthalate (DEHP) on lipolysis and lipoprotein lipase activities in adipose tissue of rats - Martinelli_2010_Hum.Exp.Toxicol_29_739 |
| Author(s) : Martinelli MI , Mocchiutti NO , Bernal CA |
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| Title : A mono-2-ethylhexyl phthalate hydrolase from a Gordonia sp. that is able to dissimilate di-2-ethylhexyl phthalate - Nishioka_2006_Appl.Environ.Microbiol_72_2394 |
| Author(s) : Nishioka T , Iwata M , Imaoka T , Mutoh M , Egashira Y , Nishiyama T , Shin T , Fujii T |
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| Abstract : |
| PubMedSearch : Nishioka_2006_Appl.Environ.Microbiol_72_2394 |
| PubMedID: 16597936 |
| Gene_locus related to this paper: 9noca-a0a0u5adh4 , 9acto-q2mhh5 |
| Title : Species differences in the metabolism of di(2-ethylhexyl) phthalate (DEHP) in several organs of mice, rats, and marmosets - Ito_2005_Arch.Toxicol_79_147 |
| Author(s) : Ito Y , Yokota H , Wang R , Yamanoshita O , Ichihara G , Wang H , Kurata Y , Takagi K , Nakajima T |
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| Title : Degradation of an endocrine disrupting chemical, DEHP [di-(2-ethylhexyl)-phthalate], by Fusarium oxysporum f. sp. pisi cutinase - Kim_2003_Appl.Microbiol.Biotechnol_63_75 |
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| PubMedSearch : Kim_2003_Appl.Microbiol.Biotechnol_63_75 |
| PubMedID: 12750855 |
| Gene_locus related to this paper: fusox-CUT |
| Title : The effect of the plasticizer di(2-ethylhexyl)phthalate on red cell deformability - Labow_1987_Blood_70_319 |
| Author(s) : Labow RS , Card RT , Rock G |
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| Abstract : |
| PubMedSearch : Labow_1987_Blood_70_319 |
| PubMedID: 3593970 |
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| Abstract : |
| PubMedSearch : Rock_1984_Transfusion_24_493 |
| PubMedID: 6506180 |
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| Author(s) : Melancon MJ , Lech JJ |
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| Abstract : |
| PubMedSearch : Melancon_1977_Drug.Metab.Dispos_5_29 |
| PubMedID: 13973 |