TPHP

Triphenyl phosphate TPP, Organophosphorus flame retardant. May have adipogenic effects through PPARgamma activation. Triphenyl phosphate permeates the blood brain barrier and induces neurotoxicity in mouse brain. TPP is a widely used synergist, which can reduce the use of pesticides (chemicals or virus) by inhibiting carboxylesterase

General

Type : Organophosphorus flame retardant plasticizer, Organophosphate, Synergist of insecticide

Chemical_Nomenclature :

Canonical SMILES : C1=CC=C(C=C1)OP(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3

InChI : InChI=1S\/C18H15O4P\/c19-23(20-16-10-4-1-5-11-16,21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18\/h1-15H

InChIKey : XZZNDPSIHUTMOC-UHFFFAOYSA-N

Other name(s) : triphenyl phosphate  ||  TPP  ||  Component of Firemaster 550  ||  (C6H5)3PO4  ||  Triphenylphosphate  ||  Phosphoric acid, triphenyl ester  ||  Disflamoll TP


MW : 326.3

Formula : C18H15O4P

CAS_number : 115-86-6

PubChem : 8289

UniChem : XZZNDPSIHUTMOC-UHFFFAOYSA-N

Target

References (50)

Title : Organophosphate toxicity patterns: A new approach for assessing organophosphate neurotoxicity - Karaboga_2024_J.Hazard.Mater_470_134236
Author(s) : Karaboga S , Severac F , Collins ES , Stab A , Davis A , Souchet M , Herve G
Ref : J Hazard Mater , 470 :134236 , 2024
Abstract :
PubMedSearch : Karaboga_2024_J.Hazard.Mater_470_134236
PubMedID: 38613959

Title : Contribution of multiple overexpressed carboxylesterase genes to indoxacarb resistance in Spodoptera litura - Shi_2022_Pest.Manag.Sci__
Author(s) : Shi Y , Li W , Zhou Y , Liao X , Shi L
Ref : Pest Manag Sci , : , 2022
Abstract :
PubMedSearch : Shi_2022_Pest.Manag.Sci__
PubMedID: 35066991

Title : Linking biochemical and individual-level effects of chlorpyrifos, triphenyl phosphate, and bisphenol A on sea urchin (Paracentrotus lividus) larvae - Bellas_2022_Environ.Sci.Pollut.Res.Int__
Author(s) : Bellas J , Rial D , Valdes J , Vidal-Linan L , Bertucci JI , Muniategui S , Leon VM , Campillo JA
Ref : Environ Sci Pollut Res Int , : , 2022
Abstract :
PubMedSearch : Bellas_2022_Environ.Sci.Pollut.Res.Int__
PubMedID: 35165844

Title : Associations between acetylcholinesterase-1 mutations and chlorpyrifos resistance in beet armyworm, Spodoptera exigua - Teng_2022_Pestic.Biochem.Physiol_184_105105
Author(s) : Teng H , Zuo Y , Jin Z , Wu Y , Yang Y
Ref : Pestic Biochem Physiol , 184 :105105 , 2022
Abstract :
PubMedSearch : Teng_2022_Pestic.Biochem.Physiol_184_105105
PubMedID: 35715044
Gene_locus related to this paper: spolt-ACHE1

Title : Recombinant AcMNPV-gp64-EGFP and synergist triphenyl phosphate, an effective combination against Spodoptera frugiperda - Jiao_2022_Biotechnol.Lett__
Author(s) : Jiao R , Fu Y
Ref : Biotechnol Lett , : , 2022
Abstract :
PubMedSearch : Jiao_2022_Biotechnol.Lett__
PubMedID: 35922646

Title : Occurrence and in vitro toxicity of organic compounds in urban background PM(2.5) - Wallraff_2022_Sci.Total.Environ__152779
Author(s) : Wallraff JP , Ungeheuer F , Dombrowski A , Oehlmann J , Vogel AL
Ref : Sci Total Environ , :152779 , 2022
Abstract :
PubMedSearch : Wallraff_2022_Sci.Total.Environ__152779
PubMedID: 35007573

Title : Bioremediation of triphenyl phosphate by Pycnoporus sanguineus: Metabolic pathway, proteomic mechanism and biotoxicity assessment - Feng_2021_J.Hazard.Mater_417_125983
Author(s) : Feng M , Zhou J , Yu X , Wang H , Guo Y , Mao W
Ref : J Hazard Mater , 417 :125983 , 2021
Abstract :
PubMedSearch : Feng_2021_J.Hazard.Mater_417_125983
PubMedID: 33975170

Title : Triphenyl phosphate disturbs the lipidome and induces endoplasmic reticulum stress and apoptosis in JEG-3 cells - Wang_2021_Chemosphere_275_129978
Author(s) : Wang Y , Hong J , Shi M , Guo L , Liu L , Tang H , Liu X
Ref : Chemosphere , 275 :129978 , 2021
Abstract :
PubMedSearch : Wang_2021_Chemosphere_275_129978
PubMedID: 33662732

Title : Two carboxylesterase genes in Plutella xylostella associated with sex pheromones and plant volatiles degradation - Wang_2021_Pest.Manag.Sci__
Author(s) : Wang MM , Long GJ , Guo H , Liu XZ , Wang H , Dewer Y , Li ZQ , Liu K , Zhang QL , Ma YF , He P , He M
Ref : Pest Manag Sci , : , 2021
Abstract :
PubMedSearch : Wang_2021_Pest.Manag.Sci__
PubMedID: 33527628
Gene_locus related to this paper: pluxy-CCE016a , pluxy-CCE016c

Title : Characterization of the insecticide detoxification carboxylesterase Boest1 from Bradysia odoriphaga Yang et Zhang (Diptera:Sciaridae) - Ding_2021_Pest.Manag.Sci__
Author(s) : Ding Q , Xu X , Sang Z , Wang R , Ullah F , Gao X , Song D
Ref : Pest Manag Sci , : , 2021
Abstract :
PubMedSearch : Ding_2021_Pest.Manag.Sci__
PubMedID: 34596943
Gene_locus related to this paper: 9dipt-Boest1 , braco-est1

Title : In Vitro Metabolism of Isopropylated and tert-Butylated Triarylphosphate Esters Using Human Liver Subcellular Fractions - Phillips_2020_Chem.Res.Toxicol_33_1428
Author(s) : Phillips AL , Herkert NJ , Ulrich JC , Hartman JH , Ruis MT , Cooper EM , Ferguson PL , Stapleton HM
Ref : Chemical Research in Toxicology , 33 :1428 , 2020
Abstract :
PubMedSearch : Phillips_2020_Chem.Res.Toxicol_33_1428
PubMedID: 32129605

Title : Organophosphorus flame retardant induced hepatotoxicity and brain AChE inhibition on zebrafish (Danio rerio) - Ramesh_2020_Neurotoxicol.Teratol__106919
Author(s) : Ramesh M , Angitha S , Haritha S , Poopal RK , Ren Z , Umamaheswari S
Ref : Neurotoxicology & Teratology , :106919 , 2020
Abstract :
PubMedSearch : Ramesh_2020_Neurotoxicol.Teratol__106919
PubMedID: 32853706

Title : Inhibitory effects of organophosphate esters on carboxylesterase activity of rat liver microsomes - Tsugoshi_2020_Chem.Biol.Interact__109148
Author(s) : Tsugoshi Y , Watanabe Y , Tanikawa Y , Inoue C , Sugihara K , Kojima H , Kitamura S
Ref : Chemico-Biological Interactions , :109148 , 2020
Abstract :
PubMedSearch : Tsugoshi_2020_Chem.Biol.Interact__109148
PubMedID: 32511959

Title : In vitro biolayer interferometry analysis of acetylcholinesterase as a potential target of aryl-organophosphorus flame-retardants - Shi_2020_J.Hazard.Mater_409_124999
Author(s) : Shi Q , Guo W , Shen Q , Han J , Lei L , Chen L , Yang L , Feng C , Zhou B
Ref : J Hazard Mater , 409 :124999 , 2020
Abstract :
PubMedSearch : Shi_2020_J.Hazard.Mater_409_124999
PubMedID: 33454525

Title : Susceptibility of fall armyworm, Spodoptera frugiperda (J.E.Smmith), to eight insecticides in China, with special reference to lambda-cyhalothrin - Zhao_2020_Pestic.Biochem.Physiol_168_104623
Author(s) : Zhao YX , Huang JM , Ni H , Guo D , Yang FX , Wang X , Wu SF , Gao CF
Ref : Pestic Biochem Physiol , 168 :104623 , 2020
Abstract :
PubMedSearch : Zhao_2020_Pestic.Biochem.Physiol_168_104623
PubMedID: 32711763

Title : Cholinesterase Inhibition and Exposure to Organophosphate Esters in Aircraft Maintenance Workers - Hardos_2020_Aerosp.Med.Hum.Perform_91_710
Author(s) : Hardos JE , Rubenstein M , Pfahler S , Sleight T
Ref : Aerospace Medicine Hum Perform , 91 :710 , 2020
Abstract :
PubMedSearch : Hardos_2020_Aerosp.Med.Hum.Perform_91_710
PubMedID: 32867901

Title : Adipogenic activity of 2-ethylhexyl diphenyl phosphate via peroxisome proliferator-activated receptor gamma pathway - Sun_2020_Sci.Total.Environ_711_134810
Author(s) : Sun W , Duan X , Chen H , Zhang L , Sun H
Ref : Sci Total Environ , 711 :134810 , 2020
Abstract :
PubMedSearch : Sun_2020_Sci.Total.Environ_711_134810
PubMedID: 31812418

Title : Sex- and age-dependent effects of maternal organophosphate flame-retardant exposure on neonatal hypothalamic and hepatic gene expression - Adams_2020_Reprod.Toxicol_94_65
Author(s) : Adams S , Wiersielis K , Yasrebi A , Conde K , Armstrong L , Guo GL , Roepke TA
Ref : Reprod Toxicol , 94 :65 , 2020
Abstract :
PubMedSearch : Adams_2020_Reprod.Toxicol_94_65
PubMedID: 32360330

Title : Triphenyl phosphate permeates the blood brain barrier and induces neurotoxicity in mouse brain - Liu_2020_Chemosphere_252_126470
Author(s) : Liu X , Zhao X , Wang Y , Hong J , Shi M , Pfaff D , Guo L , Tang H
Ref : Chemosphere , 252 :126470 , 2020
Abstract :
PubMedSearch : Liu_2020_Chemosphere_252_126470
PubMedID: 32443258

Title : Inhibition of Human Liver Carboxylesterase (hCE1) by Organophosphate Ester Flame Retardants and Plasticizers: Implications for Pharmacotherapy - Phillips_2019_Toxicol.Sci_171_396
Author(s) : Phillips AL , Stapleton HM
Ref : Toxicol Sci , 171 :396 , 2019
Abstract :
PubMedSearch : Phillips_2019_Toxicol.Sci_171_396
PubMedID: 31268531

Title : Acute exposure to triphenyl phosphate (TPhP) disturbs ocular development and muscular organization in zebrafish larvae - Shi_2019_Ecotoxicol.Environ.Saf_179_119
Author(s) : Shi Q , Tsui MMP , Hu C , Lam JCW , Zhou B , Chen L
Ref : Ecotoxicology & Environmental Safety , 179 :119 , 2019
Abstract :
PubMedSearch : Shi_2019_Ecotoxicol.Environ.Saf_179_119
PubMedID: 31035246

Title : Effect of Synergists on Deltamethrin Resistance in the Common Bed Bug (Hemiptera: Cimicidae) - Gonzalez-Morales_2019_J.Econ.Entomol_112_786
Author(s) : Gonzalez-Morales MA , Romero A
Ref : J Econ Entomol , 112 :786 , 2019
Abstract :
PubMedSearch : Gonzalez-Morales_2019_J.Econ.Entomol_112_786
PubMedID: 30535372

Title : Developmental neurotoxicity of triphenyl phosphate in zebrafish larvae - Shi_2018_Aquat.Toxicol_203_80
Author(s) : Shi Q , Wang M , Shi F , Yang L , Guo Y , Feng C , Liu J , Zhou B
Ref : Aquat Toxicol , 203 :80 , 2018
Abstract :
PubMedSearch : Shi_2018_Aquat.Toxicol_203_80
PubMedID: 30096480

Title : Di-branched triphenylamine dye sensitized TiO2 nanocomposites with good photo-stability for sensitive photoelectrochemical detection of organophosphate pesticides - Song_2018_Anal.Chim.Acta_1001_24
Author(s) : Song J , Wu S , Xing P , Zhao Y , Yuan J
Ref : Anal Chim Acta , 1001 :24 , 2018
Abstract :
PubMedSearch : Song_2018_Anal.Chim.Acta_1001_24
PubMedID: 29291803

Title : Carboxylesterase-involved metabolism of di-n-butyl phthalate in pumpkin (Cucurbita moschata) seedlings - Lin_2017_Environ.Pollut_220_421
Author(s) : Lin Q , Chen S , Chao Y , Huang X , Wang S , Qiu R
Ref : Environ Pollut , 220 :421 , 2017
Abstract :
PubMedSearch : Lin_2017_Environ.Pollut_220_421
PubMedID: 27697378

Title : Adipogenic Effects and Gene Expression Profiling of Firemaster 550 Components in Human Primary Preadipocytes - Tung_2017_Environ.Health.Perspect_125_097013
Author(s) : Tung EWY , Peshdary V , Gagne R , Rowan-Carroll A , Yauk CL , Boudreau A , Atlas E
Ref : Environmental Health Perspectives , 125 :097013 , 2017
Abstract :
PubMedSearch : Tung_2017_Environ.Health.Perspect_125_097013
PubMedID: 28934090

Title : Firemaster 550 and its components isopropylated triphenyl phosphate and triphenyl phosphate enhance adipogenesis and transcriptional activity of peroxisome proliferator activated receptor (Ppargamma) on the adipocyte protein 2 (aP2) promoter - Tung_2017_PLoS.One_12_e0175855
Author(s) : Tung EWY , Ahmed S , Peshdary V , Atlas E
Ref : PLoS ONE , 12 :e0175855 , 2017
Abstract :
PubMedSearch : Tung_2017_PLoS.One_12_e0175855
PubMedID: 28437481

Title : Characterization and functional analysis of a carboxylesterase gene associated with chlorpyrifos resistance in Nilaparvata lugens (Stal) - Lu_2017_Comp.Biochem.Physiol.C.Toxicol.Pharmacol_203_12
Author(s) : Lu K , Wang Y , Chen X , Zhang Z , Li Y , Li W , Zhou Q
Ref : Comparative Biochemistry & Physiology C Toxicol Pharmacol , 203 :12 , 2017
Abstract :
PubMedSearch : Lu_2017_Comp.Biochem.Physiol.C.Toxicol.Pharmacol_203_12
PubMedID: 29054582
Gene_locus related to this paper: nillu-NlCarE

Title : Functional characterization of an alpha-esterase gene involving malathion detoxification in Bactrocera dorsalis (Hendel) - Wang_2016_Pestic.Biochem.Physiol_130_44
Author(s) : Wang LL , Lu XP , Meng LW , Huang Y , Wei D , Jiang HB , Smagghe G , Wang JJ
Ref : Pestic Biochem Physiol , 130 :44 , 2016
Abstract :
PubMedSearch : Wang_2016_Pestic.Biochem.Physiol_130_44
PubMedID: 27155483
Gene_locus related to this paper: bacdo-a0a034w7m1

Title : Developmental neurotoxicity of organophosphate flame retardants in early life stages of Japanese medaka (Oryzias latipes) - Sun_2016_Environ.Toxicol.Chem_35_2931
Author(s) : Sun L , Tan H , Peng T , Wang S , Xu W , Qian H , Jin Y , Fu Z
Ref : Environ Toxicol Chem , 35 :2931 , 2016
Abstract :
PubMedSearch : Sun_2016_Environ.Toxicol.Chem_35_2931
PubMedID: 27146889

Title : Thiamethoxam resistance selected in the western flower thrips Frankliniella occidentalis (Thysanoptera: Thripidae): Cross-resistance patterns, possible biochemical mechanisms and fitness costs analysis - Gao_2014_Pestic.Biochem.Physiol_114_90
Author(s) : Gao CF , Ma SZ , Shan CH , Wu SF
Ref : Pestic Biochem Physiol , 114 :90 , 2014
Abstract :
PubMedSearch : Gao_2014_Pestic.Biochem.Physiol_114_90
PubMedID: 25175655

Title : Esterases of Varroa destructor (Acari: Varroidae), parasitic mite of the honeybee - Dmitryjuk_2014_Exp.Appl.Acarol_62_499
Author(s) : Dmitryjuk M , Zoltowska K , Fraczek R , Lipinski Z
Ref : Exp Appl Acarol , 62 :499 , 2014
Abstract :
PubMedSearch : Dmitryjuk_2014_Exp.Appl.Acarol_62_499
PubMedID: 24233156

Title : The involvement of several enzymes in methanol detoxification in Drosophila melanogaster adults - Wang_2013_Comp.Biochem.Physiol.B.Biochem.Mol.Biol_166_7
Author(s) : Wang SP , Hu XX , Meng QW , Muhammad SA , Chen RR , Li F , Li GQ
Ref : Comparative Biochemistry & Physiology B Biochem Mol Biol , 166 :7 , 2013
Abstract :
PubMedSearch : Wang_2013_Comp.Biochem.Physiol.B.Biochem.Mol.Biol_166_7
PubMedID: 23751173

Title : Cross-resistance of bisultap resistant strain of Nilaparvata lugens and its biochemical mechanism - Ling_2011_J.Econ.Entomol_104_243
Author(s) : Ling S , Zhang R
Ref : J Econ Entomol , 104 :243 , 2011
Abstract :
PubMedSearch : Ling_2011_J.Econ.Entomol_104_243
PubMedID: 21404864

Title : Cross-resistance and possible mechanisms of chlorpyrifos resistance in Laodelphax striatellus (Fallen) - Wang_2010_Pest.Manag.Sci_66_1096
Author(s) : Wang L , Zhang Y , Han Z , Liu Y , Fang J
Ref : Pest Manag Sci , 66 :1096 , 2010
Abstract :
PubMedSearch : Wang_2010_Pest.Manag.Sci_66_1096
PubMedID: 20582994

Title : Mechanisms of organophosphate resistance in a field population of oriental migratory locust, Locusta migratoria manilensis (Meyen) - Yang_2009_Arch.Insect.Biochem.Physiol_71_3
Author(s) : Yang ML , Zhang JZ , Zhu KY , Xuan T , Liu XJ , Guo YP , Ma EB
Ref : Archives of Insect Biochemistry & Physiology , 71 :3 , 2009
Abstract :
PubMedSearch : Yang_2009_Arch.Insect.Biochem.Physiol_71_3
PubMedID: 18615705

Title : Differential response to diazinon and coumaphos in a strain of Boophilus microplus (Acari: Ixodidae) collected in Mexico - Miller_2008_J.Med.Entomol_45_905
Author(s) : Miller RJ , Li AY , Tijerina M , Davey RB , George JE
Ref : Journal of Medical Entomology , 45 :905 , 2008
Abstract :
PubMedSearch : Miller_2008_J.Med.Entomol_45_905
PubMedID: 18826034

Title : Development of a microporous membrane liquid-liquid extractor for organophosphate esters in human blood plasma: identification of triphenyl phosphate and octyl diphenyl phosphate in donor plasma - Jonsson_2001_J.Chromatogr.B.Biomed.Sci.Appl_755_157
Author(s) : Jonsson OB , Dyremark E , Nilsson UL
Ref : Journal of Chromatography B Biomed Sci Appl , 755 :157 , 2001
Abstract :
PubMedSearch : Jonsson_2001_J.Chromatogr.B.Biomed.Sci.Appl_755_157
PubMedID: 11393700

Title : Correlation between biochemical parameters and susceptibility of freshwater fish to malathion - Li_1996_J.Toxicol.Env.Health_48_413
Author(s) : Li S-N , Fan D-F
Ref : Journal of Toxicology & Environmental Health , 48 :413 , 1996
Abstract :
PubMedSearch : Li_1996_J.Toxicol.Env.Health_48_413
PubMedID: 8691510

Title : Isolation of an esterase conferring insecticide resistance in the mosquito Culex tarsalis - Whyard_1994_Insect.Biochem.Mol.Biol_24_819
Author(s) : Whyard S , Downe AE , Walker VK
Ref : Insect Biochemistry & Molecular Biology , 24 :819 , 1994
Abstract :
PubMedSearch : Whyard_1994_Insect.Biochem.Mol.Biol_24_819
PubMedID: 7981729

Title : Insecticide resistance and malathion carboxylesterase in the sheep blowfly, Lucilia cuprina - Whyard_1994_Biochem.Genet_32_9
Author(s) : Whyard S , Russell RJ , Walker VK
Ref : Biochemical Genetics , 32 :9 , 1994
Abstract :
PubMedSearch : Whyard_1994_Biochem.Genet_32_9
PubMedID: 8031296

Title : Pathogenesis of cholesteryl lipidosis of adrenocortical and ovarian interstitial cells in F344 rats caused by tricresyl phosphate and butylated triphenyl phosphate - Latendresse_1993_Toxicol.Appl.Pharmacol_122_281
Author(s) : Latendresse JR , Azhar S , Brooks CL , Capen CC
Ref : Toxicol Appl Pharmacol , 122 :281 , 1993
Abstract :
PubMedSearch : Latendresse_1993_Toxicol.Appl.Pharmacol_122_281
PubMedID: 8212010

Title : Structural requirements for the inhibition of human monocyte carboxylesterase by organophosphorus compounds - Saboori_1991_Chem.Biol.Interact_80_327
Author(s) : Saboori AM , Lang DM , Newcombe DS
Ref : Chemico-Biological Interactions , 80 :327 , 1991
Abstract :
PubMedSearch : Saboori_1991_Chem.Biol.Interact_80_327
PubMedID: 1954660

Title : Action of organophosphates on GABAA receptor and voltage-dependent chloride channels - Gant_1987_Fundam.Appl.Toxicol_9_698
Author(s) : Gant DB , Eldefrawi ME , Eldefrawi AT
Ref : Fundamental & Applied Toxicology , 9 :698 , 1987
Abstract :
PubMedSearch : Gant_1987_Fundam.Appl.Toxicol_9_698
PubMedID: 2446940

Title : Phthalates and organophosphorus compounds as cholinesterase inhibitors in fractions of industrial hexane impurities - Vicedo_1985_Arch.Toxicol_57_46
Author(s) : Vicedo JL , Pellin M , Vilanova E
Ref : Archives of Toxicology , 57 :46 , 1985
Abstract :
PubMedSearch : Vicedo_1985_Arch.Toxicol_57_46
PubMedID: 4015398

Title : Assessment of the delayed neurotoxic potential of isopropyl triphenylphosphate using a nontraditional testing strategy - Sprague_1984_J.Toxicol.Environ.Health_14_773
Author(s) : Sprague GL , Castles TR , Bickford AA
Ref : J Toxicol Environ Health , 14 :773 , 1984
Abstract :
PubMedSearch : Sprague_1984_J.Toxicol.Environ.Health_14_773
PubMedID: 6520887

Title : Resistance to organophosphate and carbamate insecticides in Anopheles atroparvus - Hemingway_1983_Parassitologia_25_1
Author(s) : Hemingway J , Davidson G
Ref : Parassitologia , 25 :1 , 1983
Abstract :
PubMedSearch : Hemingway_1983_Parassitologia_25_1
PubMedID: 6543929

Title : Biochemical studies on malathion resistance in Anopheles arabiensis from Sudan - Hemingway_1983_Trans.R.Soc.Trop.Med.Hyg_77_477
Author(s) : Hemingway J
Ref : Trans R Soc Trop Med Hyg , 77 :477 , 1983
Abstract :
PubMedSearch : Hemingway_1983_Trans.R.Soc.Trop.Med.Hyg_77_477
PubMedID: 6636275

Title : The nature of malathion resistance in a population of Anopheles culicifacies Giles - Herath_1981_Bull.World.Health.Organ_59_383
Author(s) : Herath PR , Davidson G
Ref : Bulletin of the World Health Organization , 59 :383 , 1981
Abstract :
PubMedSearch : Herath_1981_Bull.World.Health.Organ_59_383
PubMedID: 6976845

Title : Evaluation of cytotoxic responses caused by selected organophosphorus esters in chick sympathetic ganglia cultures - Obersteiner_1978_Can.J.Comp.Med_42_80
Author(s) : Obersteiner EJ , Sharma RP
Ref : Can J Comp Med , 42 :80 , 1978
Abstract :
PubMedSearch : Obersteiner_1978_Can.J.Comp.Med_42_80
PubMedID: 565668