Tribufos

Plant defoliant. Removing the leaves keeps certain pests that may be found on the leaves from damaging the cotton before it is picked. DEF inhibits esterases and glutathione S-transferases. Used as synergist of carbamates, OP and pyrethrenoids. To overcome insecticide resistance could be the formulation of insecticides with synergists that counteract metabolic resistance. Used to distinguish resistance comming from mutations in the target (ACHE) or in the detoxification enzymes (esterases).

General

Type : Organophosphate, Synergist of insecticide, Sulfur Compound

Chemical_Nomenclature : S,S,S-Tributyltrithiophosphate

Canonical SMILES : CCCCSP(=O)(SCCCC)SCCCC

InChI : InChI=1S\/C12H27OPS3\/c1-4-7-10-15-14(13,16-11-8-5-2)17-12-9-6-3\/h4-12H2,1-3H3

InChIKey : ZOKXUAHZSKEQSS-UHFFFAOYSA-N

Other name(s) : Tribuphos  ||  Tributylphosphorotrithioate  ||  S,S,S-tributylphosphorotrithioate  ||  Folex 6EC  ||  FOS-FALL A  ||  DEF  ||  De-Green  ||  E-Z-Off D  ||  Easy off-D


MW : 314.5

Formula : C12H27OPS3

CAS_number : 78-48-8

PubChem : 5125

UniChem : ZOKXUAHZSKEQSS-UHFFFAOYSA-N

Target

Families : Tribufos ligand of proteins in family
ACHE BCHE Carb_B_Arthropoda Carb_B_Chordata ACPH_Peptidase_S9

Protein :
human-APEH

References (49)

Title : Insecticide Resistance Profiles and Synergism of Field Aedes aegypti from Indonesia - Silalahi_2022_PLoS.Negl.Trop.Dis_16_e0010501
Author(s) : Silalahi CN , Tu WC , Chang NT , Singham GV , Ahmad I , Neoh KB
Ref : PLoS Negl Trop Dis , 16 :e0010501 , 2022
Abstract :
PubMedSearch : Silalahi_2022_PLoS.Negl.Trop.Dis_16_e0010501
PubMedID: 35666774

Title : Downregulation of carboxylesterase contributes to cyflumetofen resistance in Tetranychus cinnabarinus (Boisduval) - Wei_2019_Pest.Manag.Sci_75_2166
Author(s) : Wei P , Chen M , Nan C , Feng K , Shen G , Cheng J , He L
Ref : Pest Manag Sci , 75 :2166 , 2019
Abstract :
PubMedSearch : Wei_2019_Pest.Manag.Sci_75_2166
PubMedID: 30653811
Gene_locus related to this paper: tetur-t1kth5 , tetur-t1kx09 , tetur-t1ju32 , tetur-t1jth6

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 : Aedes aegypti(Linnaeus) larvae from dengue outbreak areas in Selangor showing resistance to pyrethroids but susceptible to organophosphates - Leong_2018_Acta.Trop_185_115
Author(s) : Leong CS , Vythilingam I , Wong ML , Wan Sulaiman WY , Lau YL
Ref : Acta Trop , 185 :115 , 2018
Abstract :
PubMedSearch : Leong_2018_Acta.Trop_185_115
PubMedID: 29758171

Title : Insecticide resistance status of three malaria vectors, Anopheles gambiae (s.l.), An. funestus and An. mascarensis, from the south, central and east coasts of Madagascar - Rakotoson_2017_Parasit.Vectors_10_396
Author(s) : Rakotoson JD , Fornadel CM , Belemvire A , Norris LC , George K , Caranci A , Lucas B , Dengela D
Ref : Parasit Vectors , 10 :396 , 2017
Abstract :
PubMedSearch : Rakotoson_2017_Parasit.Vectors_10_396
PubMedID: 28835269

Title : Inheritance mode and mechanisms of resistance to imidacloprid in the house fly Musca domestica (Diptera:Muscidae) from China - Ma_2017_PLoS.One_12_e0189343
Author(s) : Ma Z , Li J , Zhang Y , Shan C , Gao X
Ref : PLoS ONE , 12 :e0189343 , 2017
Abstract :
PubMedSearch : Ma_2017_PLoS.One_12_e0189343
PubMedID: 29228021

Title : Status of Resistance of Bemisia tabaci (Hemiptera: Aleyrodidae) to Neonicotinoids in Iran and Detoxification by Cytochrome P450-Dependent Monooxygenases - Basij_2017_Neotrop.Entomol_46_115
Author(s) : Basij M , Talebi K , Ghadamyari M , Hosseininaveh V , Salami SA
Ref : Neotrop Entomol , 46 :115 , 2017
Abstract :
PubMedSearch : Basij_2017_Neotrop.Entomol_46_115
PubMedID: 27590026

Title : Selection and Preliminary Mechanism of Resistance to Profenofos in a Field Strain of Musca domestica (Diptera: Muscidae) from Pakistan - Khan_2015_J.Med.Entomol_52_1013
Author(s) : Khan HA , Akram W , Iqbal N
Ref : Journal of Medical Entomology , 52 :1013 , 2015
Abstract :
PubMedSearch : Khan_2015_J.Med.Entomol_52_1013
PubMedID: 26336235

Title : Thiamethoxam Resistance in the House Fly, Musca domestica L.: Current Status, Resistance Selection, Cross-Resistance Potential and Possible Biochemical Mechanisms - Khan_2015_PLoS.One_10_e0125850
Author(s) : Khan HA , Akram W , Iqbal J , Naeem-Ullah U
Ref : PLoS ONE , 10 :e0125850 , 2015
Abstract :
PubMedSearch : Khan_2015_PLoS.One_10_e0125850
PubMedID: 25938578

Title : Mechanism of Resistance Acquisition and Potential Associated Fitness Costs in Amyelois transitella (Lepidoptera: Pyralidae) Exposed to Pyrethroid Insecticides - Demkovich_2015_Environ.Entomol_44_855
Author(s) : Demkovich M , Siegel JP , Higbee BS , Berenbaum MR
Ref : Environ Entomol , 44 :855 , 2015
Abstract :
PubMedSearch : Demkovich_2015_Environ.Entomol_44_855
PubMedID: 26313992

Title : Enzymes mediating resistance to lambda-cyhalothrin in Eriopis connexa (Coleoptera: Coccinellidae) - Rodrigues_2014_Pestic.Biochem.Physiol_110_36
Author(s) : Rodrigues AR , Siqueira HA , Torres JB
Ref : Pestic Biochem Physiol , 110 :36 , 2014
Abstract :
PubMedSearch : Rodrigues_2014_Pestic.Biochem.Physiol_110_36
PubMedID: 24759049

Title : Preliminary Studies on the Susceptibility Level of Ceutorchynhus assimilis (Coleoptera: Curculionidae) to Acetamiprid and Chlorpyrifos in Poland and Resistance Mechanisms of the Pest to Acetamiprid - Zamojska_2014_J.Insect.Sci_14_
Author(s) : Zamojska J , Wegorek P
Ref : J Insect Sci , 14 : , 2014
Abstract :
PubMedSearch : Zamojska_2014_J.Insect.Sci_14_
PubMedID: 25527578

Title : Esterase inhibition by synergists in the western flower thrips Frankliniella occidentalis - Lopez-Soler_2011_Pest.Manag.Sci_67_1549
Author(s) : Lopez-Soler N , Cervera A , Quinto V , Abellan J , Bielza P , Martinez-Pardo R , Garcera MD
Ref : Pest Manag Sci , 67 :1549 , 2011
Abstract :
PubMedSearch : Lopez-Soler_2011_Pest.Manag.Sci_67_1549
PubMedID: 21656898

Title : Levels of insecticide resistance and resistance mechanisms in Aedes aegypti from some Latin American countries - Rodriguez_2007_J.Am.Mosq.Control.Assoc_23_420
Author(s) : Rodriguez MM , Bisset JA , Fernandez D
Ref : J Am Mosq Control Assoc , 23 :420 , 2007
Abstract :
PubMedSearch : Rodriguez_2007_J.Am.Mosq.Control.Assoc_23_420
PubMedID: 18240518

Title : Glutathione S-transferase conjugation of organophosphorus pesticides yields S-phospho-, S-aryl-, and S-alkylglutathione derivatives - Fujioka_2007_Chem.Res.Toxicol_20_1211
Author(s) : Fujioka K , Casida JE
Ref : Chemical Research in Toxicology , 20 :1211 , 2007
Abstract :
PubMedSearch : Fujioka_2007_Chem.Res.Toxicol_20_1211
PubMedID: 17645302

Title : Resistance to malathion in field populations of Ceratitis capitata - Magana_2007_J.Econ.Entomol_100_1836
Author(s) : Magana C , Hernandez-Crespo P , Ortego F , Castanera P
Ref : J Econ Entomol , 100 :1836 , 2007
Abstract :
PubMedSearch : Magana_2007_J.Econ.Entomol_100_1836
PubMedID: 18232401

Title : Mediation of pyrethroid insecticide toxicity to honey bees (Hymenoptera: Apidae) by cytochrome P450 monooxygenases - Johnson_2006_J.Econ.Entomol_99_1046
Author(s) : Johnson RM , Wen Z , Schuler MA , Berenbaum MR
Ref : J Econ Entomol , 99 :1046 , 2006
Abstract :
PubMedSearch : Johnson_2006_J.Econ.Entomol_99_1046
PubMedID: 16937654

Title : Effects of Piperonyl Butoxide on the Metabolism of DEF S,S,S-Tributyl Phosphorotrithioate) in Fingerling Channel Catfish - Straus_2006_Toxicol.Mech.Methods_16_235
Author(s) : Straus DL , Chambers JE
Ref : Toxicol Mech Methods , 16 :235 , 2006
Abstract :
PubMedSearch : Straus_2006_Toxicol.Mech.Methods_16_235
PubMedID: 20021048

Title : Synergism between insecticides permethrin and propoxur occurs through activation of presynaptic muscarinic negative feedback of acetylcholine release in the insect central nervous system - Corbel_2006_Neurotoxicol_27_508
Author(s) : Corbel V , Stankiewicz M , Bonnet J , Grolleau F , Hougard JM , Lapied B
Ref : Neurotoxicology , 27 :508 , 2006
Abstract :
PubMedSearch : Corbel_2006_Neurotoxicol_27_508
PubMedID: 16516970

Title : Esterase-mediated malathion resistance in the human head louse, Pediculus capitis (Anoplura: Pediculidae) - Gao_2006_Pestic.Biochem.Physiol_85_28
Author(s) : Gao JR , Yoon KS , Frisbie RK , Coles GC , Clark JM
Ref : Pesticide Biochemistry and Physiology , 85 :28 , 2006
Abstract :
PubMedSearch : Gao_2006_Pestic.Biochem.Physiol_85_28
PubMedID:

Title : Chlorpyrifos resistance in mosquito Culex quinquefasciatus - Liu_2005_J.Med.Entomol_42_815
Author(s) : Liu H , Xu Q , Zhang L , Liu N
Ref : Journal of Medical Entomology , 42 :815 , 2005
Abstract :
PubMedSearch : Liu_2005_J.Med.Entomol_42_815
PubMedID: 16363165

Title : Blood acylpeptide hydrolase activity is a sensitive marker for exposure to some organophosphate toxicants - Quistad_2005_Toxicol.Sci_86_291
Author(s) : Quistad GB , Klintenberg R , Casida JE
Ref : Toxicol Sci , 86 :291 , 2005
Abstract :
PubMedSearch : Quistad_2005_Toxicol.Sci_86_291
PubMedID: 15888665
Gene_locus related to this paper: human-APEH

Title : Polymorphisms in a carboxylesterase gene between organophosphate-resistant and -susceptible Aphis gossypii (Homoptera: Aphididae) - Sun_2005_J.Econ.Entomol_98_1325
Author(s) : Sun L , Zhou X , Zhang J , Gao X
Ref : J Econ Entomol , 98 :1325 , 2005
Abstract :
PubMedSearch : Sun_2005_J.Econ.Entomol_98_1325
PubMedID: 16156587
Gene_locus related to this paper: aphgo-cxest

Title : Serine hydrolase targets of organophosphorus toxicants - Casida_2005_Chem.Biol.Interact_157-158_277
Author(s) : Casida JE , Quistad GB
Ref : Chemico-Biological Interactions , 157-158 :277 , 2005
Abstract :
PubMedSearch : Casida_2005_Chem.Biol.Interact_157-158_277
PubMedID: 16243304

Title : Platelet-activating factor acetylhydrolase: selective inhibition by potent n-alkyl methylphosphonofluoridates - Quistad_2005_Toxicol.Appl.Pharmacol_205_149
Author(s) : Quistad GB , Fisher KJ , Owen SC , Klintenberg R , Casida JE
Ref : Toxicol Appl Pharmacol , 205 :149 , 2005
Abstract :
PubMedSearch : Quistad_2005_Toxicol.Appl.Pharmacol_205_149
PubMedID: 15893542

Title : Enhanced esterase gene expression and activity in a malathion-resistant strain of the tarnished plant bug, Lygus lineolaris - Zhu_2004_Insect.Biochem.Mol.Biol_34_1175
Author(s) : Zhu YC , Snodgrass GL , Chen MS
Ref : Insect Biochemistry & Molecular Biology , 34 :1175 , 2004
Abstract :
PubMedSearch : Zhu_2004_Insect.Biochem.Mol.Biol_34_1175
PubMedID: 15522613
Gene_locus related to this paper: lygli-q5sex5

Title : Lysophospholipase inhibition by organophosphorus toxicants - Quistad_2004_Toxicol.Appl.Pharmacol_196_319
Author(s) : Quistad GB , Casida JE
Ref : Toxicol Appl Pharmacol , 196 :319 , 2004
Abstract :
PubMedSearch : Quistad_2004_Toxicol.Appl.Pharmacol_196_319
PubMedID: 15094302

Title : Pyrethroid tolerance in Culex pipiens pipiens var molestus from Marin County, California - McAbee_2004_Pest.Manag.Sci_60_359
Author(s) : McAbee RD , Kang K-D , Stanich MA , Christiansen JA , Wheelock CE , Inman AD , Hammock BD , Cornel AJ
Ref : Pest Manag Sci , 60 :359 , 2004
Abstract :
PubMedSearch : McAbee_2004_Pest.Manag.Sci_60_359
PubMedID: 15119598

Title : Phenobarbital induction of permethrin detoxification and phenobarbital metabolism in susceptible and resistant strains of the beet armyworm Spodoptera exigua (Hubner) - Natsuhara_2004_Pestic.Biochem.Physiol_79_33
Author(s) : Natsuhara K , Shimada K , Tanaka T , Miyata T
Ref : Pesticide Biochemistry and Physiology , 79 :33 , 2004
Abstract :
PubMedSearch : Natsuhara_2004_Pestic.Biochem.Physiol_79_33
PubMedID:

Title : Evaluation of mechanisms of azinphos-methyl resistance in the codling moth Cydia pomonella (L.) - Reuveny_2004_Arch.Insect.Biochem.Physiol_57_92
Author(s) : Reuveny H , Cohen E
Ref : Archives of Insect Biochemistry & Physiology , 57 :92 , 2004
Abstract :
PubMedSearch : Reuveny_2004_Arch.Insect.Biochem.Physiol_57_92
PubMedID: 15378568
Gene_locus related to this paper: cydpo-ACHE1

Title : Temephos resistance in two forms of Aedes aegypti and its significance for the resistance mechanism - Paeporn_2003_Southeast.Asian.J.Trop.Med.Public.Health_34_786
Author(s) : Paeporn P , Komalamisra N , Deesin V , Rongsriyam Y , Eshita Y , Thongrungkiat S
Ref : Southeast Asian J Trop Med Public Health , 34 :786 , 2003
Abstract :
PubMedSearch : Paeporn_2003_Southeast.Asian.J.Trop.Med.Public.Health_34_786
PubMedID: 15115088

Title : Selective inhibitors of fatty acid amide hydrolase relative to neuropathy target esterase and acetylcholinesterase: toxicological implications - Quistad_2002_Toxicol.Appl.Pharmacol_179_57
Author(s) : Quistad GB , Sparks SE , Segall Y , Nomura DK , Casida JE
Ref : Toxicol Appl Pharmacol , 179 :57 , 2002
Abstract :
PubMedSearch : Quistad_2002_Toxicol.Appl.Pharmacol_179_57
PubMedID: 11884237

Title : Cannabinoid CB1 receptor as a target for chlorpyrifos oxon and other organophosphorus pesticides - Quistad_2002_Toxicol.Lett_135_89
Author(s) : Quistad GB , Nomura DK , Sparks SE , Segall Y , Casida JE
Ref : Toxicol Lett , 135 :89 , 2002
Abstract :
PubMedSearch : Quistad_2002_Toxicol.Lett_135_89
PubMedID: 12243867

Title : High level methoprene resistance in the mosquito Ochlerotatus nigromaculis (Ludlow) in central California - Cornel_2002_Pest.Manag.Sci_58_791
Author(s) : Cornel AJ , Stanich MA , McAbee RD , Mulligan FS, 3rd
Ref : Pest Manag Sci , 58 :791 , 2002
Abstract :
PubMedSearch : Cornel_2002_Pest.Manag.Sci_58_791
PubMedID: 12192903

Title : Mechanisms of resistance to organophosphates in Tetranychus urticae (Acari: Tetranychidae) from Greece - Tsagkarakou_2002_Insect.Biochem.Mol.Biol_32_417
Author(s) : Tsagkarakou A , Pasteur N , Cuany A , Chevillon C , Navajas M
Ref : Insect Biochemistry & Molecular Biology , 32 :417 , 2002
Abstract :
PubMedSearch : Tsagkarakou_2002_Insect.Biochem.Mol.Biol_32_417
PubMedID: 11886776

Title : A Microsomal Esterase Involved in Cypermethrin Resistance in the German Cockroach, Blattella germanica - Valles_2001_Pestic.Biochem.Physiol_71_56
Author(s) : Valles SM , Strong CA
Ref : Pesticide Biochemistry and Physiology , 71 :56 , 2001
Abstract :
PubMedSearch : Valles_2001_Pestic.Biochem.Physiol_71_56
PubMedID:

Title : Fatty acid amide hydrolase inhibition by neurotoxic organophosphorus pesticides - Quistad_2001_Toxicol.Appl.Pharmacol_173_48
Author(s) : Quistad GB , Sparks SE , Casida JE
Ref : Toxicol Appl Pharmacol , 173 :48 , 2001
Abstract :
PubMedSearch : Quistad_2001_Toxicol.Appl.Pharmacol_173_48
PubMedID: 11350214

Title : Mechanisms associated with methiocarb resistance in Frankliniella occidentalis (Thysanoptera: Thripidae) - Jensen_2000_J.Econ.Entomol_93_464
Author(s) : Jensen SE
Ref : J Econ Entomol , 93 :464 , 2000
Abstract :
PubMedSearch : Jensen_2000_J.Econ.Entomol_93_464
PubMedID: 10826201

Title : Sensitivity of blood-clotting factors and digestive enzymes to inhibition by organophosphorus pesticides - Quistad_2000_J.Biochem.Mol.Toxicol_14_51
Author(s) : Quistad GB , Casida JE
Ref : J Biochem Mol Toxicol , 14 :51 , 2000
Abstract :
PubMedSearch : Quistad_2000_J.Biochem.Mol.Toxicol_14_51
PubMedID: 10561082

Title : A consideration of age-dependent differences in susceptibility to organophosphorus and pyrethroid insecticides - Sheets_2000_Neurotoxicol_21_57
Author(s) : Sheets LP
Ref : Neurotoxicology , 21 :57 , 2000
Abstract :
PubMedSearch : Sheets_2000_Neurotoxicol_21_57
PubMedID: 10794385

Title : Organophosphorus pesticide-induced butyrylcholinesterase inhibition and potentiation of succinylcholine toxicity in mice - Sparks_1999_J.Biochem.Mol.Toxicol_13_113
Author(s) : Sparks SE , Quistad GB , Casida JE
Ref : J Biochem Mol Toxicol , 13 :113 , 1999
Abstract :
PubMedSearch : Sparks_1999_J.Biochem.Mol.Toxicol_13_113
PubMedID: 9890196

Title : Comparative organophosphate-induced effects observed in adult and neonatal Sprague-Dawley rats during the conduct of multigeneration toxicity studies - Astroff_1998_Reprod.Toxicol_12_619
Author(s) : Astroff AB , Freshwater KJ , Eigenberg DA
Ref : Reprod Toxicol , 12 :619 , 1998
Abstract :
PubMedSearch : Astroff_1998_Reprod.Toxicol_12_619
PubMedID: 9875697

Title : The relationship between maternal and fetal effects following maternal organophosphate exposure during gestation in the rat - Astroff_1998_Toxicol.Ind.Health_14_869
Author(s) : Astroff AB , Young AD
Ref : Toxicol Ind Health , 14 :869 , 1998
Abstract :
PubMedSearch : Astroff_1998_Toxicol.Ind.Health_14_869
PubMedID: 9891917

Title : Isolation and characterization of two novel organophosphate resistance mechanisms in Culex Pipiens from Cyprus - Wirth_1998_J.Am.Mosq.Control.Assoc_14_397
Author(s) : Wirth MC
Ref : J Am Mosq Control Assoc , 14 :397 , 1998
Abstract :
PubMedSearch : Wirth_1998_J.Am.Mosq.Control.Assoc_14_397
PubMedID: 10084133

Title : Subacute neurotoxicity induced in mice by potent organophosphorus neuropathy target esterase inhibitors - Wu_1996_Toxicol.Appl.Pharmacol_139_195
Author(s) : Wu SY , Casida JE
Ref : Toxicology & Applied Pharmacology , 139 :195 , 1996
Abstract :
PubMedSearch : Wu_1996_Toxicol.Appl.Pharmacol_139_195
PubMedID: 8685903

Title : Multiple Resistance in the Larger House Fly Musca domestica in Germany - Pospischil_1996_Pest.Sci_48_333
Author(s) : Pospischil R , Szomm K , Londershausen M , Schroder I , Turberg A , Fuchs R
Ref : Pest Sci , 48 :333 , 1996
Abstract :
PubMedSearch : Pospischil_1996_Pest.Sci_48_333
PubMedID:

Title : Monooxygenase, Esterase, and Glutathione Transferase Activity Associated with Azinphosmethyl Resistance in the Tufted Apple Bud Moth,Platynota idaeusalis - Karoly_1996_Pestic.Biochem.Physiol_55_109
Author(s) : Karoly ED , Rose RL , Thompson DM , Hodgson E , Rock GC , Roe RM
Ref : Pesticide Biochemistry and Physiology , 55 :109 , 1996
Abstract :
PubMedSearch : Karoly_1996_Pestic.Biochem.Physiol_55_109
PubMedID:

Title : Effect of synergists on the oral and topical toxicity of azamethiphos to organophosphate-resistant houseflies (Diptera: Muscidae) - Saito_1992_J.Econ.Entomol_85_1041
Author(s) : Saito K , Motoyama N , Dauterman WC
Ref : J Econ Entomol , 85 :1041 , 1992
Abstract :
PubMedSearch : Saito_1992_J.Econ.Entomol_85_1041
PubMedID: 1517504

Title : Resistance to insecticides in winter- and summer-forms of pear psylla, Psylla pyricola - Van De Baan_1991_Pest.Sci_32_225
Author(s) : Van De Baan HE , Croft BA
Ref : Pest Sci , 32 :225 , 1991
Abstract :
PubMedSearch : Van De Baan_1991_Pest.Sci_32_225
PubMedID: