Page last updated: 2024-11-05

tributyl phosphate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

tributyl phosphate: a detergent [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

tributyl phosphate : A trialkyl phosphate that is the tributyl ester of phosphoric acid. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID31357
CHEMBL ID1371096
CHEBI ID35019
SCHEMBL ID18570
MeSH IDM0054314

Synonyms (90)

Synonym
BIDD:ER0345
tributyl phosphate
disflamoll tb
nsc-8484
tri-n-butyl phosphate
tributyle(phosphate de)
wln: 4opo & o4 & o4
celluphos 4
nsc8484
butyl phosphate, tri-
butyl phosphate, ((buo)3po)
tributoxyphosphine oxide
butyl phosphate
tributylfosfaat
phosphoric acid tributyl ester
tributylphosphat
126-73-8
tributilfosfato
phosphoric acid tri-n-butyl ester
tributyle (phosphate de)
CHEBI:35019 ,
inchi=1/c12h27o4p/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12h2,1-3h
phosphoric acid, tri-n-butyl ester
NCGC00091588-01
ai3-00399
tributyle (phosphate de) [french]
hsdb 1678
tributylphosphate
einecs 204-800-2
tributilfosfato [italian]
tri-n-butylphosphate
nsc 8484
tributylfosfat [czech]
tributylfosfaat [dutch]
phosphoric acid, tributyl ester
ccris 6106
brn 1710584
mcs 2495
tributylphosphat [german]
tributyl phosphate, 97%
NCGC00091588-02
BMSE000777
FT-0657452
P0266
A805594
NCGC00091588-04
NCGC00091588-03
4-01-00-01531 (beilstein handbook reference)
unii-95uas8yaf5
tributylfosfat
ec 204-800-2
95uas8yaf5 ,
NCGC00254202-01
tox21_201872
dtxcid701986
dtxsid3021986 ,
cas-126-73-8
NCGC00259421-01
tox21_300107
tbpa
AKOS015995460
tributyl phosphate [mi]
tri-n-butyl phosphate [mart.]
tributyl phosphate [hsdb]
tri-n-butyl phosphate [ep monograph]
tnbp
SCHEMBL18570
tributylphsophate
syn-o-ad 8412
kronitex tbp
tributyl ester of phosphoric acid
CHEMBL1371096
J-005429
tributyl phosphate, puriss., >=99.0% (gc)
tributyl phosphate, selectophore(tm), >=98.0%
mfcd00009436
tributyl phosphate, 10 mug/ml in hexane, analytical standard
tributyl phosphate, saj first grade, >=99.0%
tributyl phosphate, analytical standard
tributyl phosphate, >=99%
tributyl phosphate, 99%
tri-n-butyl phosphate, european pharmacopoeia (ep) reference standard
tributyl phosphate, pharmaceutical secondary standard; certified reference material
tri-n-butyl phosphate; phosphoric acid tributyl ester
tributyl phosphate 10 microg/ml in cyclohexane
tributyl phosphate 1000 microg/ml in methanol
Q613394
tris(1-butyl) phosphate
F1905-7225
tri-n-butyl-d27 phosphate

Research Excerpts

Overview

Tributyl phosphate (TBP) is a toxic organophosphorous compound widely used in many industrial applications, including significant usage in nuclear processing. It is used extensively as a solvent for nuclear fuel processing and as a base stock in the formulation of fire-resistant aircraft hydraulic fluids.

ExcerptReferenceRelevance
"Tributyl phosphate (TBP) is a toxic organophosphorous compound widely used in many industrial applications, including significant usage in nuclear processing. "( 1H NMR-based metabonomic investigation of tributyl phosphate exposure in rats.
Alam, MK; Alam, TM; Ansari, GA; Luxon, BA; Neerathilingam, M; Sarkar, S; Volk, DE, 2010
)
2.07
"Tributyl phosphate (TBP) is an organophosphorous compound, used extensively (3000-5000 tonnes/annum) as a solvent for nuclear fuel processing and as a base stock in the formulation of fire-resistant aircraft hydraulic fluids and other applications. "( Biodegradation of tributyl phosphate by novel bacteria isolated from enrichment cultures.
Ahire, KC; Deopurkar, RL; Kapadnis, BP; Kulkarni, GJ; Shouche, YS, 2012
)
2.16
"Tributyl phosphate (TBP) is a toxic organophosphorous compound widely used in nuclear fuel processing and chemical industries. "( CYP201A2, a cytochrome P450 from Rhodopseudomonas palustris, plays a key role in the biodegradation of tributyl phosphate.
Berne, C; Garcia, D; Lavergne, J; Pignol, D, 2007
)
2
"Tributyl phosphate (TBP) is a very important compound in the nuclear industry, particularly in the area of nuclear fuel reprocessing. "( Improved determination of tributyl phosphate degradation products (mono- and dibutyl phosphates) by ion chromatography.
Dodi, A; Verda, G, 2001
)
2.05

Effects

ExcerptReferenceRelevance
"Tributyl phosphate (TBP) has enormous applications in the field of extraction, fuel reprocessing, as defoamers and/or plasticizers. "( Biodegradation of tributyl phosphate using Klebsiella pneumoniae sp. S3.
D'Souza, SF; Kodam, KM; Kulkarni, SV; Markad, VL; Melo, JS, 2014
)
2.18

Treatment

ExcerptReferenceRelevance
"The treatment of tributyl phosphate (TBP) extractant waste from specific industry, eg., nuclear industry, is a great challenge due to its stability and high environmental risk of phosphorus-containing species releasing. "( Tributyl phosphate degradation and phosphorus immobilization by MnO
Du, X; Tong, W; Wang, J; Wang, X; Wang, Y; Zhang, Y, 2022
)
2.5

Toxicity

ExcerptReferenceRelevance
" The acute oral LD50 of TBP and DBPP were estimated to be 1,863 and 1,500 mg/kg, respectively, and the dose equal to the LD50 was used as a test dose."( Assessment of the delayed neurotoxicity of tributyl phosphate, tributoxyethyl phosphate, and dibutylphenyl phosphate.
Abou-Donia, MB; Carrington, CD; Farr, C; Johannsen, F; Lapadula, DM; Nair, RS; Othman, M,
)
0.39
" It is concluded that TBP causes moderate toxic injury of the lung parenchyma."( Antioxidant defense mechanisms in the lung toxicity of tri-n-butyl phosphate.
Dancheva, V; Salovsky, P; Shopova, V, 1998
)
0.3
" It was very toxic to algae though not to bacteria."( Acute toxicity investigations of ester-based lubricants by using biotests with algae and bacteria.
Brinkmann, C; Dott, W; Eisentraeger, A; Hahn, S; Michel, K, 2004
)
0.32
" In addition, the toxic effects of OPFRs in Caco-2 cells were relatively severer than those in HepG2 and A549 cells, which might result from some possible mechanisms apart from oxidative stress pathway."( The cytotoxicity of organophosphate flame retardants on HepG2, A549 and Caco-2 cells.
An, J; Hu, J; Shang, Y; Yu, Z; Zhang, X; Zhong, Y, 2016
)
0.43

Compound-Compound Interactions

ExcerptReferenceRelevance
"The experiments on Wistar rats were undertaken to analyze metabolism of 253Pu in combination with tributylphosphate and organic solvents of trichlorobenzene and H-paraffin entering the organism through stab-wounds."( [Distribution of plutonium-239 in the bodies of rats after its administration together with tributyl phosphate combined with organic solvents].
Khalturin, GV; Kuz'menko, OV, 1989
)
0.5

Dosage Studied

ExcerptRelevanceReference
" Dosage levels in the acute study were 100, 325, and 1000 mg/kg; they were 32."( Acute and subchronic neurotoxicity studies with tri-N-butyl phosphate in adult Sprague-Dawley rats.
Beyrouty, PC; Broxup, BR; Healy, CE, 1995
)
0.29
" The chelating agent was administered at a dosage of 30 mumol."( Efficacy of 3,4,3-LIHOPO for enhancing the excretion of plutonium from rat after simulated wound contamination as a tributyl-n-phosphate complex.
Bailly, T; Burgada, R; Durbin, PW; Fritsch, P; Grillon, G; Metivier, H; Paquet, F; Poncy, JL; Raymond, KN, 1995
)
0.29
" Viability detection showed dose-response toxicity effect of TCP and TnBP to PC12 cells."( Comparative assessment of neurotoxicity impacts induced by alkyl tri-n-butyl phosphate and aromatic tricresyl phosphate in PC12 cells.
Chang, Y; Cui, H; Jiang, X; Li, M, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
trialkyl phosphate
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
TAR syndrome11

Protein Targets (27)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency2.43370.006038.004119,952.5996AID1159521
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency28.79160.001022.650876.6163AID1224839
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency67.68380.003041.611522,387.1992AID1159552
pregnane X nuclear receptorHomo sapiens (human)Potency48.39050.005428.02631,258.9301AID1346982; AID720659
estrogen nuclear receptor alphaHomo sapiens (human)Potency13.72700.000229.305416,493.5996AID743075; AID743079
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency48.96620.023723.228263.5986AID743223
aryl hydrocarbon receptorHomo sapiens (human)Potency30.23330.000723.06741,258.9301AID743085
thyroid stimulating hormone receptorHomo sapiens (human)Potency27.30600.001628.015177.1139AID1224843
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency48.32590.057821.109761.2679AID1159528
nuclear factor NF-kappa-B p105 subunit isoform 1Homo sapiens (human)Potency56.23414.466824.832944.6684AID651749
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency15.84890.031610.279239.8107AID884; AID885
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Research

Studies (231)

TimeframeStudies, This Drug (%)All Drugs %
pre-199030 (12.99)18.7374
1990's48 (20.78)18.2507
2000's62 (26.84)29.6817
2010's61 (26.41)24.3611
2020's30 (12.99)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 77.29

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index77.29 (24.57)
Research Supply Index5.53 (2.92)
Research Growth Index4.76 (4.65)
Search Engine Demand Index134.64 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (77.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (0.81%)5.53%
Reviews7 (2.82%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other239 (96.37%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]