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Details

Stereochemistry ACHIRAL
Molecular Formula C8H19O4P
Molecular Weight 210.2078
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIBUTYL PHOSPHATE

SMILES

CCCCOP(O)(=O)OCCCC

InChI

InChIKey=JYFHYPJRHGVZDY-UHFFFAOYSA-N
InChI=1S/C8H19O4P/c1-3-5-7-11-13(9,10)12-8-6-4-2/h3-8H2,1-2H3,(H,9,10)

HIDE SMILES / InChI
Dibutyl phosphate is be used as a precursor for antistatics, a mold release agent in polyurethane applications, and a non-volatile acidic catalyst in organic media. It is also used in many industrial applications as a surfactant because of its exceptional properties of wetting, emulsification, lubrication, coupling activity and detergency. Biologically Dibutyl phosphate is used as a diagnostic urine marker for exposure to certain toxic alkyl-phosphate compounds found in insecticides and industrial lubricants.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Improved determination of tributyl phosphate degradation products (mono- and dibutyl phosphates) by ion chromatography.
2001 Jun 22
Products of pertechnetate radiolysis in highly alkaline solution: structure of TcO2 x xH2O.
2002 Mar 1
Disposal of spent tributylphosphate by gliding arc plasma.
2003 Aug 29
Dissociative electron attachment to phosphoric acid esters: the direct mechanism for single strand breaks in DNA.
2006 Jul 7
A newly synthesized macrocyclic dithioxamide receptor for phosphate sensing.
2006 Jun 15
[Production and characterization of a glass-ceramic biomaterial and in vitro and in vivo evaluation of its biological effects].
2007 Aug-Oct
Solubility and stability of cytochrome c in hydrated ionic liquids: effect of oxo acid residues and kosmotropicity.
2007 Jul
A pulse radiolysis investigation of the reactions of tributyl phosphate with the radical products of aqueous nitric acid irradiation.
2008 Jul 17
Determination of dialkyl phosphate metabolites of organophosphorus pesticides in human urine by automated solid-phase extraction, derivatization, and gas chromatography-mass spectrometry.
2008 Nov-Dec
Determination of dialkyl phosphates as breakdown products of organophosphorus insecticides in fruit juices by HPTLC with fluorescence detection.
2009 May-Jun
Quantification of two urinary metabolites of organophosphorus flame retardants by solid-phase extraction and gas chromatography-tandem mass spectrometry.
2009 Oct
1H NMR-based metabonomic investigation of tributyl phosphate exposure in rats.
2010 Nov 10
Affinities of organophosphate flame retardants to tumor suppressor gene p53: an integrated in vitro and in silico study.
2015 Jan 22
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: referenced study was conducted in rat
Male Sprague Dawley rats were fasted for 24 hours and killed by decapitation 60 minutes after the injection of 1 mmol/ kg dibutyl phosphate dissolved in 1 ml/kg of corn oil. Livers were rapidly excised and processed to produce microsomal and lysosomal fractions. Analysis of beta-glucuronidase from the Golgi and lysosomal fractions imply that microsomal beta-glucuronidase undergoes extensive modification of the oligosaccharide moieties by terminal glycosyltransferases at the trans-Golgi when it is destined for secretion into serum in response to treatment with an organophosphate compound.
Route of Administration: Parenteral
In Vitro Use Guide
Unknown
Name Type Language
DIBUTYL PHOSPHATE
HSDB  
Systematic Name English
DIBUTYL PHOSPHATE [HSDB]
Common Name English
PHOSPHORIC ACID, DIBUTYL ESTER
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID3040728
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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CAS
107-66-4
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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ECHA (EC/EINECS)
203-509-8
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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MESH
C065087
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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HSDB
2513
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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PUBCHEM
7881
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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FDA UNII
0072NN74TN
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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