Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- Triethyl phosphate
- DrugBank Accession Number
- DB03347
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Triethyl phosphate (DB03347)
- Weight
- Average: 182.1547
Monoisotopic: 182.07079548 - Chemical Formula
- C6H15O4P
- Synonyms
- Ethyl phosphate
- o-Phosphoric acid triethyl ester
- TEP
- Triethoxyphosphine oxide
- Triethylphosphate
- Tris(ethyl) phosphate
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UParathion hydrolase Not Available Brevundimonas diminuta UCellular tumor antigen p53 Not Available Humans UParathion hydrolase Not Available Flavobacterium sp. (strain ATCC 27551) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Organic phosphoric acids and derivatives
- Sub Class
- Phosphate esters
- Direct Parent
- Trialkyl phosphates
- Alternative Parents
- Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- Aliphatic acyclic compound / Hydrocarbon derivative / Organic oxide / Organic oxygen compound / Organooxygen compound / Trialkyl phosphate
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- trialkyl phosphate (CHEBI:45927) / a small molecule (CPD-3703)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- QIH4K96K7J
- CAS number
- 78-40-0
- InChI Key
- DQWPFSLDHJDLRL-UHFFFAOYSA-N
- InChI
- InChI=1S/C6H15O4P/c1-4-8-11(7,9-5-2)10-6-3/h4-6H2,1-3H3
- IUPAC Name
- triethyl phosphate
- SMILES
- CCOP(=O)(OCC)OCC
References
- Synthesis Reference
Karl-Heinz Mitschke, "Preparation of triethyl phosphate." U.S. Patent US20030100788, issued May 29, 2003.
US20030100788- General References
- Not Available
- External Links
- PubChem Compound
- 6535
- PubChem Substance
- 46508829
- ChemSpider
- 6287
- ChEBI
- 45927
- ChEMBL
- CHEMBL1236251
- ZINC
- ZINC000001641077
- PDBe Ligand
- TEN
- Wikipedia
- Triethyl_phosphate
- PDB Entries
- 1eyw
Clinical Trials
- Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
Explore 4,000+ rare diseases, orphan drugs & condition pairs, clinical trial why stopped data, & more. Preview package Phase Status Purpose Conditions Count Start Date Why Stopped 100+ additional columns Unlock 175K+ rows when you subscribe.View sample data
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 15.9 mg/mL ALOGPS logP 0.71 ALOGPS logP 1.18 Chemaxon logS -1.1 ALOGPS pKa (Strongest Basic) -9.1 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 44.76 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 42.34 m3·mol-1 Chemaxon Polarizability 17.86 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.964 Blood Brain Barrier + 0.9215 Caco-2 permeable - 0.5303 P-glycoprotein substrate Non-substrate 0.7973 P-glycoprotein inhibitor I Non-inhibitor 0.814 P-glycoprotein inhibitor II Non-inhibitor 0.8565 Renal organic cation transporter Non-inhibitor 0.931 CYP450 2C9 substrate Non-substrate 0.8669 CYP450 2D6 substrate Non-substrate 0.8498 CYP450 3A4 substrate Non-substrate 0.604 CYP450 1A2 substrate Non-inhibitor 0.9228 CYP450 2C9 inhibitor Non-inhibitor 0.8962 CYP450 2D6 inhibitor Non-inhibitor 0.9403 CYP450 2C19 inhibitor Non-inhibitor 0.8806 CYP450 3A4 inhibitor Non-inhibitor 0.9283 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8831 Ames test Non AMES toxic 0.9133 Carcinogenicity Carcinogens 0.802 Biodegradation Not ready biodegradable 0.8418 Rat acute toxicity 2.6232 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.816 hERG inhibition (predictor II) Non-inhibitor 0.9382
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 143.5016424 predictedDarkChem Lite v0.1.0 [M-H]- 142.9437424 predictedDarkChem Lite v0.1.0 [M-H]- 135.53433 predictedDeepCCS 1.0 (2019) [M+H]+ 144.7576424 predictedDarkChem Lite v0.1.0 [M+H]+ 139.2434424 predictedDarkChem Lite v0.1.0 [M+H]+ 138.07362 predictedDeepCCS 1.0 (2019) [M+Na]+ 151.9369762 predictedDarkChem Lite v0.1.0 [M+Na]+ 146.84142 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Brevundimonas diminuta
- Pharmacological action
- Unknown
- General Function
- Has an unusual substrate specificity for synthetic organophosphate triesters and phosphorofluoridates. All of the phosphate triesters found to be substrates are synthetic compounds. The identity of any naturally occurring substrate for the enzyme is unknown. Has no detectable activity with phosphate monoesters or diesters and no activity as an esterase or protease. It catalyzes the hydrolysis of the insecticide paraoxon at a rate approaching the diffusion limit and thus appears to be optimally evolved for utilizing this synthetic substrate.
- Specific Function
- aryldialkylphosphatase activity
- Gene Name
- opd
- Uniprot ID
- P0A434
- Uniprot Name
- Parathion hydrolase
- Molecular Weight
- 39003.24 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Multifunctional transcription factor that induces cell cycle arrest, DNA repair or apoptosis upon binding to its target DNA sequence (PubMed:11025664, PubMed:12524540, PubMed:12810724, PubMed:15186775, PubMed:15340061, PubMed:17317671, PubMed:17349958, PubMed:19556538, PubMed:20673990, PubMed:20959462, PubMed:22726440, PubMed:24051492, PubMed:24652652, PubMed:9840937, PubMed:35618207, PubMed:36634798, PubMed:38653238). Acts as a tumor suppressor in many tumor types; induces growth arrest or apoptosis depending on the physiological circumstances and cell type (PubMed:11025664, PubMed:12524540, PubMed:12810724, PubMed:15186775, PubMed:15340061, PubMed:17189187, PubMed:17317671, PubMed:17349958, PubMed:19556538, PubMed:20673990, PubMed:20959462, PubMed:22726440, PubMed:24051492, PubMed:24652652, PubMed:9840937, PubMed:38653238). Negatively regulates cell division by controlling expression of a set of genes required for this process (PubMed:11025664, PubMed:12524540, PubMed:12810724, PubMed:15186775, PubMed:15340061, PubMed:17317671, PubMed:17349958, PubMed:19556538, PubMed:20673990, PubMed:20959462, PubMed:22726440, PubMed:24051492, PubMed:24652652, PubMed:9840937). One of the activated genes is an inhibitor of cyclin-dependent kinases. Apoptosis induction seems to be mediated either by stimulation of BAX and FAS antigen expression, or by repression of Bcl-2 expression (PubMed:12524540, PubMed:17189187). Its pro-apoptotic activity is activated via its interaction with PPP1R13B/ASPP1 or TP53BP2/ASPP2 (PubMed:12524540). However, this activity is inhibited when the interaction with PPP1R13B/ASPP1 or TP53BP2/ASPP2 is displaced by PPP1R13L/iASPP (PubMed:12524540). In cooperation with mitochondrial PPIF is involved in activating oxidative stress-induced necrosis; the function is largely independent of transcription. Induces the transcription of long intergenic non-coding RNA p21 (lincRNA-p21) and lincRNA-Mkln1. LincRNA-p21 participates in TP53-dependent transcriptional repression leading to apoptosis and seems to have an effect on cell-cycle regulation. Implicated in Notch signaling cross-over. Prevents CDK7 kinase activity when associated to CAK complex in response to DNA damage, thus stopping cell cycle progression. Isoform 2 enhances the transactivation activity of isoform 1 from some but not all TP53-inducible promoters. Isoform 4 suppresses transactivation activity and impairs growth suppression mediated by isoform 1. Isoform 7 inhibits isoform 1-mediated apoptosis. Regulates the circadian clock by repressing CLOCK-BMAL1-mediated transcriptional activation of PER2 (PubMed:24051492)
- Specific Function
- 14-3-3 protein binding
- Gene Name
- TP53
- Uniprot ID
- P04637
- Uniprot Name
- Cellular tumor antigen p53
- Molecular Weight
- 43652.79 Da
References
- Li F, Cao L, Li X, Li N, Wang Z, Wu H: Affinities of organophosphate flame retardants to tumor suppressor gene p53: an integrated in vitro and in silico study. Toxicol Lett. 2015 Jan 22;232(2):533-41. doi: 10.1016/j.toxlet.2014.12.006. Epub 2014 Dec 12. [Article]
- Kind
- Protein
- Organism
- Flavobacterium sp. (strain ATCC 27551)
- Pharmacological action
- Unknown
- General Function
- Has an unusual substrate specificity for synthetic organophosphate triesters and phosphorofluoridates. All of the phosphate triesters found to be substrates are synthetic compounds. The identity of any naturally occurring substrate for the enzyme is unknown. Has no detectable activity with phosphate monoesters or diesters and no activity as an esterase or protease. It catalyzes the hydrolysis of the insecticide paraoxon at a rate approaching the diffusion limit and thus appears to be optimally evolved for utilizing this synthetic substrate (By similarity).
- Specific Function
- aryldialkylphosphatase activity
- Gene Name
- opd
- Uniprot ID
- P0A433
- Uniprot Name
- Parathion hydrolase
- Molecular Weight
- 39003.24 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52