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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:22 UTC
Update Date2020-02-26 21:37:10 UTC
HMDB IDHMDB0012228
Secondary Accession Numbers
  • HMDB12228
Metabolite Identification
Common NameEthylphosphate
DescriptionEthylphosphate, also known as MEP, belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. Ethylphosphate exists in all eukaryotes, ranging from yeast to plants to humans. Ethylphosphate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make ethylphosphate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Ethylphosphate.
Structure
Data?1582753030
Synonyms
ValueSource
MEPChEBI
Monoethyl acid phosphateChEBI
Monoethyl phosphateChEBI
O-Ethyl dihydrogen phosphateChEBI
Phosphoric acid monoethyl esterChEBI
Monoethyl acid phosphoric acidGenerator
Monoethyl phosphoric acidGenerator
O-Ethyl dihydrogen phosphoric acidGenerator
Phosphate monoethyl esterGenerator
Ethylphosphoric acidGenerator
Ethyl phosphateHMDB
mono-Ethyl phosphateHMDB
O-Phosphoric acid triethyl esterHMDB
EP, organic acidMeSH, HMDB
Ethyl dihydrogen phosphoric acidGenerator, HMDB
Monoethyl phosphate, disodium saltMeSH, HMDB
Monoethyl phosphate, zinc salt (1:1)MeSH, HMDB
Monoethyl phosphate, diammonium saltMeSH, HMDB
Monoethyl phosphate, dipotassium saltMeSH, HMDB
Chemical FormulaC2H7O4P
Average Molecular Weight126.0483
Monoisotopic Molecular Weight126.008195224
IUPAC Nameethoxyphosphonic acid
Traditional Nameethyl dihydrogen phosphate
CAS Registry Number78-40-0
SMILES
CCOP(O)(O)=O
InChI Identifier
InChI=1S/C2H7O4P/c1-2-6-7(3,4)5/h2H2,1H3,(H2,3,4,5)
InChI KeyZJXZSIYSNXKHEA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-56.4 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.80HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility29 g/LALOGPS
logP-0.27ALOGPS
logP-0.29ChemAxon
logS-0.64ALOGPS
pKa (Strongest Acidic)1.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity23.88 m³·mol⁻¹ChemAxon
Polarizability9.82 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+123.12731661259
DarkChem[M-H]-119.09731661259
DeepCCS[M+H]+124.85330932474
DeepCCS[M-H]-122.05530932474
DeepCCS[M-2H]-158.46830932474
DeepCCS[M+Na]+133.02430932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethylphosphate,1TMS,isomer #1CCOP(=O)(O)O[Si](C)(C)C1180.0Semi standard non polar33892256
Ethylphosphate,1TMS,isomer #1CCOP(=O)(O)O[Si](C)(C)C1085.4Standard non polar33892256
Ethylphosphate,1TMS,isomer #1CCOP(=O)(O)O[Si](C)(C)C1434.9Standard polar33892256
Ethylphosphate,2TMS,isomer #1CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1211.2Semi standard non polar33892256
Ethylphosphate,2TMS,isomer #1CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1229.2Standard non polar33892256
Ethylphosphate,2TMS,isomer #1CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1256.5Standard polar33892256
Ethylphosphate,1TBDMS,isomer #1CCOP(=O)(O)O[Si](C)(C)C(C)(C)C1412.5Semi standard non polar33892256
Ethylphosphate,1TBDMS,isomer #1CCOP(=O)(O)O[Si](C)(C)C(C)(C)C1312.1Standard non polar33892256
Ethylphosphate,1TBDMS,isomer #1CCOP(=O)(O)O[Si](C)(C)C(C)(C)C1594.5Standard polar33892256
Ethylphosphate,2TBDMS,isomer #1CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1658.0Semi standard non polar33892256
Ethylphosphate,2TBDMS,isomer #1CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1651.5Standard non polar33892256
Ethylphosphate,2TBDMS,isomer #1CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1560.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethylphosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9100000000-1724a6492450cb47d31f2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethylphosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethylphosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 10V, Negative-QTOFsplash10-004i-7900000000-83e411c41ce0f8e2ce662016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 20V, Negative-QTOFsplash10-004i-9000000000-d6d48cdaf0154a44ca0a2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 40V, Negative-QTOFsplash10-004i-9000000000-ca310927ebbed9d633542016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 10V, Negative-QTOFsplash10-004i-9000000000-e0c7a786be3374419c0f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 20V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 40V, Negative-QTOFsplash10-004i-9000000000-a5e502a2627af2048a1f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 10V, Positive-QTOFsplash10-002b-9600000000-c613e9eef062d32c1a312016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 20V, Positive-QTOFsplash10-0002-9000000000-2a19985980166cdd9bf92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 40V, Positive-QTOFsplash10-0059-9000000000-dbdb8783e2b8e64f3a3b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 10V, Positive-QTOFsplash10-0002-9000000000-a0eaeac3cd0e352aaed12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 20V, Positive-QTOFsplash10-0002-9000000000-9afb7f62828d4245d3832021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethylphosphate 40V, Positive-QTOFsplash10-001i-9000000000-998b23e19de5c0020ddc2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03822
Phenol Explorer Compound IDNot Available
FooDB IDFDB028872
KNApSAcK IDNot Available
Chemspider ID66799
KEGG Compound IDNot Available
BioCyc IDCPD-8978
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74190
PDB IDEFS
ChEBI ID42383
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Morita CT, Beckman EM, Bukowski JF, Tanaka Y, Band H, Bloom BR, Golan DE, Brenner MB: Direct presentation of nonpeptide prenyl pyrophosphate antigens to human gamma delta T cells. Immunity. 1995 Oct;3(4):495-507. [PubMed:7584140 ]