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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 09:30:39 UTC
Update Date2021-09-26 23:04:08 UTC
HMDB IDHMDB0251870
Secondary Accession NumbersNone
Metabolite Identification
Common NameO-Ethyl O-(4-nitrophenyl) phenylphosphonothioate
DescriptionEPN belongs to the class of organic compounds known as phenyl phenylphosphonothioates. These are aromatic compounds containing a phenylphosphonothioate group, which is O-esterified with another phenyl group. They have the general structure OP(R)(=S)OR', where R,R'=phenyl groups. EPN is possibly neutral. This compound has been identified in human blood as reported by (PMID: 31557052 ). O-ethyl o-(4-nitrophenyl) phenylphosphonothioate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically O-Ethyl O-(4-nitrophenyl) phenylphosphonothioate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
Ethyl p-nitrophenyl benzenethionophosphonateChEBI
O-Ethyl O-(4-nitrophenyl)phenylphosphonothioateChEBI
O-Ethyl O-(p-nitrophenyl) phenylphosphonothioateChEBI
O-Ethyl O-p-nitrophenyl phenylphosphonothioateChEBI
O-Ethyl phenylphosphonothioic acid O-(4-nitrophenyl) esterChEBI
Ethyl p-nitrophenyl benzenethionophosphonic acidGenerator
O-Ethyl O-(4-nitrophenyl)phenylphosphonothioic acidGenerator
O-Ethyl O-(p-nitrophenyl) phenylphosphonothioic acidGenerator
O-Ethyl O-p-nitrophenyl phenylphosphonothioic acidGenerator
O-Ethyl phenylphosphonothioate O-(4-nitrophenyl) esterGenerator
Ethoxy-(4-nitrophenoxy)-phenyl-sulphanylidene-$l^{5}-phosphaneGenerator
Phenylphosphonothioic acid, 2-ethyl 2-(4-nitrophenyl) esterMeSH
EPN-300MeSH
O-Ethyl-O-(4-nitrophenyl)phenylphosphonothioateMeSH
EPN 300MeSH
Chemical FormulaC14H14NO4PS
Average Molecular Weight323.3
Monoisotopic Molecular Weight323.038116107
IUPAC NameO-ethyl O-4-nitrophenyl phenylphosphonothioate
Traditional Namesantox
CAS Registry NumberNot Available
SMILES
CCOP(=S)(OC1=CC=C(C=C1)N(=O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C14H14NO4PS/c1-2-18-20(21,14-6-4-3-5-7-14)19-13-10-8-12(9-11-13)15(16)17/h3-11H,2H2,1H3
InChI KeyAIGRXSNSLVJMEA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenyl phenylphosphonothioates. These are aromatic compounds containing a phenylphosphonothioate group, which is O-esterified with another phenyl group. They have the general structure OP(R)(=S)OR', where R,R'=phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylphosphonothioates
Direct ParentPhenyl phenylphosphonothioates
Alternative Parents
Substituents
  • Phenyl phenylphosphonothioate
  • Phenyl ethylphosphonothioate
  • Nitrobenzene
  • Phenoxy compound
  • Nitroaromatic compound
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Organothiophosphorus compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organophosphorus compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.88ALOGPS
logP4.65ChemAxon
logS-5.5ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area64.28 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity86.05 m³·mol⁻¹ChemAxon
Polarizability30.97 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC14434
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEPN
METLIN IDNot Available
PubChem Compound16421
PDB IDNot Available
ChEBI ID34733
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]