Record Information
Version1.0
Creation date2011-09-21 00:15:01 UTC
Update date2019-11-26 03:21:03 UTC
Primary IDFDB022503
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Nitrophenol
Description4-Nitrophenol, also known as niphen or PNP, belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. 4-Nitrophenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Nitrophenol exists in all living species, ranging from bacteria to humans. 4-Nitrophenol has been detected, but not quantified in, milk (cow). This could make 4-nitrophenol a potential biomarker for the consumption of these foods. 4-Nitrophenol is a potentially toxic compound.
CAS Number100-02-7
Structure
Thumb
Synonyms
SynonymSource
4-HydroxynitrobenzeneChEBI
NiphenChEBI
p-HydroxynitrobenzeneChEBI
p-NitrophenolChEBI
ParanitrophenolChEBI
PNPChEBI
MononitrophenolHMDB
1-Hydroxy-4-nitrobenzeneHMDB
4-Nitrophenol, (18)O-labeled CPDHMDB
4-Nitrophenol, 1-(13)C-labeled CPDHMDB
4-Nitrophenol, manganese (2+) saltHMDB
4-Nitrophenol, silver(2+) saltHMDB
4-Nitrophenol, sodium salt, (2:1), dihydrateHMDB
4-Nitrophenol, tin (4+) saltHMDB
4-Nitrophenol, 2,6-(13)C2-labeled CPDHMDB
4-Nitrophenol, 2-(14)C-labeled CPDHMDB
4-Nitrophenol, copper(1+) saltHMDB
4-Nitrophenol, potassium saltHMDB
4-Nitrophenol, tin (2+) saltHMDB
4-Nitrophenol, 14C-labeled CPDHMDB
4-Nitrophenol, ammonium saltHMDB
4-Nitrophenol, ion(1-)HMDB
4-Nitrophenol, ion(1-) hydrideHMDB
4-Nitrophenol, sodium saltHMDB
4-Nitrophenol, 2,6-(14)C2-labeled CPDHMDB
4-Nitrophenol, aluminum saltHMDB
4-Nitrophenol, cesium saltHMDB
4-Nitrophenol, iron(3+) saltHMDB
4-Nitrophenol, lithium saltHMDB
4-Nitrophenol, manganese saltHMDB
4-Nitrophenol, zinc saltHMDB
4-Hydroxy-1-nitrobenzeneHMDB
4-NitrophenolateHMDB
4-NitrophenolHMDB
Predicted Properties
PropertyValueSource
Water Solubility3.6 g/LALOGPS
logP1.93ALOGPS
logP1.61ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)7.07ChemAxon
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34.36 m³·mol⁻¹ChemAxon
Polarizability12.22 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H5NO3
IUPAC name4-nitrophenol
InChI IdentifierInChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
InChI KeyBTJIUGUIPKRLHP-UHFFFAOYSA-N
Isomeric SMILESOC1=CC=C(C=C1)[N+]([O-])=O
Average Molecular Weight139.1088
Monoisotopic Molecular Weight139.026943031
Classification
Description Belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassNitrophenols
Direct ParentNitrophenols
Alternative Parents
Substituents
  • Nitrophenol
  • Nitrobenzene
  • Nitroaromatic compound
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00kr-9300000000-d76f14df8da868057d44Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00kr-9200000000-6a367c2627bf30cad163Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00or-9500000000-a23a22fc322241325904Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-000i-9400000000-670d24ff2b2b121a7ab8Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-000i-9400000000-b5aea5436a88b29179e9Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-05n0-9300000000-f284a324180bf4d7ffc2Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-0006-2009127011-85632179856636169d28Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-0f6t-1900000000-70af7d7902cd35a26f29Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00kr-9200000000-6a367c2627bf30cad163Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00or-9500000000-a23a22fc322241325904Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-000i-9400000000-670d24ff2b2b121a7ab8Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-000i-9400000000-b5aea5436a88b29179e9Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-05n0-9300000000-f284a324180bf4d7ffc2Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-0006-2009127011-85632179856636169d28Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-0f6t-1900000000-70af7d7902cd35a26f29Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00kr-9200000000-6a367c2627bf30cad163Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00or-9500000000-a23a22fc322241325904Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-000i-9400000000-670d24ff2b2b121a7ab8Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-000i-9400000000-b5aea5436a88b29179e9Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-05n0-9300000000-f284a324180bf4d7ffc2Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-0006-2009127011-85632179856636169d28Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-0f6t-1900000000-70af7d7902cd35a26f29Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00kr-9200000000-6a367c2627bf30cad163Spectrum
GC-MS4-Nitrophenol, non-derivatized, GC-MS Spectrumsplash10-00or-9500000000-a23a22fc322241325904Spectrum
Predicted GC-MS4-Nitrophenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-7900000000-d4915e2347113b56d32cSpectrum
Predicted GC-MS4-Nitrophenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9800000000-7bde61a3b7f0a23ddd41Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-00dl-0900000000-653240f82298b3880e70Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-014l-9100000000-1dd6a69ee33aeb4207a3Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-014r-9000000000-397a0913b382e58ae418Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-00kr-9200000000-039471e02c3307757a0cSpectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-00or-9500000000-a23a22fc322241325904Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-000i-9400000000-12717928037244536b6bSpectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-60) , Positivesplash10-000i-9400000000-f133ed564f0a12bd3871Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-05n0-9300000000-d39a8dbf21962717a2eeSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0002-9200000000-bff0a2a3c15629cc6ec2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-052r-0900000000-1279a141e229fec8dbd4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-052r-0900000000-1279a141e229fec8dbd4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0002-9200000000-bff0a2a3c15629cc6ec2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-d01a64d09fb568b883b1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-58e0d9a2ff9a60a8c4f6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q9-2900000000-fbf4f5da283a46ec8ed8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-3c17676b62ba6a9be8d5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-4dcec4bcef5be284e738Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002r-3900000000-de3f2773a5601a2eec1bSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID955
ChEMBL IDCHEMBL14130
KEGG Compound IDC00870
Pubchem Compound ID980
Pubchem Substance IDNot Available
ChEBI ID16836
Phenol-Explorer IDNot Available
DrugBank IDDB04417
HMDB IDHMDB01232
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID36247
KNApSAcK IDNot Available
HET IDNPO
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID4-Nitrophenol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Serum paraoxonase/lactonase 3PON3Q15166
Serum paraoxonase/arylesterase 1PON1P27169
Serum paraoxonase/arylesterase 2PON2Q15165
Testicular acid phosphataseACPTQ9BZG2
Prostatic acid phosphataseACPPP15309
Lysophosphatidic acid phosphatase type 6ACP6Q9NPH0
Putative uncharacterized protein ACP1ACP1B5MCC7
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference