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Showing Compound 4-Nitrophenol (FDB022503)

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
MOLSDFPDBSMILESInChI
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
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-d76f14df8da868057d442014-09-20View Spectrum
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-0900000000-653240f82298b3880e702012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-014l-9100000000-1dd6a69ee33aeb4207a32012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-014r-9000000000-397a0913b382e58ae4182012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-00kr-9200000000-039471e02c3307757a0c2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-00or-9500000000-a23a22fc3222413259042012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-000i-9400000000-12717928037244536b6b2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-60) , Positivesplash10-000i-9400000000-f133ed564f0a12bd38712012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-05n0-9300000000-d39a8dbf21962717a2ee2012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0002-9200000000-bff0a2a3c15629cc6ec22012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-052r-0900000000-1279a141e229fec8dbd42012-08-31View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-052r-0900000000-1279a141e229fec8dbd42017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0002-9200000000-bff0a2a3c15629cc6ec22017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00r6-9300000000-5cb2a9e8e318ca2474fd2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-0c7b180f083127156f272021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0a4i-0900000000-c41839802d48c97c72b72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-0a4i-0900000000-465b86a7fa9c91aea0912021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-052r-0900000000-7545ed558dcbc5a7a3862021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-052r-0900000000-24c57afe8ccf403e589b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4r-2900000000-396ebc9986624989747e2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-d01a64d09fb568b883b12016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-58e0d9a2ff9a60a8c4f62016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q9-2900000000-fbf4f5da283a46ec8ed82016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-3c17676b62ba6a9be8d52016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-4dcec4bcef5be284e7382016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002r-3900000000-de3f2773a5601a2eec1b2016-09-12View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.08 MHz, DMSO-d6, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, D2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Spectrum
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