Record Information
Version1.0
Creation date2011-09-21 00:24:23 UTC
Update date2015-07-21 06:57:30 UTC
Primary IDFDB023081
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Nitrocatechol
Description4-Nitrocatechol is the by-product of the hydroxylation of 4-Nitrophenol by the human cytochrome P450 (CYP) 2E1. This reaction is a useful metabolic marker for the presence of functional cytochrome P450 2E1 in mammalian cell microsomes. Hepatic and extrahepatic microsomal cytochrome P450 isozymes further catalyze the reduction of p-nitrocatechol to p-aminophenol. (PMID: 8267647, 8214571, 8267647) [HMDB]
CAS Number3316-09-4
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility7.76 g/LALOGPS
logP1.26ALOGPS
logP1.31ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)7.18ChemAxon
pKa (Strongest Basic)-6.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.6 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity36.34 m³·mol⁻¹ChemAxon
Polarizability13.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H5NO4
IUPAC name4-nitrobenzene-1,2-diol
InChI IdentifierInChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H
InChI KeyXJNPNXSISMKQEX-UHFFFAOYSA-N
Isomeric SMILESOC1=CC=C(C=C1O)[N+]([O-])=O
Average Molecular Weight155.1082
Monoisotopic Molecular Weight155.021857653
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
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 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
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Role

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS4-Nitrocatechol, non-derivatized, GC-MS Spectrumsplash10-001s-1950000000-faaf15fd1ec113f2b54eSpectrum
GC-MS4-Nitrocatechol, non-derivatized, GC-MS Spectrumsplash10-001s-1950000000-faaf15fd1ec113f2b54eSpectrum
GC-MS4-Nitrocatechol, non-derivatized, GC-MS Spectrumsplash10-001s-1950000000-faaf15fd1ec113f2b54eSpectrum
GC-MS4-Nitrocatechol, non-derivatized, GC-MS Spectrumsplash10-001s-1950000000-faaf15fd1ec113f2b54eSpectrum
Predicted GC-MS4-Nitrocatechol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-4900000000-02b39e2d157c3829375fSpectrum
Predicted GC-MS4-Nitrocatechol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-8390000000-9ce3af1465a211c62c08Spectrum
Predicted GC-MS4-Nitrocatechol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4-Nitrocatechol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0fk9-1900000000-20992826e1c86b0422452021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-cf479fcf220611c7c2822017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-a438cfc44009c80ae2b12017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f92-3900000000-6a688f91418ed25d4aad2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-3a1438af5cfdd1a764532017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-64163bd65bd38adfb2cf2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udl-3900000000-f9fb9e7b1ada6519c0872017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-dd65e28b5507a1abfb0e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-2900000000-ff3f84d5fc5d45d608e52021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-db86a62064c6c13c16392021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-c23d0f4048cedb728ea22021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-2900000000-0a7ee2badf00f8f5f00e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-a0441e6336543cb884232021-09-24View Spectrum
NMRNot Available
ChemSpider ID2745027
ChEMBL IDCHEMBL42423
KEGG Compound IDC02235
Pubchem Compound ID3505109
Pubchem Substance IDNot Available
ChEBI ID16318
Phenol-Explorer IDNot Available
DrugBank IDDB03407
HMDB IDHMDB02916
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET ID4NC
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference