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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:42 UTC
Update Date2019-07-23 06:11:20 UTC
HMDB IDHMDB0032597
Secondary Accession Numbers
  • HMDB32597
Metabolite Identification
Common Name4-Hydroxydiphenylamine
Description4-Hydroxydiphenylamine, also known as N-phenyl-p-aminophenol or p-anilino-phenol, belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety. 4-Hydroxydiphenylamine is a moderately basic compound (based on its pKa). Outside of the human body, 4-Hydroxydiphenylamine has been detected, but not quantified in, pomes. This could make 4-hydroxydiphenylamine a potential biomarker for the consumption of these foods.
Structure
Data?1563862280
Synonyms
ValueSource
4-(Phenylamino)-phenolHMDB
4-(Phenylamino)phenol, 9ciHMDB
4-AnilinophenolHMDB
4-Hydroxy-diphenylamineHMDB
4-Hydroxy-N-phenylanilineHMDB
4-PhenylaminophenolHMDB
AMINE,diphenyl,4-hydroxyHMDB
N-Phenyl-p-aminophenolHMDB
p-(Phenylamino)phenolHMDB
p-Anilino-phenolHMDB
p-AnilinophenolHMDB
p-HydroxydifenylaminHMDB
p-HydroxydiphenylamineHMDB
p-OxydiphenylamineHMDB
Para-hydroxydifenylaminHMDB
Phenyl-p-aminophenolHMDB
VTI 1HMDB
Chemical FormulaC12H11NO
Average Molecular Weight185.2218
Monoisotopic Molecular Weight185.084063979
IUPAC Name4-(phenylamino)phenol
Traditional Namephenol, 4-(phenylamino)-
CAS Registry Number122-37-2
SMILES
OC1=CC=C(NC2=CC=CC=C2)C=C1
InChI Identifier
InChI=1S/C12H11NO/c14-12-8-6-11(7-9-12)13-10-4-2-1-3-5-10/h1-9,13-14H
InChI KeyJTTMYKSFKOOQLP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentAniline and substituted anilines
Alternative Parents
Substituents
  • P-aminophenol
  • Aniline or substituted anilines
  • Aminophenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Secondary amine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point73 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP2.82Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.22 g/LALOGPS
logP3.2ALOGPS
logP3.11ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)9.97ChemAxon
pKa (Strongest Basic)2.17ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area32.26 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity56.53 m³·mol⁻¹ChemAxon
Polarizability20.25 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052r-1900000000-46e10f99cc234eb8ac44Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9860000000-ce10e5ac849e26803a4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-cc4585bda564eaa2c482Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-a390b4eb8bfd3a46cf27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-7900000000-46f0a4aab0549ee46ea1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-0faab16ef645c03c2957Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-18a6aeaf333d90fa4e8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00nf-6900000000-2d562e7a09f2237635c7Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010535
KNApSAcK IDNot Available
Chemspider ID21111849
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound31208
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .