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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:38:12 UTC
Update Date2022-03-07 02:55:18 UTC
HMDB IDHMDB0037391
Secondary Accession Numbers
  • HMDB37391
Metabolite Identification
Common Namep-Hydroxynonanophenone
Descriptionp-Hydroxynonanophenone belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. p-Hydroxynonanophenone has been detected, but not quantified in, alcoholic beverages. This could make p-hydroxynonanophenone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on p-Hydroxynonanophenone.
Structure
Data?1563863022
Synonyms
ValueSource
1-(4-Hydroxyphenyl)-1-nonanoneHMDB
Chemical FormulaC15H22O2
Average Molecular Weight234.334
Monoisotopic Molecular Weight234.161979948
IUPAC Name1-(4-hydroxyphenyl)nonan-1-one
Traditional Name1-(4-hydroxyphenyl)nonan-1-one
CAS Registry Number14392-69-9
SMILES
CCCCCCCCC(=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C15H22O2/c1-2-3-4-5-6-7-8-15(17)13-9-11-14(16)12-10-13/h9-12,16H,2-8H2,1H3
InChI KeyJZBXYOOARNRUME-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Butyrophenone
  • Aryl alkyl ketone
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility12.16 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.01 g/LALOGPS
logP5.24ALOGPS
logP4.6ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)7.78ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity70.67 m³·mol⁻¹ChemAxon
Polarizability28.88 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+159.67731661259
DarkChem[M-H]-159.70831661259
DeepCCS[M+H]+163.22830932474
DeepCCS[M-H]-159.94930932474
DeepCCS[M-2H]-195.73230932474
DeepCCS[M+Na]+171.89630932474
AllCCS[M+H]+158.832859911
AllCCS[M+H-H2O]+155.132859911
AllCCS[M+NH4]+162.332859911
AllCCS[M+Na]+163.332859911
AllCCS[M-H]-163.932859911
AllCCS[M+Na-2H]-164.732859911
AllCCS[M+HCOO]-165.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
p-HydroxynonanophenoneCCCCCCCCC(=O)C1=CC=C(O)C=C12927.6Standard polar33892256
p-HydroxynonanophenoneCCCCCCCCC(=O)C1=CC=C(O)C=C12044.6Standard non polar33892256
p-HydroxynonanophenoneCCCCCCCCC(=O)C1=CC=C(O)C=C12135.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
p-Hydroxynonanophenone,1TMS,isomer #1CCCCCCCCC(=O)C1=CC=C(O[Si](C)(C)C)C=C12125.5Semi standard non polar33892256
p-Hydroxynonanophenone,1TBDMS,isomer #1CCCCCCCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C12359.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - p-Hydroxynonanophenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-5900000000-f00e0eec6aeb200747442017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Hydroxynonanophenone GC-MS (1 TMS) - 70eV, Positivesplash10-0006-6920000000-976af6cb2bb96aef44b52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Hydroxynonanophenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 10V, Positive-QTOFsplash10-000i-0290000000-56a96bddc4c4c17a92d52016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 20V, Positive-QTOFsplash10-00di-5920000000-1fe784d412c16606f0b32016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 40V, Positive-QTOFsplash10-006x-9300000000-4729c33fe8a7b084ef252016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 10V, Negative-QTOFsplash10-001i-0090000000-43ff9e7f59aad86abcf82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 20V, Negative-QTOFsplash10-001i-1490000000-be508a031ee56af6cdf02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 40V, Negative-QTOFsplash10-00ko-9710000000-d02a9c1cf389ae4099b72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 10V, Positive-QTOFsplash10-000i-0090000000-c9805888520e967e181b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 20V, Positive-QTOFsplash10-00y0-7930000000-00eb0c5b087c2a09b2882021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 40V, Positive-QTOFsplash10-0604-9400000000-99fe4a12d10cb26532122021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 10V, Negative-QTOFsplash10-001i-0090000000-9087f47ed0ae51229a172021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 20V, Negative-QTOFsplash10-001l-4490000000-5386d55f2c54c4cea1be2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Hydroxynonanophenone 40V, Negative-QTOFsplash10-0006-9400000000-84eb5691b71bd31fa0092021-09-24Wishart LabView Spectrum
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 IDFDB016434
KNApSAcK IDNot Available
Chemspider ID146197
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound167093
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1860491
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.. .