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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2018-04-04 18:02:26 UTC
Update Date2022-03-07 03:18:14 UTC
HMDB IDHMDB0240264
Secondary Accession NumbersNone
Metabolite Identification
Common Name6-Hydroxypseudooxynicotine
Description6-hydroxypseudooxynicotine belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 6-hydroxypseudooxynicotine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 6-hydroxypseudooxynicotine.
Structure
Data?1563892739
Synonyms
ValueSource
1-(6-Hydroxypyrid-3-yl)-4-(methylamino)butan-1-oneChEBI
1-(6-Hydroxypyridin-3-yl)-4-(methylamino)butan-1-oneChEBI
5-[4-(Methylamino)-1-oxobutyl]-2(1H)-pyridinoneHMDB
Chemical FormulaC10H14N2O2
Average Molecular Weight194.2304
Monoisotopic Molecular Weight194.105527702
IUPAC Name1-(6-hydroxypyridin-3-yl)-4-(methylamino)butan-1-one
Traditional Name6-hydroxypseudooxynicotine
CAS Registry Number7424-35-3
SMILES
CNCCCC(=O)C1=CC=C(O)N=C1
InChI Identifier
InChI=1S/C10H14N2O2/c1-11-6-2-3-9(13)8-4-5-10(14)12-7-8/h4-5,7,11H,2-3,6H2,1H3,(H,12,14)
InChI KeyUMLOUOBDBGOHHR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl alkyl ketones
Alternative Parents
Substituents
  • Aryl alkyl ketone
  • Dihydropyridine
  • Pyridinone
  • Gamma-aminoketone
  • Hydropyridine
  • Pyridine
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Azacycle
  • Secondary amine
  • Secondary aliphatic amine
  • Organoheterocyclic compound
  • Amine
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.08ALOGPS
logP-0.13ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)9.51ChemAxon
pKa (Strongest Basic)10.36ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity54.19 m³·mol⁻¹ChemAxon
Polarizability20.89 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.76131661259
DarkChem[M-H]-143.41831661259
DeepCCS[M+H]+144.83430932474
DeepCCS[M-H]-141.07530932474
DeepCCS[M-2H]-178.46130932474
DeepCCS[M+Na]+154.030932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-HydroxypseudooxynicotineCNCCCC(=O)C1=CC=C(O)N=C12579.2Standard polar33892256
6-HydroxypseudooxynicotineCNCCCC(=O)C1=CC=C(O)N=C11935.4Standard non polar33892256
6-HydroxypseudooxynicotineCNCCCC(=O)C1=CC=C(O)N=C11858.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Hydroxypseudooxynicotine,1TMS,isomer #1CNCCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C11847.0Semi standard non polar33892256
6-Hydroxypseudooxynicotine,1TMS,isomer #2CN(CCCC(=O)C1=CC=C(O)N=C1)[Si](C)(C)C2112.1Semi standard non polar33892256
6-Hydroxypseudooxynicotine,2TMS,isomer #1CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C1)[Si](C)(C)C2086.3Semi standard non polar33892256
6-Hydroxypseudooxynicotine,2TMS,isomer #1CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C1)[Si](C)(C)C2111.0Standard non polar33892256
6-Hydroxypseudooxynicotine,2TMS,isomer #1CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C)N=C1)[Si](C)(C)C2325.5Standard polar33892256
6-Hydroxypseudooxynicotine,1TBDMS,isomer #1CNCCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C12119.1Semi standard non polar33892256
6-Hydroxypseudooxynicotine,1TBDMS,isomer #2CN(CCCC(=O)C1=CC=C(O)N=C1)[Si](C)(C)C(C)(C)C2365.9Semi standard non polar33892256
6-Hydroxypseudooxynicotine,2TBDMS,isomer #1CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C1)[Si](C)(C)C(C)(C)C2565.5Semi standard non polar33892256
6-Hydroxypseudooxynicotine,2TBDMS,isomer #1CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C1)[Si](C)(C)C(C)(C)C2604.9Standard non polar33892256
6-Hydroxypseudooxynicotine,2TBDMS,isomer #1CN(CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)N=C1)[Si](C)(C)C(C)(C)C2536.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-Hydroxypseudooxynicotine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 6V, Positive-QTOFsplash10-03dj-0900000000-64130df397243cf9959a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 6V, Positive-QTOFsplash10-03dj-0900000000-c72a5d867e77d3ada3f62021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Positive-QTOFsplash10-01ot-0900000000-ef89e797f9fe4e5d8ed92019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Positive-QTOFsplash10-00di-2900000000-f1d08bbbc745f63afdc02019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Positive-QTOFsplash10-006x-9500000000-4f3733e89e397dd406642019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Negative-QTOFsplash10-0006-2900000000-947c489f64a4684411212019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Negative-QTOFsplash10-0006-2900000000-62c0e75742ecef67894f2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Negative-QTOFsplash10-0006-9400000000-313e706ec87e5be90cc12019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Positive-QTOFsplash10-03di-0900000000-27d5fc2b926d1a682ed82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Positive-QTOFsplash10-03di-3900000000-9aa43f36f713f62f3bdc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Positive-QTOFsplash10-00dj-7900000000-529fa1c6ec9395a1c40d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 10V, Negative-QTOFsplash10-0006-0900000000-0f7012502cdae946e7052021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 20V, Negative-QTOFsplash10-0006-7900000000-a5ce839f9639a963ef222021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Hydroxypseudooxynicotine 40V, Negative-QTOFsplash10-0006-9200000000-33816e6ad5367e88e8012021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID388576
KEGG Compound IDC01297
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439476
PDB IDNot Available
ChEBI ID37754
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available