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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:49:43 UTC
Update Date2021-09-14 15:46:31 UTC
HMDB IDHMDB0041953
Secondary Accession Numbers
  • HMDB41953
Metabolite Identification
Common NameNnal-N-oxide
DescriptionNnal-N-oxide belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine. Nnal-N-oxide has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make nnal-N-oxide a potential biomarker for the consumption of these foods. Nnal-N-oxide 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 very few articles have been published on Nnal-N-oxide.
Structure
Data?1563863718
Synonyms
ValueSource
4-(Methylnitrosamino)-1-(3-pyridyl-N-oxide)-1-butanolHMDB
3-(4-(Methylnitrosoamino)-1-hydroxybutyl)pyridine N-oxideHMDB
NNAL-N-oxideKEGG
Chemical FormulaC10H15N3O3
Average Molecular Weight225.2444
Monoisotopic Molecular Weight225.111341361
IUPAC Name3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one
Traditional Name3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one
CAS Registry Number85352-99-4
SMILES
CN(CCCC(O)C1=CN(=O)=CC=C1)N=O
InChI Identifier
InChI=1S/C10H15N3O3/c1-12(11-15)6-3-5-10(14)9-4-2-7-13(16)8-9/h2,4,7-8,10,14H,3,5-6H2,1H3
InChI KeyDKBKTKUNVONEGX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinium derivatives
Direct ParentPyridinium derivatives
Alternative Parents
Substituents
  • Pyridinium
  • Heteroaromatic compound
  • Secondary alcohol
  • Organic n-nitroso compound
  • Azacycle
  • Organic nitroso compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Aromatic alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
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
Water Solubility1.18 g/LALOGPS
logP-0.33ALOGPS
logP-0.77ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)14.05ChemAxon
pKa (Strongest Basic)3.41ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area78.36 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity61.67 m³·mol⁻¹ChemAxon
Polarizability23.09 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+152.04531661259
DarkChem[M-H]-147.55131661259
DeepCCS[M+H]+147.14830932474
DeepCCS[M-H]-144.7930932474
DeepCCS[M-2H]-179.49730932474
DeepCCS[M+Na]+155.14430932474
AllCCS[M+H]+151.132859911
AllCCS[M+H-H2O]+147.332859911
AllCCS[M+NH4]+154.732859911
AllCCS[M+Na]+155.732859911
AllCCS[M-H]-152.432859911
AllCCS[M+Na-2H]-152.832859911
AllCCS[M+HCOO]-153.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Nnal-N-oxideCN(CCCC(O)C1=CN(=O)=CC=C1)N=O3065.0Standard polar33892256
Nnal-N-oxideCN(CCCC(O)C1=CN(=O)=CC=C1)N=O2011.7Standard non polar33892256
Nnal-N-oxideCN(CCCC(O)C1=CN(=O)=CC=C1)N=O2563.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Nnal-N-oxide,1TMS,isomer #1CN(CCCC(O[Si](C)(C)C)C1=CC=C[N+]([O-])=C1)N=O2044.9Semi standard non polar33892256
Nnal-N-oxide,1TBDMS,isomer #1CN(CCCC(O[Si](C)(C)C(C)(C)C)C1=CC=C[N+]([O-])=C1)N=O2316.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Nnal-N-oxide GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-5910000000-c7233ed4256f9d48b0652017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nnal-N-oxide GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9150000000-1230ff1a515ad5244d7b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nnal-N-oxide 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 - Nnal-N-oxide 10V, Positive-QTOFsplash10-0a6r-0390000000-d20c5e71dd43cb08a0e52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Positive-QTOFsplash10-05tb-2910000000-258208db61ba008ed2fe2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Positive-QTOFsplash10-000f-9700000000-2ed32a676db00812568b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 10V, Negative-QTOFsplash10-05fr-1090000000-7a9daddb552319be42992017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Negative-QTOFsplash10-0a4i-5190000000-e1ac44be5e40920a2c362017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Negative-QTOFsplash10-0a6r-9300000000-fb3d86aac4c8c2349d042017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 10V, Negative-QTOFsplash10-00di-0090000000-8fc6cfdc55ac455944d72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Negative-QTOFsplash10-05fr-3970000000-b0e95c69d1215ff339ce2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Negative-QTOFsplash10-0092-9700000000-ee9391e6d3773bfd46962021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 10V, Positive-QTOFsplash10-00os-0970000000-49efc90261d69c64400a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 20V, Positive-QTOFsplash10-00mk-0910000000-b7d3e40f37493d28ffc02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nnal-N-oxide 40V, Positive-QTOFsplash10-000t-5900000000-acddfaffabf59c90fcd12021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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 IDFDB111685
KNApSAcK IDNot Available
Chemspider ID132320
KEGG Compound IDC19603
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound150097
PDB IDNot Available
ChEBI ID82589
Food Biomarker OntologyNot Available
VMH IDM00930
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available