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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 02:54:14 UTC
Update Date2019-07-23 07:18:41 UTC
HMDB IDHMDB0062503
Secondary Accession Numbers
  • HMDB62503
Metabolite Identification
Common NameN-Hydroxy-1-aminonaphthalene
DescriptionN-Hydroxy-1-aminonaphthalene, also known as 1-Naphthylhydroxylamine or N-Hydroxy-1-naphthylamine, is classified as a member of the Naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. N-Hydroxy-1-aminonaphthalene is considered to be practically insoluble (in water) and relatively neutral
Structure
Data?1563866321
Synonyms
ValueSource
1-HydroxyaminonaphthaleneChEBI
1-NaphthylhydroxylamineChEBI
alpha-NaphthylhydroxylamineChEBI
N-1-NaphthylhydroxylamineChEBI
N-Hydroxy-1-aminonaphthaleneChEBI
N-Hydroxy-1-naphthalenamineChEBI
N-Hydroxy-1-naphthylamineChEBI
a-NaphthylhydroxylamineGenerator
Α-naphthylhydroxylamineGenerator
Chemical FormulaC10H9NO
Average Molecular Weight159.188
Monoisotopic Molecular Weight159.068413914
IUPAC NameN-(naphthalen-1-yl)hydroxylamine
Traditional Namen-hydroxy-1-naphthylamine
CAS Registry Number607-30-7
SMILES
ONC1=CC=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C10H9NO/c12-11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11-12H
InChI KeyCWFINLADSFPMHF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • 1-hydroxylamino, 4-unsubstituted benzenoid
  • 1-hydroxylamino, 2-unsubstituted benzenoid
  • Arylhydroxamate
  • N-organohydroxylamine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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 Solubility0.62 g/lALOGPS
LogP2.14ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP10(2.14) g/LALOGPS
logP10(2.47) g/LChemAxon
logS10(-2.4) g/LALOGPS
pKa (Strongest Acidic)14.07ChemAxon
pKa (Strongest Basic)4.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area32.26 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.5 m³·mol⁻¹ChemAxon
Polarizability16.79 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.63531661259
DarkChem[M-H]-131.72131661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-Hydroxy-1-aminonaphthaleneONC1=CC=CC2=CC=CC=C122571.1Standard polar33892256
N-Hydroxy-1-aminonaphthaleneONC1=CC=CC2=CC=CC=C121671.6Standard non polar33892256
N-Hydroxy-1-aminonaphthaleneONC1=CC=CC2=CC=CC=C121711.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Hydroxy-1-aminonaphthalene,1TMS,isomer #1C[Si](C)(C)N(O)C1=CC=CC2=CC=CC=C121686.6Semi standard non polar33892256
N-Hydroxy-1-aminonaphthalene,1TMS,isomer #1C[Si](C)(C)N(O)C1=CC=CC2=CC=CC=C121731.0Standard non polar33892256
N-Hydroxy-1-aminonaphthalene,1TMS,isomer #1C[Si](C)(C)N(O)C1=CC=CC2=CC=CC=C122240.2Standard polar33892256
N-Hydroxy-1-aminonaphthalene,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)C1=CC=CC2=CC=CC=C121949.1Semi standard non polar33892256
N-Hydroxy-1-aminonaphthalene,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)C1=CC=CC2=CC=CC=C121901.2Standard non polar33892256
N-Hydroxy-1-aminonaphthalene,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(O)C1=CC=CC2=CC=CC=C122364.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-Hydroxy-1-aminonaphthalene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a5c-0900000000-f880a364ca3ff057f2932017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Hydroxy-1-aminonaphthalene 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 - N-Hydroxy-1-aminonaphthalene 10V, Negative-QTOFsplash10-0a4i-0900000000-6c4f5e348d7e03ac1ccf2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 20V, Negative-QTOFsplash10-0a4i-0900000000-18b3460d88c5c7c332572017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 40V, Negative-QTOFsplash10-0a7i-0900000000-034dd8abf045bc67b4842017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 10V, Negative-QTOFsplash10-056r-0900000000-15ac2497037a2aeb053a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 20V, Negative-QTOFsplash10-0a6r-0900000000-462ef1038b71839369032021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 40V, Negative-QTOFsplash10-004i-4900000000-f614c7c6304daf2f5a452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 10V, Positive-QTOFsplash10-03di-0900000000-5707f358dfb7ea1124012017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 20V, Positive-QTOFsplash10-03di-0900000000-6dbc8410e2d0ae8178622017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 40V, Positive-QTOFsplash10-0frx-2900000000-75cecab907b50da6c85d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 10V, Positive-QTOFsplash10-03di-0900000000-00394babc375ea9030052021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 20V, Positive-QTOFsplash10-03di-0900000000-712489ad7982dc4b70e82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Hydroxy-1-aminonaphthalene 40V, Positive-QTOFsplash10-016r-4900000000-3cfe5b0f95dc5420c2872021-09-22Wishart 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 IDNot Available
KEGG Compound IDC14789
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11828
PDB IDNot Available
ChEBI ID34871
Food Biomarker OntologyNot Available
VMH IDM02580
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]