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Showing metabocard for 2-Aminonaphthalene (HMDB0041802)

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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:40:00 UTC
Update Date2019-07-23 06:35:04 UTC
HMDB IDHMDB0041802
Secondary Accession Numbers
  • HMDB41802
Metabolite Identification
Common Name2-Aminonaphthalene
Description2-Aminonaphthalene, also known as beta-naphthylamine or 2-naphthalenamine, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 2-Aminonaphthalene is a strong basic compound (based on its pKa). 2-Aminonaphthalene is formally rated as a carcinogen (by IARC 1) and is also a potentially toxic compound. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Structure
Data?1563863704
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-NaftilaminaChEBI
2-NaphthalenamineChEBI
2-NaphthylaminChEBI
6-NaphthylamineChEBI
beta-NaftilaminaChEBI
beta-NaphthylaminChEBI
beta-NaphthylamineChEBI
BNAChEBI
b-NaftilaminaGenerator
Β-naftilaminaGenerator
b-NaphthylaminGenerator
Β-naphthylaminGenerator
b-NaphthylamineGenerator
Β-naphthylamineGenerator
2-AminonaftalenHMDB
2-NaftylaminHMDB
2-NaftylamineHMDB
2-NaphthalamineHMDB
2-NaphthylamineHMDB
beta-NaftalaminHMDB
beta-NaftylaminHMDB
beta-NaftyloaminaHMDB
Fast scarlet base bHMDB
Naphthalen-2-amineHMDB
RCRA waste number u168HMDB
USAF CB-22HMDB
2 NaphthylamineHMDB
2 AminonaphthaleneHMDB
beta NaphthylamineHMDB
2-AminonaphthaleneChEBI
Chemical FormulaC10H9N
Average Molecular Weight143.1852
Monoisotopic Molecular Weight143.073499293
IUPAC Namenaphthalen-2-amine
Traditional Nameβ naphthylamine
CAS Registry Number91-59-8
SMILES
NC1=CC2=CC=CC=C2C=C1
InChI Identifier
InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2
InChI KeyJBIJLHTVPXGSAM-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
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Amine
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Role

Indirect biological role:

Biological role:

Environmental role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point113 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.19 mg/mL at 25 °CNot Available
LogP2.28Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.78 g/LALOGPS
logP2.3ALOGPS
logP2.13ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)4.25ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.21 m³·mol⁻¹ChemAxon
Polarizability16.06 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-0900000000-ecc6ebe23a5149ac29abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-a6e33405c02f2304cfbeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0900000000-bd6d778c87db23cece65Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-4900000000-116c74f287b9a1de7adfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-a3754f2dae00f59bff44Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-a3754f2dae00f59bff44Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1900000000-7f97cf17cf9c604035f9Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-2900000000-ba05510fe794c267d8ffSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 ID6790
KEGG Compound IDC02227
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Naphthylamine
METLIN IDNot Available
PubChem Compound7057
PDB IDNot Available
ChEBI ID27878
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Armeli G: [Kidney neoplasm in a subject exposed to betanaphthylamine]. Med Lav. 1968 Jun-Jul;59(6):450-4. [PubMed:5738992 ]
  2. Martynenko AG, Romanenko AM, Kartasheva LA: [Effect of liver functional disorders on the development of betanaphthylamine-induced tumors of the bladder in dogs]. Patol Fiziol Eksp Ter. 1973 May-Jun;17(3):55-6. [PubMed:4750976 ]
  3. Mancuso TF, el-Attar AA: Cohort study of workers exposed to betanaphthylamine and benzidine. J Occup Med. 1967 Jun;9(6):277-85. [PubMed:6026374 ]
  4. Ma XH, Sun GQ, Zhao YH, Jia XM: [Study on the properties of a novel glycine amino peptidase from Actinomucor elegans]. Sheng Wu Gong Cheng Xue Bao. 2004 Jul;20(4):578-83. [PubMed:15968992 ]
  5. Bul'bulian MA: [An epidemiological study of the cancer morbidity in persons having industrial contact with carcinogenic amino compounds]. Vopr Onkol. 1991;37(3):275-9. [PubMed:2031321 ]