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Showing metabocard for 2-Aminonaphthalene (HMDB0041802)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:40:00 UTC
Update Date2023-02-21 17:28:57 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 formally rated as a carcinogen (by IARC 1) and is also a potentially toxic compound. Based on a literature review a significant number of articles have been published on 2-Aminonaphthalene.
Structure
Data?1677000536
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0041802 (2-Aminonaphthalene)

  Mrv1652305261923532D          

 11 12  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  8  3  2  0  0  0  0
  8  5  1  0  0  0  0
  9  4  2  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0041802 (2-Aminonaphthalene)

HMDB0041802
     RDKit          3D
2-Aminonaphthalene
 20 21  0  0  0  0  0  0  0  0999 V2000
   -3.3950   -0.3904    0.1209 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0342   -0.0016    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166    1.3373    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861    1.7027    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6187    0.7475    0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509    1.0939   -0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.1237   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247   -1.2222   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879   -1.5625   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030   -0.5938   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0359   -0.9495   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7724   -0.8507    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -0.2393   -0.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4926    2.0905    0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    2.7482    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    2.1520    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612    0.3975   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124   -1.9723   -0.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -2.6031   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2505   -2.0080   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 10  5  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  6 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 11 20  1  0
M  END
Download

3D SDF for HMDB0041802 (2-Aminonaphthalene)

  Mrv1652305261923532D          

 11 12  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  8  3  2  0  0  0  0
  8  5  1  0  0  0  0
  9  4  2  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041802

> <DATABASE_NAME>
hmdb

> <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_KEY>
JBIJLHTVPXGSAM-UHFFFAOYSA-N

> <FORMULA>
C10H9N

> <MOLECULAR_WEIGHT>
143.1852

> <EXACT_MASS>
143.073499293

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.06190516374202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
naphthalen-2-amine

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
2.1337966186666666

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.2545589383855145

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
47.208600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β naphthylamine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0041802 (2-Aminonaphthalene)

HMDB0041802
     RDKit          3D
2-Aminonaphthalene
 20 21  0  0  0  0  0  0  0  0999 V2000
   -3.3950   -0.3904    0.1209 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0342   -0.0016    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7166    1.3373    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3861    1.7027    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6187    0.7475    0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9509    1.0939   -0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.1237   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247   -1.2222   -0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879   -1.5625   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030   -0.5938   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0359   -0.9495   -0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7724   -0.8507    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -0.2393   -0.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4926    2.0905    0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1135    2.7482    0.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1773    2.1520    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612    0.3975   -0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124   -1.9723   -0.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -2.6031   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2505   -2.0080   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 10  5  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  6 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 11 20  1  0
M  END
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PDB for HMDB0041802 (2-Aminonaphthalene)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    8                                                       
CONECT    4    2    9                                                       
CONECT    5    6    8                                                       
CONECT    6    5   10                                                       
CONECT    7    9   10                                                       
CONECT    8    3    5    9                                                  
CONECT    9    4    7    8                                                  
CONECT   10    6    7   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for HMDB0041802 (2-Aminonaphthalene)

COMPND    HMDB0041802
HETATM    1  N1  UNL     1      -3.395  -0.390   0.121  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.034  -0.002   0.085  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.717   1.337   0.149  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.386   1.703   0.113  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.619   0.748   0.015  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.951   1.094  -0.022  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.921   0.124  -0.120  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.625  -1.222  -0.185  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.288  -1.562  -0.147  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.303  -0.594  -0.049  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.036  -0.950  -0.012  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.772  -0.851   0.978  1.00  0.00           H  
HETATM   13  H2  UNL     1      -4.049  -0.239  -0.674  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.493   2.091   0.226  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.114   2.748   0.162  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.177   2.152   0.029  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.961   0.398  -0.148  1.00  0.00           H  
HETATM   18  H7  UNL     1       3.412  -1.972  -0.262  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.989  -2.603  -0.194  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.251  -2.008  -0.064  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3    3   11
CONECT    3    4   14
CONECT    4    5    5   15
CONECT    5    6   10
CONECT    6    7    7   16
CONECT    7    8   17
CONECT    8    9    9   18
CONECT    9   10   19
CONECT   10   11   11
CONECT   11   20
END
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SMILES for HMDB0041802 (2-Aminonaphthalene)

NC1=CC2=CC=CC=C2C=C1
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INCHI for HMDB0041802 (2-Aminonaphthalene)

InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2
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View in JSmolView Stereo Labels
Synonyms
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 effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point113 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.19 mg/mL at 25 °CNot Available
LogP2.28Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
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
MarkerDB IDNot Available
Good Scents 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 ]