Showing metabocard for naphthalene (MMDBc0033435)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:48:27 UTC
Update Date2024-04-30 20:09:03 UTC
Metabolite IDMMDBc0033435
Metabolite Identification
Common Namenaphthalene
DescriptionNaphthalene, also known as naftaleno or albocarbon, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Naphthalene is possibly neutral. Naphthalene is a dry, pungent, and tar tasting compound. Naphthalene is found, on average, in the highest concentration within a few different foods, such as black walnuts, corns, and cloves. Naphthalene has also been detected, but not quantified, in several different foods, such as green bell peppers, orange bell peppers, rices, yellow bell peppers, and red bell peppers. This could make naphthalene a potential biomarker for the consumption of these foods. Naphthalene was once the primary ingredient in mothballs, though its use has largely been replaced in favor of alternatives such as 1,4-dichlorobenzene. Naphthalene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Inhalation of naphthalene vapor has been associated with headaches, nausea, vomiting and dizziness. Naphthalene is the most abundant single component of coal tar so most of it is now industrially derived from coal tar. Aside from coal tar, trace amounts of naphthalene are produced by magnolias and some species of deer, as well as the Formosan subterranean termite, possibly produced by the termite as a repellant against "ants, poisonous fungi and nematode worms."[23] Some strains of the endophytic fungus Muscodor albus produce naphthalene among a range of volatile organic compounds, while Muscodor vitigenus produces naphthalene almost exclusively (PMID:12427963 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007feca9dcd910>


  Mrv1652304272019002D          

 10 11  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  6 10  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007feca9dcd910>

HMDB0029751
     RDKit          3D
Naphthalene
 18 19  0  0  0  0  0  0  0  0999 V2000
    2.3928    0.7491    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3831   -0.6260   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -1.3462   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111   -0.6939   -0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.4316   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727   -0.7482   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730    0.6271    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2174    1.3500    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018    0.6829    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816    1.4060    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167    1.3245    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3184   -1.1582   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1925   -2.4309   -0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1736   -2.5118   -0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3369   -1.2731   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.1691    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682    2.4250    0.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    2.4864    0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  1  1  0
  9  4  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
  8 17  1  0
 10 18  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007feca9dcd910>


  Mrv1652304272019002D          

 10 11  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  2  0  0  0  0
  5  9  2  0  0  0  0
  6 10  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033435

> <DATABASE_NAME>
MIME

> <SMILES>
C1=CC2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H

> <INCHI_KEY>
UFWIBTONFRDIAS-UHFFFAOYSA-N

> <FORMULA>
C10H8

> <MOLECULAR_WEIGHT>
128.1705

> <EXACT_MASS>
128.062600256

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.563251992506022

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
naphthalene

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
2.9627225726666664

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
42.5082

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naphthalene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007feca9dcd910>

HMDB0029751
     RDKit          3D
Naphthalene
 18 19  0  0  0  0  0  0  0  0999 V2000
    2.3928    0.7491    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3831   -0.6260   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -1.3462   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111   -0.6939   -0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766   -1.4316   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727   -0.7482   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730    0.6271    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2174    1.3500    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018    0.6829    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816    1.4060    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167    1.3245    0.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3184   -1.1582   -0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1925   -2.4309   -0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1736   -2.5118   -0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3369   -1.2731   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.1691    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682    2.4250    0.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1461    2.4864    0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  1  1  0
  9  4  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
  8 17  1  0
 10 18  1  0
M  END
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PDB for #<Metabolite:0x00007feca9dcd910>

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.540   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    1    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3    9                                                       
CONECT    8    4   10                                                       
CONECT    9    5    7   10                                                  
CONECT   10    6    8    9                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
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3D PDB for #<Metabolite:0x00007feca9dcd910>

COMPND    HMDB0029751
HETATM    1  C1  UNL     1       2.393   0.749   0.050  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.383  -0.626  -0.065  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.214  -1.346  -0.118  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.011  -0.694  -0.058  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.177  -1.432  -0.113  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.373  -0.748  -0.050  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.373   0.627   0.065  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.217   1.350   0.118  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.002   0.683   0.057  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.182   1.406   0.110  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.317   1.324   0.092  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.318  -1.158  -0.114  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.192  -2.431  -0.208  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.174  -2.512  -0.202  1.00  0.00           H  
HETATM   15  H5  UNL     1      -3.337  -1.273  -0.088  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.313   1.169   0.114  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.168   2.425   0.207  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.146   2.486   0.200  1.00  0.00           H  
CONECT    1    2    2   10   11
CONECT    2    3   12
CONECT    3    4    4   13
CONECT    4    5    9
CONECT    5    6    6   14
CONECT    6    7   15
CONECT    7    8    8   16
CONECT    8    9   17
CONECT    9   10   10
CONECT   10   18
END
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SMILES for #<Metabolite:0x00007feca9dcd910>

C1=CC2=CC=CC=C2C=C1
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INCHI for #<Metabolite:0x00007feca9dcd910>

InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H
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Synonyms
ValueSource
NaftalenoChEBI
NaftalinaChEBI
NaphtaleneChEBI
NaphtalineChEBI
NaphthalenChEBI
NaphthalinChEBI
AlbocarbonHMDB
Camphor tarHMDB
Moth ballsHMDB
Moth flakesHMDB
MothballsHMDB
NaftalenHMDB
NaphthalineHMDB
NaphtheneHMDB
Tar camphorHMDB
TolboxaneHMDB
White tarHMDB
Molecular FormulaC10H8
Average Mass128.1705
Monoisotopic Mass128.062600256
IUPAC Namenaphthalene
Traditional Namenaphthalene
CAS Registry Number91-20-3
SMILES
C1=CC2=CC=CC=C2C=C1
InChI Identifier
InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H
InChI KeyUFWIBTONFRDIAS-UHFFFAOYSA-N