Showing metabocard for 2-Naphthol (MMDBc0049712)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:40:41 UTC
Update Date2024-10-07 02:20:01 UTC
Metabolite IDMMDBc0049712
Metabolite Identification
Common Name2-Naphthol
Description2-Naphthol is a colorless crystalline solid and an isomer of 1-naphthol, differing by the location of the hydroxyl group on naphthalene. The naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols. 2-Naphthol has several different uses including dyes, pigments, fats, oils, insecticides, pharmaceuticals, perfumes, antiseptics, synthesis of fungicides, and antioxidants for rubber. Detection of 2-Naphthol in urine usually results from long-term persistent exposure to pesticides such as chlorpyrifos, but also due to exposure to naphthalene in older types of mothballs, fires that produce polyaromatic hydrocarbons (PAHs), and tobacco smoke.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fdb5139c7e8>


  Mrv1652309042000362D          

 11 12  0  0  0  0            999 V2000
    9.2464   -4.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2464   -4.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9609   -3.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9609   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3901   -3.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1040   -4.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3901   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6754   -4.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6754   -4.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1040   -4.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8185   -5.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fdb5139c7e8>

HMDB0012322
     RDKit          3D
2-Naphthol
 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.5508   -0.5715   -0.5825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -0.1268   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9679    1.1949   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917    1.6385    0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528    0.7373    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655    1.1436    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    0.2150    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581   -1.1172    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1629   -1.5079   -0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1272   -0.5801   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764   -1.0029   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528   -0.8776    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7628    1.9142   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    2.6593    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8316    2.1831    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114    0.5071    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858   -1.8403   -0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -2.5345   -0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -2.0341   -0.5998 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
  3 13  1  0
  4 14  1  0
  6 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 11 19  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fdb5139c7e8>


  Mrv1652309042000362D          

 11 12  0  0  0  0            999 V2000
    9.2464   -4.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2464   -4.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9609   -3.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9609   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3901   -3.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1040   -4.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3901   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6754   -4.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6754   -4.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1040   -4.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8185   -5.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049712

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H

> <INCHI_KEY>
JWAZRIHNYRIHIV-UHFFFAOYSA-N

> <FORMULA>
C10H8O

> <MOLECULAR_WEIGHT>
144.1699

> <EXACT_MASS>
144.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
15.559345473005388

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
naphthalen-2-ol

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
2.659157251

> <ALOGPS_LOGS>
-2.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.783223915102297

> <JCHEM_PKA_STRONGEST_BASIC>
-5.496884912813386

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
44.4891

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β naphthol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fdb5139c7e8>

HMDB0012322
     RDKit          3D
2-Naphthol
 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.5508   -0.5715   -0.5825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2398   -0.1268   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9679    1.1949   -0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6917    1.6385    0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528    0.7373    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655    1.1436    0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838    0.2150    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4581   -1.1172    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1629   -1.5079   -0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1272   -0.5801   -0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1764   -1.0029   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0528   -0.8776    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7628    1.9142   -0.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    2.6593    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8316    2.1831    0.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114    0.5071    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858   -1.8403   -0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -2.5345   -0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -2.0341   -0.5998 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
  3 13  1  0
  4 14  1  0
  6 15  1  0
  7 16  1  0
  8 17  1  0
  9 18  1  0
 11 19  1  0
M  END
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PDB for #<Metabolite:0x00007fdb5139c7e8>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      17.260  -7.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.260  -9.311   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.594  -7.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.594 -10.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.262  -7.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.594  -7.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.262 -10.081   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.927  -7.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.927  -9.311   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.594  -9.311   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      23.928 -10.081   0.000  0.00  0.00           O+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 #<Metabolite:0x00007fdb5139c7e8>

COMPND    HMDB0012322
HETATM    1  O1  UNL     1      -3.551  -0.571  -0.582  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.240  -0.127  -0.341  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.968   1.195  -0.055  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.692   1.638   0.182  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.353   0.737   0.134  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.666   1.144   0.368  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.684   0.215   0.312  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.458  -1.117   0.029  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.163  -1.508  -0.200  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.127  -0.580  -0.146  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.176  -1.003  -0.382  1.00  0.00           C  
HETATM   12  H1  UNL     1      -4.053  -0.878   0.241  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.763   1.914  -0.011  1.00  0.00           H  
HETATM   14  H3  UNL     1      -0.440   2.659   0.408  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.832   2.183   0.588  1.00  0.00           H  
HETATM   16  H5  UNL     1       3.711   0.507   0.490  1.00  0.00           H  
HETATM   17  H6  UNL     1       3.286  -1.840  -0.011  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.943  -2.535  -0.424  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.340  -2.034  -0.600  1.00  0.00           H  
CONECT    1    2   12
CONECT    2    3    3   11
CONECT    3    4   13
CONECT    4    5    5   14
CONECT    5    6   10
CONECT    6    7    7   15
CONECT    7    8   16
CONECT    8    9    9   17
CONECT    9   10   18
CONECT   10   11   11
CONECT   11   19
END
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SMILES for #<Metabolite:0x00007fdb5139c7e8>

OC1=CC2=CC=CC=C2C=C1
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INCHI for #<Metabolite:0x00007fdb5139c7e8>

InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
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Synonyms
ValueSource
2-HydroxynaphthaleneChEBI
2-NaftolChEBI
2-NaftoloChEBI
2-NaphthalenolChEBI
2-NaphtolChEBI
Antioxygene BNChEBI
Azogen developer aChEBI
beta-HydroxynaphthaleneChEBI
beta-NaftolChEBI
beta-NaftoloChEBI
beta-NaphtholChEBI
beta-Naphthyl alcoholChEBI
beta-Naphthyl hydroxideChEBI
beta-NaphtolChEBI
C.I. azoic coupling component 1ChEBI
C.I. developer 5ChEBI
Developer aChEBI
Developer amsChEBI
Developer BNChEBI
IsonaphtholChEBI
b-HydroxynaphthaleneGenerator
Β-hydroxynaphthaleneGenerator
b-NaftolGenerator
Β-naftolGenerator
b-NaftoloGenerator
Β-naftoloGenerator
b-NaphtholGenerator
Β-naphtholGenerator
b-Naphthyl alcoholGenerator
Β-naphthyl alcoholGenerator
b-Naphthyl hydroxideGenerator
Β-naphthyl hydroxideGenerator
b-NaphtolGenerator
Β-naphtolGenerator
beta-MonoxynaphthaleneHMDB
beta-NaptholHMDB
Beta.-hydroxynaphthaleneHMDB
BetanaphtholHMDB
HydronaphtholHMDB
Naphthol bHMDB
TrimetinHMDB
2-Naphthol, 8-(14)C-labeledMeSH, HMDB
2-Naphthol, magnesium saltMeSH, HMDB
2-Naphthol, potassium saltMeSH, HMDB
2-Naphthol, titanium(4+) saltMeSH, HMDB
2-Naphthol, 7-(14)C-labeledMeSH, HMDB
2-Naphthol, (1+)MeSH, HMDB
2-Naphthol, 1,4,5,8-(14)C4-labeledMeSH, HMDB
2-Naphthol, sodium saltMeSH, HMDB
2-Naphthol, bismuth saltMeSH, HMDB
Molecular FormulaC10H8O
Average Mass144.1699
Monoisotopic Mass144.057514878
IUPAC Namenaphthalen-2-ol
Traditional Nameβ naphthol
CAS Registry Number135-19-3
SMILES
OC1=CC2=CC=CC=C2C=C1
InChI Identifier
InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
InChI KeyJWAZRIHNYRIHIV-UHFFFAOYSA-N