Showing metabocard for Naphthalene-1,2-diol (MMDBc0049770)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:42:16 UTC
Update Date2024-10-13 13:37:34 UTC
Metabolite IDMMDBc0049770
Metabolite Identification
Common NameNaphthalene-1,2-diol
DescriptionNaphthalene-1,2-diol, also known as 1,2-naphthalenediol or 1,2-naphthohydroquinone, belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. Naphthalene-1,2-diol is an extremely weak basic (essentially neutral) compound (based on its pKa). Naphthalene-1,2-diol exists in all living organisms, ranging from bacteria to humans. These are hydroxylated naphthalenes.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fab1fcf56d0>

D1N
  Mrv0541 02241213322D          

 12 13  0  0  0  0            999 V2000
   -0.9076   -1.0564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931   -2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -2.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358   -2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -1.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -0.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -1.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -2.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fab1fcf56d0>

HMDB0060497
     RDKit          3D
Naphthalene-1,2-diol
 20 21  0  0  0  0  0  0  0  0999 V2000
    3.5236    0.1830    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    0.3901    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6345    1.6447    0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890    1.8973    0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    0.8413    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148    1.0366   -0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973    0.0303   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731   -1.2280   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229   -1.4767   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -0.4463   -0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3007   -0.6557    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8756   -1.8909   -0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280   -0.7347    0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    2.4972    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648    2.8534    0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942    2.0495    0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697    0.2312   -0.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086   -2.0568   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5506   -2.4816   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356   -2.6839   -0.3861 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 12  1  0
 11  2  1  0
 10  5  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
 12 20  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fab1fcf56d0>

D1N
  Mrv0541 02241213322D          

 12 13  0  0  0  0            999 V2000
   -0.9076   -1.0564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931   -2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -2.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358   -2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -1.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -0.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -1.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -1.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -2.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049770

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=C2C=CC=CC2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H8O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,11-12H

> <INCHI_KEY>
NXPPAOGUKPJVDI-UHFFFAOYSA-N

> <FORMULA>
C10H8O2

> <MOLECULAR_WEIGHT>
160.1693

> <EXACT_MASS>
160.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.401054634685195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
naphthalene-1,2-diol

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.3555919293333325

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.48981457507725

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.039398871788492

> <JCHEM_PKA_STRONGEST_BASIC>
-6.308095120997241

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
46.47000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-dihydroxynaphthalene

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007fab1fcf56d0>

HMDB0060497
     RDKit          3D
Naphthalene-1,2-diol
 20 21  0  0  0  0  0  0  0  0999 V2000
    3.5236    0.1830    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616    0.3901    0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6345    1.6447    0.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890    1.8973    0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592    0.8413    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148    1.0366   -0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973    0.0303   -0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731   -1.2280   -0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229   -1.4767   -0.4375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -0.4463   -0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3007   -0.6557    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8756   -1.8909   -0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280   -0.7347    0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752    2.4972    0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648    2.8534    0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942    2.0495    0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697    0.2312   -0.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9086   -2.0568   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5506   -2.4816   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356   -2.6839   -0.3861 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 12  1  0
 11  2  1  0
 10  5  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
 12 20  1  0
M  END
Download

PDB for #<Metabolite:0x00007fab1fcf56d0>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: D1N                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.694  -1.972   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.360  -2.742   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.360  -4.282   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.973  -5.052   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.307  -4.282   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.307  -2.742   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.973  -1.972   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.973  -0.432   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.641  -1.972   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.974  -2.742   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.974  -4.282   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.641  -5.052   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7    9                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    5   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for #<Metabolite:0x00007fab1fcf56d0>

COMPND    HMDB0060497
HETATM    1  O1  UNL     1       3.524   0.183   0.517  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.162   0.390   0.376  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.635   1.645   0.570  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.289   1.897   0.440  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.559   0.841   0.102  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.915   1.037  -0.041  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.797   0.030  -0.373  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.273  -1.228  -0.568  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.923  -1.477  -0.437  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.069  -0.446  -0.104  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.301  -0.656   0.038  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.876  -1.891  -0.145  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.928  -0.735   0.378  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.275   2.497   0.837  1.00  0.00           H  
HETATM   15  H3  UNL     1      -0.165   2.853   0.581  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.294   2.049   0.122  1.00  0.00           H  
HETATM   17  H5  UNL     1      -3.870   0.231  -0.476  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.909  -2.057  -0.830  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.551  -2.482  -0.599  1.00  0.00           H  
HETATM   20  H8  UNL     1       1.336  -2.684  -0.386  1.00  0.00           H  
CONECT    1    2   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   12
CONECT   12   20
END
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SMILES for #<Metabolite:0x00007fab1fcf56d0>

OC1=CC=C2C=CC=CC2=C1O
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INCHI for #<Metabolite:0x00007fab1fcf56d0>

InChI=1S/C10H8O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,11-12H
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Synonyms
ValueSource
1,2-DihydroxynaphthaleneChEBI
1,2-NaphthalenediolChEBI
1,2-NaphthohydroquinoneChEBI
beta-NaphthohydroquinoneChEBI
b-NaphthohydroquinoneGenerator
Β-naphthohydroquinoneGenerator
1,2-Dihydroxynaphthalene monohydrateHMDB
Molecular FormulaC10H8O2
Average Mass160.1693
Monoisotopic Mass160.0524295
IUPAC Namenaphthalene-1,2-diol
Traditional Name1,2-dihydroxynaphthalene
CAS Registry NumberNot Available
SMILES
OC1=CC=C2C=CC=CC2=C1O
InChI Identifier
InChI=1S/C10H8O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,11-12H
InChI KeyNXPPAOGUKPJVDI-UHFFFAOYSA-N