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Showing metabocard for 1,4-Dihydroxy-2-naphthoic acid (HMDB0244212)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 21:23:20 UTC
Update Date2021-09-26 22:51:49 UTC
HMDB IDHMDB0244212
Secondary Accession NumbersNone
Metabolite Identification
Common Name1,4-Dihydroxy-2-naphthoic acid
Description1,4-dihydroxy-2-naphthoate belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. 1,4-dihydroxy-2-naphthoate has been detected, but not quantified in, several different foods, such as oregon yampahs (Perideridia oregana), chinese mustards (Brassica juncea), pigeon peas (Cajanus cajan), malus (crab apple), and common grapes (Vitis vinifera). This could make 1,4-dihydroxy-2-naphthoate a potential biomarker for the consumption of these foods. 1,4-dihydroxy-2-naphthoate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 1,4-dihydroxy-2-naphthoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,4-dihydroxy-2-naphthoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,4-Dihydroxy-2-naphthoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

Structure #1
  Mrv0541 02241206302D          

 15 16  0  0  0  0            999 V2000
    0.7145    2.0625    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
    1.4289    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
    3.5724    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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  6  2  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 11 15  2  0  0  0  0
M  END
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3D MOL for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

HMDB0244212
     RDKit          3D
1,4-Dihydroxy-2-naphthoic acid
 23 24  0  0  0  0  0  0  0  0999 V2000
   -4.1600    0.9819    0.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    0.0466   -0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698   -1.2574   -0.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854    0.2857   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    1.5374    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227    1.7492    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4458    3.0486    0.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    0.7115    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830    0.9520    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0934   -0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521   -1.3520   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2808   -1.6029   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -0.5647   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -0.7748   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298   -2.0123   -0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809   -1.8582    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354    2.3903    0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597    3.3977    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    1.9495    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448    0.0656   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3458   -2.1650   -0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9164   -2.6025   -0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9925   -2.8328   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  4  1  0
 13  8  1  0
  3 16  1  0
  5 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
 15 23  1  0
M  END
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3D SDF for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

Structure #1
  Mrv0541 02241206302D          

 15 16  0  0  0  0            999 V2000
    0.7145    2.0625    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
    1.4289    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
    3.5724    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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  6  2  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 11 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244212

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C(O)C2=CC=CC=C2C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)

> <INCHI_KEY>
VOJUXHHACRXLTD-UHFFFAOYSA-N

> <FORMULA>
C11H8O4

> <MOLECULAR_WEIGHT>
204.1788

> <EXACT_MASS>
204.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
19.576522094481

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-dihydroxynaphthalene-2-carboxylic acid

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
2.663174837333333

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.644808371416538

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4402589581288656

> <JCHEM_PKA_STRONGEST_BASIC>
-6.04967030840928

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
53.726200000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4-dihydroxy-2-naphthoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

HMDB0244212
     RDKit          3D
1,4-Dihydroxy-2-naphthoic acid
 23 24  0  0  0  0  0  0  0  0999 V2000
   -4.1600    0.9819    0.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259    0.0466   -0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698   -1.2574   -0.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854    0.2857   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    1.5374    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227    1.7492    0.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4458    3.0486    0.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9132    0.7115    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2830    0.9520    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0934   -0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521   -1.3520   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2808   -1.6029   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -0.5647   -0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -0.7748   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298   -2.0123   -0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809   -1.8582    0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354    2.3903    0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3597    3.3977    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6926    1.9495    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2448    0.0656   -0.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3458   -2.1650   -0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9164   -2.6025   -0.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9925   -2.8328   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  4  1  0
 13  8  1  0
  3 16  1  0
  5 17  1  0
  7 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
 15 23  1  0
M  END
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PDB for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    8    9                                                       
CONECT    6    3    7    9                                                  
CONECT    7    4    6   10                                                  
CONECT    8    5   10   11                                                  
CONECT    9    5    6   12                                                  
CONECT   10    7    8   13                                                  
CONECT   11    8   14   15                                                  
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14   11                                                            
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END
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3D PDB for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

COMPND    HMDB0244212
HETATM    1  O1  UNL     1      -4.160   0.982   0.087  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.326   0.047  -0.035  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.770  -1.257  -0.206  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.885   0.286  -0.003  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.358   1.537   0.161  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.023   1.749   0.190  1.00  0.00           C  
HETATM    7  O3  UNL     1       0.446   3.049   0.360  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.913   0.712   0.054  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.283   0.952   0.086  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.174  -0.093  -0.050  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.652  -1.352  -0.216  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.281  -1.603  -0.249  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.389  -0.565  -0.113  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.983  -0.775  -0.142  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.530  -2.012  -0.304  1.00  0.00           O  
HETATM   16  H1  UNL     1      -3.681  -1.858   0.625  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.035   2.390   0.273  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.360   3.398   0.407  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.693   1.950   0.217  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.245   0.066  -0.029  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.346  -2.165  -0.322  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.916  -2.602  -0.380  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.993  -2.833  -0.411  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5    5   14
CONECT    5    6   17
CONECT    6    7    8    8
CONECT    7   18
CONECT    8    9   13
CONECT    9   10   10   19
CONECT   10   11   20
CONECT   11   12   12   21
CONECT   12   13   22
CONECT   13   14   14
CONECT   14   15
CONECT   15   23
END
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SMILES for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

OC(=O)C1=C(O)C2=CC=CC=C2C(O)=C1
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INCHI for HMDB0244212 (1,4-Dihydroxy-2-naphthoic acid)

InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,4-Dihydroxy-2-naphthalenecarboxylic acidChEBI
1,4-Dihydroxy-2-naphthoic acidKegg
1,4-Dihydroxy-2-naphthalenecarboxylateGenerator
Chemical FormulaC11H8O4
Average Molecular Weight204.1788
Monoisotopic Molecular Weight204.042258744
IUPAC Name1,4-dihydroxynaphthalene-2-carboxylic acid
Traditional Name1,4-dihydroxy-2-naphthoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=C(O)C2=CC=CC=C2C(O)=C1
InChI Identifier
InChI=1S/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)
InChI KeyVOJUXHHACRXLTD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthalenecarboxylic acids and derivatives
Direct ParentNaphthalenecarboxylic acids
Alternative Parents
Substituents
  • 2-naphthalenecarboxylic acid
  • Dihydroxybenzoic acid
  • 1-naphthol
  • Hydroxybenzoic acid
  • Salicylic acid or derivatives
  • Hydroquinone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Vinylogous acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030191
KNApSAcK IDC00000736
Chemspider ID651
KEGG Compound IDC03657
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound671
PDB IDNot Available
ChEBI ID18094
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]