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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:15:42 UTC

Update Date

2021-09-26 23:06:51 UTC

HMDB ID

HMDB0253560

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bis(2-hydroxy-1-naphthyl) disulfide

Description

Bis(2-hydroxy-1-naphthyl) disulfide, also known as 1,1'-dithiodi-2-naphthol, 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. Based on a literature review a significant number of articles have been published on Bis(2-hydroxy-1-naphthyl) disulfide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bis(2-hydroxy-1-naphthyl) disulfide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bis(2-hydroxy-1-naphthyl) disulfide 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0253560
     RDKit          3D
Bis(2-hydroxy-1-naphthyl) disulfide
 38 41  0  0  0  0  0  0  0  0999 V2000
   -1.1888   -2.7351   -0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307   -1.8167   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557   -2.2033    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216   -1.3022    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157    0.0304    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9735    0.9829    0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8409    2.3190    0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    2.7202   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812    1.7757   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    0.4378   -0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9162   -0.5049   -0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    0.1640   -1.5011 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303   -1.0534   -2.0129 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680   -1.0712   -0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -2.0738    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -3.2706    0.0704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403   -1.9626    1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708   -0.8123    1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    0.2163    0.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634    1.3667    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    2.4263   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6358    2.2974   -1.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949    1.1544   -1.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0266    0.0897   -0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -3.7147   -0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541   -3.2395    0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012   -1.5891    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8479    0.6313    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5806    3.0494    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    3.7464   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    2.1009   -1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547   -3.5643   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4828   -2.7524    1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -0.7423    2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525    1.4239    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1342    3.3115   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    3.1284   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    1.0364   -2.2854 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
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 11  2  1  0
 24 14  1  0
 10  5  1  0
 24 19  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END

  Mrv1652309112114162D          

 24 27  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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   -1.6500    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
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 13 22  1  0  0  0  0
 14 23  1  0  0  0  0
  9 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253560

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(SSC2=C(O)C=CC3=CC=CC=C23)C2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O2S2/c21-17-11-9-13-5-1-3-7-15(13)19(17)23-24-20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H

> <INCHI_KEY>
RFAXLXKIAKIUDT-UHFFFAOYSA-N

> <FORMULA>
C20H14O2S2

> <MOLECULAR_WEIGHT>
350.45

> <EXACT_MASS>
350.043522039

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
34.634053394891694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2-hydroxynaphthalen-1-yl)disulfanyl]naphthalen-2-ol

> <ALOGPS_LOGP>
5.72

> <JCHEM_LOGP>
5.945567820666666

> <ALOGPS_LOGS>
-6.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.92634192354038

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.317819823629566

> <JCHEM_PKA_STRONGEST_BASIC>
-5.903945616944186

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
99.32240000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2-hydroxynaphthalen-1-yl)disulfanyl]naphthalen-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253560
     RDKit          3D
Bis(2-hydroxy-1-naphthyl) disulfide
 38 41  0  0  0  0  0  0  0  0999 V2000
   -1.1888   -2.7351   -0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307   -1.8167   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557   -2.2033    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216   -1.3022    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157    0.0304    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9735    0.9829    0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8409    2.3190    0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    2.7202   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812    1.7757   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    0.4378   -0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9162   -0.5049   -0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    0.1640   -1.5011 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303   -1.0534   -2.0129 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680   -1.0712   -0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -2.0738    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -3.2706    0.0704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403   -1.9626    1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708   -0.8123    1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    0.2163    0.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634    1.3667    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    2.4263   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6358    2.2974   -1.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949    1.1544   -1.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0266    0.0897   -0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -3.7147   -0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541   -3.2395    0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012   -1.5891    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8479    0.6313    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5806    3.0494    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    3.7464   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    2.1009   -1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547   -3.5643   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4828   -2.7524    1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -0.7423    2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525    1.4239    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1342    3.3115   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    3.1284   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    1.0364   -2.2854 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
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 11  2  1  0
 24 14  1  0
 10  5  1  0
 24 19  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       1.334  -5.390   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0       2.667  -4.620   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   13                                                  
CONECT   23   14                                                            
CONECT   24    9                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0253560
HETATM    1  O1  UNL     1      -1.189  -2.735  -0.696  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.131  -1.817  -0.318  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.256  -2.203   0.381  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.222  -1.302   0.770  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.016   0.030   0.425  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.973   0.983   0.790  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.841   2.319   0.478  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.719   2.720  -0.220  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.781   1.776  -0.575  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.909   0.438  -0.266  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.916  -0.505  -0.662  1.00  0.00           C  
HETATM   12  S1  UNL     1      -0.553   0.164  -1.501  1.00  0.00           S  
HETATM   13  S2  UNL     1       1.030  -1.053  -2.013  1.00  0.00           S  
HETATM   14  C11 UNL     1       2.268  -1.071  -0.757  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.433  -2.074   0.132  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.761  -3.271   0.070  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.340  -1.963   1.197  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.071  -0.812   1.329  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.917   0.216   0.429  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.663   1.367   0.586  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.541   2.426  -0.286  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.636   2.297  -1.334  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.895   1.154  -1.489  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.027   0.090  -0.602  1.00  0.00           C  
HETATM   25  H1  UNL     1      -1.277  -3.715  -0.476  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.354  -3.240   0.613  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.101  -1.589   1.315  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.848   0.631   1.341  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.581   3.049   0.761  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.611   3.746  -0.464  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.916   2.101  -1.117  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.155  -3.564  -0.641  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.483  -2.752   1.919  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.769  -0.742   2.161  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.353   1.424   1.410  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.134   3.311  -0.141  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.524   3.128  -2.036  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.195   1.036  -2.285  1.00  0.00           H  
CONECT    1    2   25
CONECT    2    3    3   11
CONECT    3    4   26
CONECT    4    5    5   27
CONECT    5    6   10
CONECT    6    7    7   28
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   31
CONECT   10   11   11
CONECT   11   12
CONECT   12   13
CONECT   13   14
CONECT   14   15   15   24
CONECT   15   16   17
CONECT   16   32
CONECT   17   18   18   33
CONECT   18   19   34
CONECT   19   20   20   24
CONECT   20   21   35
CONECT   21   22   22   36
CONECT   22   23   37
CONECT   23   24   24   38
END

HMDB0253560
     RDKit          3D
Bis(2-hydroxy-1-naphthyl) disulfide
 38 41  0  0  0  0  0  0  0  0999 V2000
   -1.1888   -2.7351   -0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307   -1.8167   -0.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557   -2.2033    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2216   -1.3022    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157    0.0304    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9735    0.9829    0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8409    2.3190    0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7190    2.7202   -0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812    1.7757   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    0.4378   -0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9162   -0.5049   -0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    0.1640   -1.5011 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0303   -1.0534   -2.0129 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680   -1.0712   -0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4335   -2.0738    0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7612   -3.2706    0.0704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403   -1.9626    1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708   -0.8123    1.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170    0.2163    0.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634    1.3667    0.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    2.4263   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6358    2.2974   -1.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8949    1.1544   -1.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0266    0.0897   -0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -3.7147   -0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541   -3.2395    0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012   -1.5891    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8479    0.6313    1.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5806    3.0494    0.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    3.7464   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    2.1009   -1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547   -3.5643   -0.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4828   -2.7524    1.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -0.7423    2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525    1.4239    1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1342    3.3115   -0.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    3.1284   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    1.0364   -2.2854 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
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 11  2  1  0
 24 14  1  0
 10  5  1  0
 24 19  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
 21 36  1  0
 22 37  1  0
 23 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1'-Dithiodi-2-naphthol	ChEBI
Bis(2-hydroxy-1-naphthyl) disulphide	Generator

Chemical Formula

C₂₀H₁₄O₂S₂

Average Molecular Weight

350.45

Monoisotopic Molecular Weight

350.043522039

IUPAC Name

1-[(2-hydroxynaphthalen-1-yl)disulfanyl]naphthalen-2-ol

Traditional Name

1-[(2-hydroxynaphthalen-1-yl)disulfanyl]naphthalen-2-ol

CAS Registry Number

Not Available

SMILES

OC1=C(SSC2=C(O)C=CC3=CC=CC=C23)C2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C20H14O2S2/c21-17-11-9-13-5-1-3-7-15(13)19(17)23-24-20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H

InChI Key

RFAXLXKIAKIUDT-UHFFFAOYSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
1-hydroxy-2-unsubstituted benzenoid
Organic disulfide
Sulfenyl compound
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.72	ALOGPS
logP	5.95	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	8.32	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.32 m³·mol⁻¹	ChemAxon
Polarizability	34.63 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	208.9	30932474
DeepCCS	[M+Na]+	184.252	30932474
AllCCS	[M+H]+	179.6	32859911
AllCCS	[M+H-H2O]+	176.6	32859911
AllCCS	[M+NH4]+	182.4	32859911
AllCCS	[M+Na]+	183.2	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	159.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bis(2-hydroxy-1-naphthyl) disulfide	OC1=C(SSC2=C(O)C=CC3=CC=CC=C23)C2=CC=CC=C2C=C1	4424.3	Standard polar	33892256
Bis(2-hydroxy-1-naphthyl) disulfide	OC1=C(SSC2=C(O)C=CC3=CC=CC=C23)C2=CC=CC=C2C=C1	3486.4	Standard non polar	33892256
Bis(2-hydroxy-1-naphthyl) disulfide	OC1=C(SSC2=C(O)C=CC3=CC=CC=C23)C2=CC=CC=C2C=C1	3451.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1902000000-db91deafd1c01c2824ee	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide 10V, Positive-QTOF	splash10-0udi-0009000000-3c4294077c3bf79870b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide 20V, Positive-QTOF	splash10-056r-0943000000-19ac6abe394f968047fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide 40V, Positive-QTOF	splash10-00os-0900000000-1af9bf060af29444041d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide 10V, Negative-QTOF	splash10-0002-0009000000-c7caf70ee2ddb5e1ce1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide 20V, Negative-QTOF	splash10-004i-0901000000-a6ba8c22e85b225483f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(2-hydroxy-1-naphthyl) disulfide 40V, Negative-QTOF	splash10-00di-0900000000-1e00734c9ec3ead21dee	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

454544

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

521106

PDB ID

Not Available

ChEBI ID

101355

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for Bis(2-hydroxy-1-naphthyl) disulfide (HMDB0253560)

MOL for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

3D MOL for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

3D SDF for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

3D-SDF for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

PDB for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

3D PDB for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

SMILES for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

INCHI for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

Structure for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

3D Structure for HMDB0253560 (Bis(2-hydroxy-1-naphthyl) disulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra