Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-08-27 00:37:00 UTC

Update Date

2021-09-14 15:29:55 UTC

HMDB ID

HMDB0242129

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid

Description

(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid, also known as 6-desmethylnaproxen sulfuric acid or desmethylnaproxen-6-O-sulfate, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid.

Structure

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

HMDB0242129
     RDKit          3D
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid
 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.0697    0.4081   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036   -0.8934    0.1032 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4889   -1.3060    1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302   -1.4316    2.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -1.5535    1.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.6596   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1997   -1.3232   -1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -1.0455   -1.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -0.0846   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    0.2082   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833    1.1487   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1259    1.4528   -0.4453 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665    0.6386    0.3557 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1779    0.8441    1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6787    1.2708   -0.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -0.9832   -0.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821    1.8123    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645    1.5464    1.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    0.5884    0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2037    0.2878    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.0399   -0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311    0.2373   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9924    0.9764    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7801   -1.6652   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5119   -1.8221    1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -2.0644   -1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913   -1.5573   -2.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -0.3319   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2574   -1.2367   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5905    2.5532    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2441    2.0895    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6895    0.8559    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  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  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  5 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
M  END


  Mrv1652308272102472D          

 21 22  0  0  1  0            999 V2000
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    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  1  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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  4  1  0  0  0  0
  8  1  1  6  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  4  2  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12  5  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15 13  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 20 18  2  0  0  0  0
 20 19  1  0  0  0  0
  8 21  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0242129

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](C)(C(O)=O)C1=CC2=CC=C(OS(O)(=O)=O)C=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O6S/c1-8(13(14)15)9-2-3-11-7-12(19-20(16,17)18)5-4-10(11)6-9/h2-8H,1H3,(H,14,15)(H,16,17,18)/t8-/m0/s1

> <INCHI_KEY>
BNKMSCMOWGCUOF-QMMMGPOBSA-N

> <FORMULA>
C13H12O6S

> <MOLECULAR_WEIGHT>
296.29

> <EXACT_MASS>
296.03545928

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
28.083249815542707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-[6-(sulfooxy)naphthalen-2-yl]propanoic acid

> <ALOGPS_LOGP>
0.45

> <JCHEM_LOGP>
2.364578472333333

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.85340783022009

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8356536436883193

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
70.363

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[6-(sulfooxy)naphthalen-2-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242129
     RDKit          3D
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid
 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.0697    0.4081   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036   -0.8934    0.1032 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4889   -1.3060    1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302   -1.4316    2.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -1.5535    1.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.6596   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1997   -1.3232   -1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -1.0455   -1.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -0.0846   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    0.2082   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833    1.1487   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1259    1.4528   -0.4453 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665    0.6386    0.3557 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1779    0.8441    1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6787    1.2708   -0.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -0.9832   -0.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821    1.8123    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645    1.5464    1.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    0.5884    0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2037    0.2878    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.0399   -0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311    0.2373   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9924    0.9764    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7801   -1.6652   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5119   -1.8221    1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -2.0644   -1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913   -1.5573   -2.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -0.3319   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2574   -1.2367   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5905    2.5532    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2441    2.0895    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6895    0.8559    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  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  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  5 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
M  END

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335   7.700   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.875   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.795   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0       5.335   6.160   0.000  0.00  0.00           S+0
HETATM   21  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    3    9                                                       
CONECT    3    2   11                                                       
CONECT    4    5   10                                                       
CONECT    5    4   12                                                       
CONECT    6    9   10                                                       
CONECT    7   11   12                                                       
CONECT    8    1    9   13   21                                             
CONECT    9    2    6    8                                                  
CONECT   10    4    6   11                                                  
CONECT   11    3    7   10                                                  
CONECT   12    5    7   19                                                  
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   20                                                            
CONECT   17   20                                                            
CONECT   18   20                                                            
CONECT   19   12   20                                                       
CONECT   20   16   17   18   19                                             
CONECT   21    8                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0242129
HETATM    1  C1  UNL     1      -4.070   0.408  -0.071  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.304  -0.893   0.103  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.489  -1.306   1.527  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.530  -1.432   2.331  1.00  0.00           O  
HETATM    5  O2  UNL     1      -4.785  -1.553   1.948  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.893  -0.660  -0.227  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.200  -1.323  -1.218  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.129  -1.045  -1.468  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.811  -0.085  -0.723  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.132   0.208  -0.954  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.783   1.149  -0.218  1.00  0.00           C  
HETATM   12  O3  UNL     1       4.126   1.453  -0.445  1.00  0.00           O  
HETATM   13  S1  UNL     1       5.367   0.639   0.356  1.00  0.00           S  
HETATM   14  O4  UNL     1       5.178   0.844   1.834  1.00  0.00           O  
HETATM   15  O5  UNL     1       6.679   1.271  -0.024  1.00  0.00           O  
HETATM   16  O6  UNL     1       5.309  -0.983  -0.066  1.00  0.00           O  
HETATM   17  C10 UNL     1       2.082   1.812   0.777  1.00  0.00           C  
HETATM   18  C11 UNL     1       0.764   1.546   1.034  1.00  0.00           C  
HETATM   19  C12 UNL     1       0.130   0.588   0.273  1.00  0.00           C  
HETATM   20  C13 UNL     1      -1.204   0.288   0.500  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.617   1.040  -0.874  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.131   0.237  -0.335  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.992   0.976   0.883  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.780  -1.665  -0.524  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.512  -1.822   1.322  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.735  -2.064  -1.788  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.691  -1.557  -2.244  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.657  -0.332  -1.744  1.00  0.00           H  
HETATM   29  H9  UNL     1       6.257  -1.237  -0.300  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.591   2.553   1.358  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.244   2.089   1.826  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.690   0.856   1.305  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    6   24
CONECT    3    4    4    5
CONECT    5   25
CONECT    6    7    7   20
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   19
CONECT   10   11   11   28
CONECT   11   12   17
CONECT   12   13
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   29
CONECT   17   18   18   30
CONECT   18   19   31
CONECT   19   20   20
CONECT   20   32
END

HMDB0242129
     RDKit          3D
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid
 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.0697    0.4081   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036   -0.8934    0.1032 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4889   -1.3060    1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302   -1.4316    2.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7845   -1.5535    1.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.6596   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1997   -1.3232   -1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -1.0455   -1.4676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107   -0.0846   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    0.2082   -0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833    1.1487   -0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1259    1.4528   -0.4453 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665    0.6386    0.3557 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1779    0.8441    1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6787    1.2708   -0.0243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -0.9832   -0.0664 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0821    1.8123    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645    1.5464    1.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1303    0.5884    0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2037    0.2878    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.0399   -0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311    0.2373   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9924    0.9764    0.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7801   -1.6652   -0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5119   -1.8221    1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -2.0644   -1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6913   -1.5573   -2.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6565   -0.3319   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2574   -1.2367   -0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5905    2.5532    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2441    2.0895    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6895    0.8559    1.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  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  2  0
 13 15  2  0
 13 16  1  0
 11 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 19  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  5 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 20 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Desmethylnaproxen sulfate	ChEBI
Desmethylnaproxen-6-O-sulfate	ChEBI
O-Desmethylnaproxen sulfate	ChEBI
6-Desmethylnaproxen sulfuric acid	Generator
6-Desmethylnaproxen sulphate	Generator
6-Desmethylnaproxen sulphuric acid	Generator
Desmethylnaproxen-6-O-sulfuric acid	Generator
Desmethylnaproxen-6-O-sulphate	Generator
Desmethylnaproxen-6-O-sulphuric acid	Generator
O-Desmethylnaproxen sulfuric acid	Generator
O-Desmethylnaproxen sulphate	Generator
O-Desmethylnaproxen sulphuric acid	Generator
(2S)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoate	Generator
(2S)-2-[6-(Sulphooxy)naphthalen-2-yl]propanoate	Generator
(2S)-2-[6-(Sulphooxy)naphthalen-2-yl]propanoic acid	Generator

Chemical Formula

C₁₃H₁₂O₆S

Average Molecular Weight

296.29

Monoisotopic Molecular Weight

296.03545928

IUPAC Name

(2S)-2-[6-(sulfooxy)naphthalen-2-yl]propanoic acid

Traditional Name

(2S)-2-[6-(sulfooxy)naphthalen-2-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(C(O)=O)C1=CC2=CC=C(OS(O)(=O)=O)C=C2C=C1

InChI Identifier

InChI=1S/C13H12O6S/c1-8(13(14)15)9-2-3-11-7-12(19-20(16,17)18)5-4-10(11)6-9/h2-8H,1H3,(H,14,15)(H,16,17,18)/t8-/m0/s1

InChI Key

BNKMSCMOWGCUOF-QMMMGPOBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Arylsulfate
Naphthalene
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	0.45	ALOGPS
logP	2.36	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.36 m³·mol⁻¹	ChemAxon
Polarizability	28.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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+H]+	168.118	30932474
DeepCCS	[M-H]-	165.76	30932474
DeepCCS	[M-2H]-	199.985	30932474
DeepCCS	[M+Na]+	175.195	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.8757 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.69 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1580.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	337.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	151.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	518.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	546.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	108.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	800.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	453.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1522.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	394.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	231.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	96.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid	[H][C@@](C)(C(O)=O)C1=CC2=CC=C(OS(O)(=O)=O)C=C2C=C1	4450.5	Standard polar	33892256
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid	[H][C@@](C)(C(O)=O)C1=CC2=CC=C(OS(O)(=O)=O)C=C2C=C1	2250.8	Standard non polar	33892256
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid	[H][C@@](C)(C(O)=O)C1=CC2=CC=C(OS(O)(=O)=O)C=C2C=C1	2647.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid,2TMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C)C1=CC=C2C=C(OS(=O)(=O)O[Si](C)(C)C)C=CC2=C1	2546.1	Semi standard non polar	33892256
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid,2TMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C)C1=CC=C2C=C(OS(=O)(=O)O[Si](C)(C)C)C=CC2=C1	2599.7	Standard non polar	33892256
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid,2TMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C)C1=CC=C2C=C(OS(=O)(=O)O[Si](C)(C)C)C=CC2=C1	3406.5	Standard polar	33892256
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid,2TBDMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C2C=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=CC2=C1	3084.0	Semi standard non polar	33892256
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid,2TBDMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C2C=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=CC2=C1	3095.7	Standard non polar	33892256
(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid,2TBDMS,isomer #1	C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C2C=C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C=CC2=C1	3460.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-1590000000-e5f57771473abd51e301	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid 10V, Positive-QTOF	splash10-0udj-0390000000-a1a1d200168e759f83df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid 20V, Positive-QTOF	splash10-00xs-0910000000-f66a42f401af25cb9608	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid 40V, Positive-QTOF	splash10-0g4i-0910000000-15239bd053e382cd3efb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid 10V, Negative-QTOF	splash10-0udi-0090000000-dee964666975f302b044	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid 20V, Negative-QTOF	splash10-0uk9-0090000000-b6e9f50e09dede528853	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid 40V, Negative-QTOF	splash10-0g2d-1950000000-6e00dfc5fc3723667e7d	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

160559

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

184679

PDB ID

Not Available

ChEBI ID

133458

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for (2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid (HMDB0242129)

MOL for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

3D MOL for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

3D SDF for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

3D-SDF for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

PDB for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

3D PDB for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

SMILES for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

INCHI for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

Structure for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

3D Structure for HMDB0242129 ((2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra