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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:14:13 UTC

Update Date

2019-07-23 07:15:38 UTC

HMDB ID

HMDB0061039

Secondary Accession Numbers

HMDB61039

Metabolite Identification

Common Name

modafinil acid

Description

modafinil acid is a metabolite of modafinil. Modafinil is an analeptic drug invented in France by Lafon Laboratories and originally developed by neurophysiologist and emeritus experimental medicine professor Michel Jouvet. It is approved by the United States' Food and Drug Administration (FDA) for the treatment of narcolepsy, shift work sleep disorder and excessive daytime sleepiness associated with obstructive sleep apnea. (Wikipedia )

Structure

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

HMDB0061039
     RDKit          3D
modafinil acid
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.1128   -3.5862   -0.5910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758   -2.4154   -0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2307   -1.4352    0.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -2.1287   -1.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.4076   -1.7158 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3419    0.4541   -2.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517    0.0493   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -0.7464    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -1.1202    1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679   -1.8579    2.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757   -2.2382    1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -1.8722   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -1.1410   -0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518    1.5085   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2563    2.2085   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    3.5535   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868    4.2396    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175    3.5568    1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775    2.2023    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.6160    1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -2.3831   -2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7412   -2.7659   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -0.1555    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1120   -0.7882    2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850   -2.1164    3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -2.8235    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3893   -2.1793   -1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -0.8554   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390    1.6738   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9077    4.0924   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5090    5.3156    0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    4.0883    2.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    1.6898    2.0412 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13  8  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

  Mrv0541 07091309142D          

 19 20  0  0  0  0            999 V2000
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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
    5.0013    1.2375    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
    5.0013   -0.4125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061039

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O3S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H,16,17)

> <INCHI_KEY>
QARQPIWTMBRJFX-UHFFFAOYSA-N

> <FORMULA>
C15H14O3S

> <MOLECULAR_WEIGHT>
274.335

> <EXACT_MASS>
274.066365004

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.86908416543548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-diphenylmethanesulfinylacetic acid

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
2.3397770540000002

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.698089292138413

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.063800447373576

> <JCHEM_PKA_STRONGEST_BASIC>
-6.908461302678129

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
75.5664

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diphenylmethanesulfinylacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061039
     RDKit          3D
modafinil acid
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.1128   -3.5862   -0.5910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758   -2.4154   -0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2307   -1.4352    0.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -2.1287   -1.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.4076   -1.7158 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3419    0.4541   -2.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517    0.0493   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -0.7464    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -1.1202    1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679   -1.8579    2.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757   -2.2382    1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -1.8722   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -1.1410   -0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518    1.5085   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2563    2.2085   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    3.5535   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868    4.2396    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175    3.5568    1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775    2.2023    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.6160    1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -2.3831   -2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7412   -2.7659   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -0.1555    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1120   -0.7882    2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850   -2.1164    3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -2.8235    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3893   -2.1793   -1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -0.8554   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390    1.6738   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9077    4.0924   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5090    5.3156    0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    4.0883    2.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    1.6898    2.0412 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13  8  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -3.080   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       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       6.668  -0.770   0.000  0.00  0.00           S+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   13                                                       
CONECT   11   14   19                                                       
CONECT   12    7    8   15                                                  
CONECT   13    9   10   15                                                  
CONECT   14   11   16   17                                                  
CONECT   15   12   13   19                                                  
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   19                                                            
CONECT   19   11   15   18                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0061039
HETATM    1  O1  UNL     1      -3.113  -3.586  -0.591  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.676  -2.415  -0.721  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.231  -1.435   0.088  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.599  -2.129  -1.720  1.00  0.00           C  
HETATM    5  S1  UNL     1      -1.150  -0.408  -1.716  1.00  0.00           S  
HETATM    6  O3  UNL     1      -2.342   0.454  -2.071  1.00  0.00           O  
HETATM    7  C3  UNL     1      -0.552   0.049  -0.088  1.00  0.00           C  
HETATM    8  C4  UNL     1       0.641  -0.746   0.303  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.869  -1.120   1.622  1.00  0.00           C  
HETATM   10  C6  UNL     1       1.968  -1.858   2.007  1.00  0.00           C  
HETATM   11  C7  UNL     1       2.876  -2.238   1.041  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.660  -1.872  -0.276  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.568  -1.141  -0.648  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.252   1.508  -0.014  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.256   2.208  -1.103  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.513   3.553  -0.973  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.287   4.240   0.194  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.218   3.557   1.283  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.478   2.202   1.158  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.223  -1.616   1.094  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.028  -2.383  -2.710  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.741  -2.766  -1.452  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.358  -0.156   0.646  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.112  -0.788   2.343  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.085  -2.116   3.057  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.747  -2.824   1.351  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.389  -2.179  -1.041  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.407  -0.855  -1.699  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.439   1.674  -2.033  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.908   4.092  -1.823  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.509   5.316   0.245  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.398   4.088   2.205  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.877   1.690   2.041  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   21   22
CONECT    5    6    6    7
CONECT    7    8   14   23
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   28
CONECT   14   15   15   19
CONECT   15   16   29
CONECT   16   17   17   30
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   33
END

HMDB0061039
     RDKit          3D
modafinil acid
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.1128   -3.5862   -0.5910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6758   -2.4154   -0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2307   -1.4352    0.0878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -2.1287   -1.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1496   -0.4076   -1.7158 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.3419    0.4541   -2.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517    0.0493   -0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -0.7464    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -1.1202    1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9679   -1.8579    2.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8757   -2.2382    1.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -1.8722   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -1.1410   -0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518    1.5085   -0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2563    2.2085   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    3.5535   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868    4.2396    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175    3.5568    1.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4775    2.2023    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.6160    1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -2.3831   -2.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7412   -2.7659   -1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -0.1555    0.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1120   -0.7882    2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0850   -2.1164    3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -2.8235    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3893   -2.1793   -1.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -0.8554   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390    1.6738   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9077    4.0924   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5090    5.3156    0.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    4.0883    2.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8774    1.6898    2.0412 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13  8  1  0
 19 14  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  7 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzyhydrylsulfinylacetic acid	HMDB

Chemical Formula

C₁₅H₁₄O₃S

Average Molecular Weight

274.335

Monoisotopic Molecular Weight

274.066365004

IUPAC Name

2-diphenylmethanesulfinylacetic acid

Traditional Name

diphenylmethanesulfinylacetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14O3S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H,16,17)

InChI Key

QARQPIWTMBRJFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Benzyl alkyl sulfoxide
Benzyl sulfoxide
Sulfoxide
Sulfinyl compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061039)

Organ

Kidney (HMDB: HMDB0061039)
Liver (HMDB: HMDB0061039)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061039)

Cellular substructure

Cytoplasm (HMDB: HMDB0061039)
Membrane (HMDB: HMDB0061039)

Source

Endogenous

Endogenous (HMDB: HMDB0061039)

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
Water Solubility	0.87 g/L	ALOGPS
logP	2.43	ALOGPS
logP	2.34	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.06	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	75.57 m³·mol⁻¹	ChemAxon
Polarizability	27.87 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
DarkChem	[M+H]+	163.742	31661259
DarkChem	[M-H]-	158.879	31661259
DeepCCS	[M+H]+	158.118	30932474
DeepCCS	[M-H]-	155.76	30932474
DeepCCS	[M-2H]-	188.646	30932474
DeepCCS	[M+Na]+	164.211	30932474
AllCCS	[M+H]+	161.8	32859911
AllCCS	[M+H-H2O]+	158.1	32859911
AllCCS	[M+NH4]+	165.3	32859911
AllCCS	[M+Na]+	166.3	32859911
AllCCS	[M-H]-	162.1	32859911
AllCCS	[M+Na-2H]-	161.9	32859911
AllCCS	[M+HCOO]-	161.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
modafinil acid	OC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1	4322.0	Standard polar	33892256
modafinil acid	OC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1	2254.4	Standard non polar	33892256
modafinil acid	OC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1	2279.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
modafinil acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1	2267.1	Semi standard non polar	33892256
modafinil acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1	2484.1	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 - modafinil acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-1900000000-cc99ef58ccdc83aa8bdc	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - modafinil acid GC-MS (1 TMS) - 70eV, Positive	splash10-014i-3910000000-d002da435a5d3f192170	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - modafinil acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - modafinil 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 - modafinil acid 10V, Positive-QTOF	splash10-056r-0290000000-33905e6f69c7b4ecde13	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 20V, Positive-QTOF	splash10-056r-1190000000-c9e53acd0b5d917112ba	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 40V, Positive-QTOF	splash10-0gdr-2920000000-7f8a8fdf3ddc21144812	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 10V, Negative-QTOF	splash10-05di-0090000000-760b07d7e7d8b3e861d9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 20V, Negative-QTOF	splash10-004i-0190000000-ff1bffc281deeb1a5d73	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 40V, Negative-QTOF	splash10-0ar0-9640000000-af04cfdd9360e5bda712	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 10V, Negative-QTOF	splash10-004i-0090000000-5a46811e2690a66d363c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 20V, Negative-QTOF	splash10-03di-9300000000-7321fb08ef4622937f05	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 40V, Negative-QTOF	splash10-03di-9510000000-8f7667eb93c2d7aa032d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 10V, Positive-QTOF	splash10-014i-0900000000-c692fb05e504a5da303a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 20V, Positive-QTOF	splash10-014i-0900000000-c692fb05e504a5da303a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - modafinil acid 40V, Positive-QTOF	splash10-014i-0900000000-1fe50a8d9579a6198a36	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Modafinil acid

METLIN ID

Not Available

PubChem Compound

3085267

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for modafinil acid (HMDB0061039)

MOL for HMDB0061039 (modafinil acid)

3D MOL for HMDB0061039 (modafinil acid)

3D SDF for HMDB0061039 (modafinil acid)

3D-SDF for HMDB0061039 (modafinil acid)

PDB for HMDB0061039 (modafinil acid)

3D PDB for HMDB0061039 (modafinil acid)

SMILES for HMDB0061039 (modafinil acid)

INCHI for HMDB0061039 (modafinil acid)

Structure for HMDB0061039 (modafinil acid)

3D Structure for HMDB0061039 (modafinil acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra