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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:40:28 UTC

Update Date

2022-03-07 02:54:13 UTC

HMDB ID

HMDB0034768

Secondary Accession Numbers

HMDB34768

Metabolite Identification

Common Name

Wasalexin B

Description

Wasalexin B belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Wasalexin B has been detected, but not quantified in, brassicas and wasabis (Wasabia japonica). This could make wasalexin b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Wasalexin B.

Structure

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

HMDB0034768
     RDKit          3D
Wasalexin B
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.9503    1.4821    2.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826    1.7923    0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    0.7709    0.4491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.4550    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4047    1.0810    1.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -0.7348   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309   -1.3787   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1678   -0.9191    0.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8169    0.1046    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403    0.6448    0.9644 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4976   -0.4091    2.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952    0.9648   -1.4498 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190    2.3467   -1.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784   -1.0789   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867   -2.1237   -1.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9765   -2.2147   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -1.3288   -1.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.3025   -0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3831   -0.1855   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3440    0.4530    2.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1841    1.5974    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930    2.1462    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768   -2.2603   -0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -1.4289    2.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224   -0.3941    3.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3647   -0.0263    2.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708    2.2090   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263    2.3302   -2.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    3.2906   -1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8992   -2.8219   -1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -3.0307   -2.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014   -1.4434   -2.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063    0.4127   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  7 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END


  Mrv0541 05061308032D          

 19 20  0  0  0  0            999 V2000
    1.4358    3.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -1.0568    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 12  2  0  0  0  0
 17  1  1  0  0  0  0
 17 15  1  0  0  0  0
 18  2  1  0  0  0  0
 18 13  1  0  0  0  0
 19  3  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034768

> <DATABASE_NAME>
hmdb

> <SMILES>
CON1C(=O)\C(=C/N=C(SC)SC)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C13H14N2O2S2/c1-17-15-11-7-5-4-6-9(11)10(12(15)16)8-14-13(18-2)19-3/h4-8H,1-3H3/b10-8-

> <INCHI_KEY>
JJQPWCPYNJNWID-NTMALXAHSA-N

> <FORMULA>
C13H14N2O2S2

> <MOLECULAR_WEIGHT>
294.392

> <EXACT_MASS>
294.049669082

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.760570885230525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-3-({[bis(methylsulfanyl)methylidene]amino}methylidene)-1-methoxy-2,3-dihydro-1H-indol-2-one

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
3.3625617220000006

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.7255573515101172

> <JCHEM_POLAR_SURFACE_AREA>
41.900000000000006

> <JCHEM_REFRACTIVITY>
80.72689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-3-({[bis(methylsulfanyl)methylidene]amino}methylidene)-1-methoxyindol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034768
     RDKit          3D
Wasalexin B
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.9503    1.4821    2.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826    1.7923    0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    0.7709    0.4491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.4550    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4047    1.0810    1.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -0.7348   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309   -1.3787   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1678   -0.9191    0.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8169    0.1046    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403    0.6448    0.9644 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4976   -0.4091    2.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952    0.9648   -1.4498 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190    2.3467   -1.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784   -1.0789   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867   -2.1237   -1.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9765   -2.2147   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -1.3288   -1.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.3025   -0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3831   -0.1855   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3440    0.4530    2.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1841    1.5974    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930    2.1462    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768   -2.2603   -0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -1.4289    2.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224   -0.3941    3.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3647   -0.0263    2.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708    2.2090   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263    2.3302   -2.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    3.2906   -1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8992   -2.8219   -1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -3.0307   -2.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014   -1.4434   -2.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063    0.4127   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  7 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.680   6.698   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.315  -3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.332  -1.653   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       0.143  -0.188   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -0.320   2.843   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0       0.698  -2.797   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0      -1.839  -1.973   0.000  0.00  0.00           S+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5   11                                                       
CONECT    8   10   14                                                       
CONECT    9    6   10   11                                                  
CONECT   10    8    9   12                                                  
CONECT   11    7    9   15                                                  
CONECT   12   10   15   16                                                  
CONECT   13   14   18   19                                                  
CONECT   14    8   13                                                       
CONECT   15   11   12   17                                                  
CONECT   16   12                                                            
CONECT   17    1   15                                                       
CONECT   18    2   13                                                       
CONECT   19    3   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0034768
HETATM    1  C1  UNL     1      -2.950   1.482   2.267  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.483   1.792   0.982  1.00  0.00           O  
HETATM    3  N1  UNL     1      -1.783   0.771   0.449  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.412   0.455   0.652  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.405   1.081   1.375  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.122  -0.735  -0.137  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.031  -1.379  -0.244  1.00  0.00           C  
HETATM    8  N2  UNL     1       2.168  -0.919   0.462  1.00  0.00           N  
HETATM    9  C5  UNL     1       2.817   0.105   0.039  1.00  0.00           C  
HETATM   10  S1  UNL     1       4.240   0.645   0.964  1.00  0.00           S  
HETATM   11  C6  UNL     1       4.498  -0.409   2.397  1.00  0.00           C  
HETATM   12  S2  UNL     1       2.295   0.965  -1.450  1.00  0.00           S  
HETATM   13  C7  UNL     1       3.419   2.347  -1.779  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.378  -1.079  -0.792  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.687  -2.124  -1.661  1.00  0.00           C  
HETATM   16  C10 UNL     1      -2.977  -2.215  -2.135  1.00  0.00           C  
HETATM   17  C11 UNL     1      -3.983  -1.329  -1.799  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.663  -0.302  -0.942  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.383  -0.185  -0.451  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.344   0.453   2.215  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.184   1.597   3.044  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.793   2.146   2.488  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.077  -2.260  -0.884  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.714  -1.429   2.034  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.622  -0.394   3.095  1.00  0.00           H  
HETATM   26  H7  UNL     1       5.365  -0.026   2.963  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.371   2.209  -1.207  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.726   2.330  -2.855  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.910   3.291  -1.495  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.899  -2.822  -1.929  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.209  -3.031  -2.815  1.00  0.00           H  
HETATM   32  H13 UNL     1      -5.001  -1.443  -2.205  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.406   0.413  -0.648  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4   19
CONECT    4    5    5    6
CONECT    6    7    7   14
CONECT    7    8   23
CONECT    8    9    9
CONECT    9   10   12
CONECT   10   11
CONECT   11   24   25   26
CONECT   12   13
CONECT   13   27   28   29
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19   33
END

HMDB0034768
     RDKit          3D
Wasalexin B
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.9503    1.4821    2.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826    1.7923    0.9820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    0.7709    0.4491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.4550    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4047    1.0810    1.3750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224   -0.7348   -0.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309   -1.3787   -0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1678   -0.9191    0.4619 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8169    0.1046    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403    0.6448    0.9644 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4976   -0.4091    2.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2952    0.9648   -1.4498 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4190    2.3467   -1.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3784   -1.0789   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867   -2.1237   -1.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9765   -2.2147   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -1.3288   -1.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626   -0.3025   -0.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3831   -0.1855   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3440    0.4530    2.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1841    1.5974    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7930    2.1462    2.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768   -2.2603   -0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140   -1.4289    2.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224   -0.3941    3.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3647   -0.0263    2.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3708    2.2090   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263    2.3302   -2.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9102    3.2906   -1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8992   -2.8219   -1.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2093   -3.0307   -2.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014   -1.4434   -2.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063    0.4127   -0.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  3  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  7 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Wasalexin a	HMDB
(3Z)-3-({[bis(methylsulphanyl)methylidene]amino}methylidene)-1-methoxy-2,3-dihydro-1H-indol-2-one	HMDB
Wasalexin b	MeSH

Chemical Formula

C₁₃H₁₄N₂O₂S₂

Average Molecular Weight

294.392

Monoisotopic Molecular Weight

294.049669082

IUPAC Name

(3Z)-3-({[bis(methylsulfanyl)methylidene]amino}methylidene)-1-methoxy-2,3-dihydro-1H-indol-2-one

Traditional Name

(3Z)-3-({[bis(methylsulfanyl)methylidene]amino}methylidene)-1-methoxyindol-2-one

CAS Registry Number

Not Available

SMILES

CON1C(=O)\C(=C/N=C(SC)SC)C2=CC=CC=C12

InChI Identifier

InChI=1S/C13H14N2O2S2/c1-17-15-11-7-5-4-6-9(11)10(12(15)16)8-14-13(18-2)19-3/h4-8H,1-3H3/b10-8-

InChI Key

JJQPWCPYNJNWID-NTMALXAHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Benzenoid
Carboxylic acid derivative
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Organic 1,3-dipolar compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034768)
Cytoplasm (HMDB: HMDB0034768)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034768)

Source

Exogenous

Food

Food (HMDB: HMDB0034768)

Herb and spice

Spice

Wasabi (FooDB: FOOD00498)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0034768)

Not Available

Nutrient (HMDB: HMDB0034768)

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	0.049 g/L	ALOGPS
logP	2.21	ALOGPS
logP	3.36	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	2.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	41.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	80.73 m³·mol⁻¹	ChemAxon
Polarizability	30.76 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-2H]-	191.666	30932474
DeepCCS	[M+Na]+	167.211	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	161.4	32859911
AllCCS	[M+NH4]+	167.7	32859911
AllCCS	[M+Na]+	168.6	32859911
AllCCS	[M-H]-	166.6	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	166.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Wasalexin B	CON1C(=O)\C(=C/N=C(SC)SC)C2=CC=CC=C12	3415.1	Standard polar	33892256
Wasalexin B	CON1C(=O)\C(=C/N=C(SC)SC)C2=CC=CC=C12	2504.2	Standard non polar	33892256
Wasalexin B	CON1C(=O)\C(=C/N=C(SC)SC)C2=CC=CC=C12	2533.0	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 - Wasalexin B GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-3190000000-e9017609c485973a1f7b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wasalexin B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Wasalexin B 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 - Wasalexin B 10V, Positive-QTOF	splash10-0002-0090000000-92710511fb67f6bff6a4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 20V, Positive-QTOF	splash10-0002-0090000000-a0830b8b8a67681d4475	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 40V, Positive-QTOF	splash10-03xv-2290000000-774a9a628d8ea4c487be	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 10V, Negative-QTOF	splash10-0006-0090000000-4586c2f6b494ed962856	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 20V, Negative-QTOF	splash10-014i-1090000000-775812040ee0af4427e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 40V, Negative-QTOF	splash10-014l-9170000000-950ff0d4cb7c5d8f5887	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 10V, Positive-QTOF	splash10-0002-0090000000-57dfa0ec067ad7b62959	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 20V, Positive-QTOF	splash10-00kb-0390000000-afbc56f427b913e8e80b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 40V, Positive-QTOF	splash10-0005-4910000000-576f757b333951170cad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 10V, Negative-QTOF	splash10-03dl-0090000000-fb13135534697be72bff	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 20V, Negative-QTOF	splash10-01ot-7090000000-0d2c0308efb6484d5b83	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Wasalexin B 40V, Negative-QTOF	splash10-052b-8930000000-d6f0abe89968f6d8822f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB013321

KNApSAcK ID

C00026891

Chemspider ID

9555773

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11380859

PDB ID

Not Available

ChEBI ID

174781

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Wasalexin B (HMDB0034768)

MOL for HMDB0034768 (Wasalexin B)

3D MOL for HMDB0034768 (Wasalexin B)

3D SDF for HMDB0034768 (Wasalexin B)

3D-SDF for HMDB0034768 (Wasalexin B)

PDB for HMDB0034768 (Wasalexin B)

3D PDB for HMDB0034768 (Wasalexin B)

SMILES for HMDB0034768 (Wasalexin B)

INCHI for HMDB0034768 (Wasalexin B)

Structure for HMDB0034768 (Wasalexin B)

3D Structure for HMDB0034768 (Wasalexin B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra