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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:58:10 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038636

Secondary Accession Numbers

HMDB38636

Metabolite Identification

Common Name

Methoxybrassenin B

Description

Methoxybrassenin B belongs to the class of organic compounds known as indolecarboxamides and derivatives. Indolecarboxamides and derivatives are compounds containing a carboxamide group attached to an indole. Methoxybrassenin B has been detected, but not quantified in, brassicas. This could make methoxybrassenin b a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methoxybrassenin B.

Structure

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

HMDB0038636
     RDKit          3D
Methoxybrassenin B
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.5147    3.1928    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    1.9851    1.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    0.9259    0.5071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762    0.9720    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -0.2563   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -0.6332   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4646   -1.8015   -1.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3686    0.2628   -0.6160 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361    0.2497    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438   -0.9087    1.4946 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261   -2.1979    1.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5809    1.5570    0.0225 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084    2.6251   -1.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -1.0240   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742   -2.3516   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266   -2.9147   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -2.1811   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -0.8801    0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.2916    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200    3.2723   -0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495    3.2776   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    4.0755    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1396    1.8422    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3818   -1.8624    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354   -2.6119    2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -3.0710    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649    2.8204   -2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736    3.6399   -0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3133    2.1503   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -2.9559   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7806   -3.9425   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6741   -2.6224   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3808   -0.3416    0.6414 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
  5 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
  4 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 05061310332D          

 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
    2.5399   -1.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -2.2830    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
    0.6538    1.5229    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
    0.8838    0.0709    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
    1.4358   -0.5422    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
    0.0768   -0.1006    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
    1.7329   -1.9399    0.0000 S   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
  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 12  1  0  0  0  0
 14 13  2  0  0  0  0
 15  8  1  0  0  0  0
 15 11  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>
HMDB0038636

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
NFGCTENDKLNJTI-UHFFFAOYSA-N

> <FORMULA>
C13H14N2O2S2

> <MOLECULAR_WEIGHT>
294.392

> <EXACT_MASS>
294.049669082

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.749255805332584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[bis(methylsulfanyl)methylidene]-1-methoxy-1H-indole-3-carboxamide

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.258857097333334

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3719044182390223

> <JCHEM_POLAR_SURFACE_AREA>
43.59

> <JCHEM_REFRACTIVITY>
82.46539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[bis(methylsulfanyl)methylidene]-1-methoxyindole-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038636
     RDKit          3D
Methoxybrassenin B
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.5147    3.1928    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    1.9851    1.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    0.9259    0.5071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762    0.9720    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -0.2563   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -0.6332   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4646   -1.8015   -1.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3686    0.2628   -0.6160 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361    0.2497    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438   -0.9087    1.4946 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261   -2.1979    1.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5809    1.5570    0.0225 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084    2.6251   -1.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -1.0240   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742   -2.3516   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266   -2.9147   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -2.1811   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -0.8801    0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.2916    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200    3.2723   -0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495    3.2776   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    4.0755    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1396    1.8422    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3818   -1.8624    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354   -2.6119    2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -3.0710    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649    2.8204   -2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736    3.6399   -0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3133    2.1503   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -2.9559   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7806   -3.9425   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6741   -2.6224   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3808   -0.3416    0.6414 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
  5 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
  4 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       4.741  -3.301   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.222  -4.262   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       1.220   2.843   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       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.680  -1.012   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       0.143  -0.188   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       3.235  -3.621   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0       0.698  -2.797   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   15                                                       
CONECT    9    6   10   11                                                  
CONECT   10    8    9   12                                                  
CONECT   11    7    9   15                                                  
CONECT   12   10   14   16                                                  
CONECT   13   14   18   19                                                  
CONECT   14   12   13                                                       
CONECT   15    8   11   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    HMDB0038636
HETATM    1  C1  UNL     1      -2.515   3.193   0.322  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.543   1.985   1.024  1.00  0.00           O  
HETATM    3  N1  UNL     1      -1.794   0.926   0.507  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.476   0.972   0.238  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.049  -0.256  -0.266  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.295  -0.633  -0.683  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.465  -1.802  -1.111  1.00  0.00           O  
HETATM    8  N2  UNL     1       2.369   0.263  -0.616  1.00  0.00           N  
HETATM    9  C5  UNL     1       3.336   0.250   0.190  1.00  0.00           C  
HETATM   10  S1  UNL     1       3.644  -0.909   1.495  1.00  0.00           S  
HETATM   11  C6  UNL     1       2.426  -2.198   1.671  1.00  0.00           C  
HETATM   12  S2  UNL     1       4.581   1.557   0.022  1.00  0.00           S  
HETATM   13  C7  UNL     1       4.108   2.625  -1.336  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.194  -1.024  -0.276  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.374  -2.352  -0.682  1.00  0.00           C  
HETATM   16  C10 UNL     1      -2.627  -2.915  -0.600  1.00  0.00           C  
HETATM   17  C11 UNL     1      -3.692  -2.181  -0.124  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.500  -0.880   0.271  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.261  -0.292   0.200  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.420   3.272  -0.301  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.650   3.278  -0.378  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.449   4.076   1.004  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.140   1.842   0.396  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.382  -1.862   1.628  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.535  -2.612   2.723  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.606  -3.071   1.010  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.965   2.820  -2.014  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.774   3.640  -0.987  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.313   2.150  -1.937  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.560  -2.956  -1.060  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.781  -3.943  -0.911  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.674  -2.622  -0.060  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.381  -0.342   0.641  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4   19
CONECT    4    5    5   23
CONECT    5    6   14
CONECT    6    7    7    8
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

HMDB0038636
     RDKit          3D
Methoxybrassenin B
 33 34  0  0  0  0  0  0  0  0999 V2000
   -2.5147    3.1928    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433    1.9851    1.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    0.9259    0.5071 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4762    0.9720    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -0.2563   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -0.6332   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4646   -1.8015   -1.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3686    0.2628   -0.6160 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361    0.2497    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6438   -0.9087    1.4946 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261   -2.1979    1.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5809    1.5570    0.0225 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084    2.6251   -1.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -1.0240   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3742   -2.3516   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266   -2.9147   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -2.1811   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5002   -0.8801    0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -0.2916    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200    3.2723   -0.3007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495    3.2776   -0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4487    4.0755    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1396    1.8422    0.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3818   -1.8624    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5354   -2.6119    2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -3.0710    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649    2.8204   -2.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736    3.6399   -0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3133    2.1503   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -2.9559   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7806   -3.9425   -0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6741   -2.6224   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3808   -0.3416    0.6414 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
  5 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
  4 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
N-[Bis(methylsulphanyl)methylidene]-1-methoxy-1H-indole-3-carboxamide	HMDB

Chemical Formula

C₁₃H₁₄N₂O₂S₂

Average Molecular Weight

294.392

Monoisotopic Molecular Weight

294.049669082

IUPAC Name

N-[bis(methylsulfanyl)methylidene]-1-methoxy-1H-indole-3-carboxamide

Traditional Name

N-[bis(methylsulfanyl)methylidene]-1-methoxyindole-3-carboxamide

CAS Registry Number

142449-75-0

SMILES

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

InChI Identifier

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

InChI Key

NFGCTENDKLNJTI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxamides and derivatives. Indolecarboxamides and derivatives are compounds containing a carboxamide group attached to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxamides and derivatives

Alternative Parents

Substituents

Indolecarboxamide derivative
Indole
Pyrrole-3-carboxamide
Pyrrole-3-carboxylic acid or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Vinylogous amide
Carboxylic acid derivative
Azacycle
Sulfenyl compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038636)

Cellular substructure

Membrane (HMDB: HMDB0038636)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038636)

Source

Exogenous

Food

Food (HMDB: HMDB0038636)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0038636)

Not Available

Nutrient (HMDB: HMDB0038636)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	73 - 74 °C	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	2.7	ALOGPS
logP	3.26	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.59 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.47 m³·mol⁻¹	ChemAxon
Polarizability	30.75 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]+	168.47	31661259
DarkChem	[M-H]-	166.997	31661259
DeepCCS	[M-2H]-	189.414	30932474
DeepCCS	[M+Na]+	164.919	30932474
AllCCS	[M+H]+	163.8	32859911
AllCCS	[M+H-H2O]+	160.5	32859911
AllCCS	[M+NH4]+	166.9	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	164.9	32859911
AllCCS	[M+Na-2H]-	164.7	32859911
AllCCS	[M+HCOO]-	164.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methoxybrassenin B	CON1C=C(C(=O)N=C(SC)SC)C2=CC=CC=C12	3392.9	Standard polar	33892256
Methoxybrassenin B	CON1C=C(C(=O)N=C(SC)SC)C2=CC=CC=C12	2381.8	Standard non polar	33892256
Methoxybrassenin B	CON1C=C(C(=O)N=C(SC)SC)C2=CC=CC=C12	2637.3	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 - Methoxybrassenin B GC-MS (Non-derivatized) - 70eV, Positive	splash10-006w-4970000000-1a6ee8e736baeac35850	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxybrassenin 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 - Methoxybrassenin B 10V, Positive-QTOF	splash10-0002-0090000000-19bc68fe5e405f8bc778	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 20V, Positive-QTOF	splash10-0002-0090000000-5eef6c4dd37abaafefef	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 40V, Positive-QTOF	splash10-02t9-2390000000-16ba1a9cf5aa5a6f3664	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 10V, Negative-QTOF	splash10-0006-0090000000-4e543197e3c76890516a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 20V, Negative-QTOF	splash10-014i-0090000000-8e8cac02b499df7862d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 40V, Negative-QTOF	splash10-017i-4190000000-ca06f630a96282baf4f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 10V, Negative-QTOF	splash10-0006-1090000000-9fcbc5486856385f7e3e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 20V, Negative-QTOF	splash10-0002-9180000000-22ac96f5a5d95cc1dfc3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 40V, Negative-QTOF	splash10-0002-9130000000-0a7a4992eadaf40907bc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 10V, Positive-QTOF	splash10-0002-0190000000-16dbc75be73c5b25990d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 20V, Positive-QTOF	splash10-00di-0910000000-71d8393e76f37b76c891	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin B 40V, Positive-QTOF	splash10-006w-0900000000-197f9601f6e86dfe188a	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB018031

KNApSAcK ID

C00034053

Chemspider ID

30777275

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15145690

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

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

Showing metabocard for Methoxybrassenin B (HMDB0038636)

MOL for HMDB0038636 (Methoxybrassenin B)

3D MOL for HMDB0038636 (Methoxybrassenin B)

3D SDF for HMDB0038636 (Methoxybrassenin B)

3D-SDF for HMDB0038636 (Methoxybrassenin B)

PDB for HMDB0038636 (Methoxybrassenin B)

3D PDB for HMDB0038636 (Methoxybrassenin B)

SMILES for HMDB0038636 (Methoxybrassenin B)

INCHI for HMDB0038636 (Methoxybrassenin B)

Structure for HMDB0038636 (Methoxybrassenin B)

3D Structure for HMDB0038636 (Methoxybrassenin B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra