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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:58:06 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038635

Secondary Accession Numbers

HMDB38635

Metabolite Identification

Common Name

Methoxybrassenin A

Description

Methoxybrassenin A belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Methoxybrassenin A has been detected, but not quantified in, brassicas. This could make methoxybrassenin a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methoxybrassenin A.

Structure

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

HMDB0038635
     RDKit          3D
Methoxybrassenin A
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.7651    2.8504    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634    1.6553   -0.1808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    0.7792   -0.0020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746    1.1136    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201   -0.0237    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295   -0.1480    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350    0.2589   -0.2300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    0.4553   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2164    0.2995    0.4429 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786    1.2879    1.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426    0.5445   -2.3512 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -0.2478   -2.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4480   -1.1035    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1809   -2.4431    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128   -3.2921   -0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4733   -2.7617   -0.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282   -1.4032   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6838   -0.5419   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    3.4701    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6375    3.3928    0.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593    2.6739    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815    2.1206    0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    0.6020    1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -1.1557    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9222    0.9953    2.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1241    1.1487    2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965    2.4015    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4018   -1.3052   -3.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2996    0.2387   -3.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -0.3391   -1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1644   -2.8049    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260   -4.3531   -0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2695   -3.4058   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984   -0.9595   -0.6607 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  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
M  END

  Mrv0541 05061310332D          

 18 19  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
    0.8838    0.0709    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
    1.1387    0.8555    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
    1.9233    1.9354    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
    0.8838    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
 10  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16  1  1  0  0  0  0
 16 15  1  0  0  0  0
 17  2  1  0  0  0  0
 17 13  1  0  0  0  0
 18  3  1  0  0  0  0
 18 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038635

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2OS2/c1-16-15-9-10(8-14-13(17-2)18-3)11-6-4-5-7-12(11)15/h4-7,9H,8H2,1-3H3

> <INCHI_KEY>
GQIAOJZSWXEICD-UHFFFAOYSA-N

> <FORMULA>
C13H16N2OS2

> <MOLECULAR_WEIGHT>
280.409

> <EXACT_MASS>
280.070404524

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
30.69488595256899

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[bis(methylsulfanyl)methylidene][(1-methoxy-1H-indol-3-yl)methyl]amine

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.8163268589999997

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.8105825972403817

> <JCHEM_POLAR_SURFACE_AREA>
26.52

> <JCHEM_REFRACTIVITY>
81.9383

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[bis(methylsulfanyl)methylidene][(1-methoxyindol-3-yl)methyl]amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038635
     RDKit          3D
Methoxybrassenin A
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.7651    2.8504    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634    1.6553   -0.1808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    0.7792   -0.0020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746    1.1136    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201   -0.0237    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295   -0.1480    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350    0.2589   -0.2300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    0.4553   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2164    0.2995    0.4429 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786    1.2879    1.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426    0.5445   -2.3512 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -0.2478   -2.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4480   -1.1035    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1809   -2.4431    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128   -3.2921   -0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4733   -2.7617   -0.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282   -1.4032   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6838   -0.5419   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    3.4701    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6375    3.3928    0.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593    2.6739    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815    2.1206    0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    0.6020    1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -1.1557    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9222    0.9953    2.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1241    1.1487    2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965    2.4015    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4018   -1.3052   -3.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2996    0.2387   -3.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -0.3391   -1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1644   -2.8049    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260   -4.3531   -0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2695   -3.4058   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984   -0.9595   -0.6607 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  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  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       1.650   0.132   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.220   2.843   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   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   3.613   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       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0       3.235  -3.621   0.000  0.00  0.00           S+0
HETATM   18  S   UNK     0       0.698  -2.797   0.000  0.00  0.00           S+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   12                                                       
CONECT    8   10   14                                                       
CONECT    9   10   15                                                       
CONECT   10    8    9   11                                                  
CONECT   11    6   10   12                                                  
CONECT   12    7   11   15                                                  
CONECT   13   14   17   18                                                  
CONECT   14    8   13                                                       
CONECT   15    9   12   16                                                  
CONECT   16    1   15                                                       
CONECT   17    2   13                                                       
CONECT   18    3   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0038635
HETATM    1  C1  UNL     1      -3.765   2.850   0.563  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.663   1.655  -0.181  1.00  0.00           O  
HETATM    3  N1  UNL     1      -2.630   0.779  -0.002  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.375   1.114   0.291  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.620  -0.024   0.382  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.829  -0.148   0.811  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.635   0.259  -0.230  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.756   0.455  -0.519  1.00  0.00           C  
HETATM    9  S1  UNL     1       4.216   0.299   0.443  1.00  0.00           S  
HETATM   10  C6  UNL     1       4.079   1.288   1.947  1.00  0.00           C  
HETATM   11  S2  UNL     1       3.043   0.545  -2.351  1.00  0.00           S  
HETATM   12  C7  UNL     1       4.635  -0.248  -2.638  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.448  -1.103   0.131  1.00  0.00           C  
HETATM   14  C9  UNL     1      -1.181  -2.443   0.035  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.213  -3.292  -0.327  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.473  -2.762  -0.571  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.728  -1.403  -0.462  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.684  -0.542  -0.099  1.00  0.00           C  
HETATM   19  H1  UNL     1      -2.845   3.470   0.401  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.638   3.393   0.250  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.859   2.674   1.675  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.981   2.121   0.468  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.874   0.602   1.679  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.067  -1.156   1.209  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.922   0.995   2.631  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.124   1.149   2.479  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.196   2.402   1.705  1.00  0.00           H  
HETATM   28  H10 UNL     1       4.402  -1.305  -3.008  1.00  0.00           H  
HETATM   29  H11 UNL     1       5.300   0.239  -3.364  1.00  0.00           H  
HETATM   30  H12 UNL     1       5.184  -0.339  -1.651  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.164  -2.805   0.231  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.026  -4.353  -0.416  1.00  0.00           H  
HETATM   33  H15 UNL     1      -4.270  -3.406  -0.850  1.00  0.00           H  
HETATM   34  H16 UNL     1      -4.698  -0.959  -0.661  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4   18
CONECT    4    5    5   22
CONECT    5    6   13
CONECT    6    7   23   24
CONECT    7    8    8
CONECT    8    9   11
CONECT    9   10
CONECT   10   25   26   27
CONECT   11   12
CONECT   12   28   29   30
CONECT   13   14   14   18
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   33
CONECT   17   18   18   34
END

HMDB0038635
     RDKit          3D
Methoxybrassenin A
 34 35  0  0  0  0  0  0  0  0999 V2000
   -3.7651    2.8504    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6634    1.6553   -0.1808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    0.7792   -0.0020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746    1.1136    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201   -0.0237    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8295   -0.1480    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350    0.2589   -0.2300 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7558    0.4553   -0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2164    0.2995    0.4429 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0786    1.2879    1.9474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426    0.5445   -2.3512 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -0.2478   -2.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4480   -1.1035    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1809   -2.4431    0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128   -3.2921   -0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4733   -2.7617   -0.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282   -1.4032   -0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6838   -0.5419   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    3.4701    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6375    3.3928    0.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593    2.6739    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815    2.1206    0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744    0.6020    1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0666   -1.1557    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9222    0.9953    2.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1241    1.1487    2.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965    2.4015    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4018   -1.3052   -3.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2996    0.2387   -3.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -0.3391   -1.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1644   -2.8049    0.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0260   -4.3531   -0.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2695   -3.4058   -0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984   -0.9595   -0.6607 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  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[Bis(methylsulphanyl)methylidene][(1-methoxy-1H-indol-3-yl)methyl]amine	HMDB

Chemical Formula

C₁₃H₁₆N₂OS₂

Average Molecular Weight

280.409

Monoisotopic Molecular Weight

280.070404524

IUPAC Name

[bis(methylsulfanyl)methylidene][(1-methoxy-1H-indol-3-yl)methyl]amine

Traditional Name

[bis(methylsulfanyl)methylidene][(1-methoxyindol-3-yl)methyl]amine

CAS Registry Number

142449-74-9

SMILES

CON1C=C(CN=C(SC)SC)C2=CC=CC=C12

InChI Identifier

InChI=1S/C13H16N2OS2/c1-16-15-9-10(8-14-13(17-2)18-3)11-6-4-5-7-12(11)15/h4-7,9H,8H2,1-3H3

InChI Key

GQIAOJZSWXEICD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038635)
Cell membrane (HMDB: HMDB0038635)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038635)

Source

Exogenous

Exogenous (HMDB: HMDB0038635)

Food

Food (HMDB: HMDB0038635)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0038635)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038635)

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	0.042 g/L	ALOGPS
logP	3.28	ALOGPS
logP	3.82	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	3.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.94 m³·mol⁻¹	ChemAxon
Polarizability	30.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.472	31661259
DarkChem	[M-H]-	160.843	31661259
DeepCCS	[M-2H]-	185.556	30932474
DeepCCS	[M+Na]+	160.411	30932474
AllCCS	[M+H]+	160.9	32859911
AllCCS	[M+H-H2O]+	157.5	32859911
AllCCS	[M+NH4]+	164.1	32859911
AllCCS	[M+Na]+	165.0	32859911
AllCCS	[M-H]-	162.7	32859911
AllCCS	[M+Na-2H]-	162.5	32859911
AllCCS	[M+HCOO]-	162.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methoxybrassenin A	CON1C=C(CN=C(SC)SC)C2=CC=CC=C12	3314.4	Standard polar	33892256
Methoxybrassenin A	CON1C=C(CN=C(SC)SC)C2=CC=CC=C12	2339.6	Standard non polar	33892256
Methoxybrassenin A	CON1C=C(CN=C(SC)SC)C2=CC=CC=C12	2359.8	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 A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukj-2590000000-2e9ed586616c14392236	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxybrassenin A 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 A 10V, Positive-QTOF	splash10-001i-0090000000-887a12c75d866085f768	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 20V, Positive-QTOF	splash10-001i-0090000000-eaf3aaff8215571fab8f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 40V, Positive-QTOF	splash10-000t-3590000000-d0f1800a5db9f44af307	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 10V, Negative-QTOF	splash10-004i-0090000000-a8259cb257cb7f419aa2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 20V, Negative-QTOF	splash10-0udi-0090000000-e14bee395b8d36c54573	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 40V, Negative-QTOF	splash10-0un9-9370000000-27d17e7d9f70eb127d29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 10V, Positive-QTOF	splash10-001i-0090000000-4e01b87bc17c1249fd23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 20V, Positive-QTOF	splash10-001i-0490000000-921f7fce21b6cd353be0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 40V, Positive-QTOF	splash10-000t-1900000000-b6540e2ff844951613c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 10V, Negative-QTOF	splash10-004i-2190000000-75f60453ef0c5d1995c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 20V, Negative-QTOF	splash10-0002-9010000000-de732e511cfbb12e8a73	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassenin A 40V, Negative-QTOF	splash10-0002-9300000000-a9dbfe8c22e4d371e265	2021-09-22	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

FDB018030

KNApSAcK ID

Not Available

Chemspider ID

30777274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101618767

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 A (HMDB0038635)

MOL for HMDB0038635 (Methoxybrassenin A)

3D MOL for HMDB0038635 (Methoxybrassenin A)

3D SDF for HMDB0038635 (Methoxybrassenin A)

3D-SDF for HMDB0038635 (Methoxybrassenin A)

PDB for HMDB0038635 (Methoxybrassenin A)

3D PDB for HMDB0038635 (Methoxybrassenin A)

SMILES for HMDB0038635 (Methoxybrassenin A)

INCHI for HMDB0038635 (Methoxybrassenin A)

Structure for HMDB0038635 (Methoxybrassenin A)

3D Structure for HMDB0038635 (Methoxybrassenin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra