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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:58:13 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038637

Secondary Accession Numbers

HMDB38637

Metabolite Identification

Common Name

Methoxybrassitin

Description

Methoxybrassitin 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. Methoxybrassitin has been detected, but not quantified in, a few different foods, such as brassicas, cauliflowers (Brassica oleracea var. botrytis), and chinese cabbages (Brassica rapa). This could make methoxybrassitin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methoxybrassitin.

Structure

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

HMDB0038637
     RDKit          3D
Methoxybrassitin
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.0858    0.8877    2.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    1.2288    1.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113    0.4515    0.5604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -0.2176    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -0.8737   -0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -1.7208   -0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.7507    0.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9434   -0.5341    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7185    0.5382    0.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -0.5898    2.1125 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988    1.0698    2.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8321   -0.5807   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154   -0.9626   -2.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670   -0.5356   -3.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1227    0.2799   -2.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8874    0.6869   -1.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    0.2400   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609    1.7470    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922   -0.0354    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    0.7281    3.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5684   -0.2132    1.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9208   -1.4132   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -2.7663   -0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836   -2.6369    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7735    1.1353    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629    1.2406    3.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.8078    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -1.6139   -3.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -0.8407   -4.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424    0.6432   -3.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914    1.3289   -0.7585 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  3  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END


  Mrv0541 02241217572D          

 17 18  0  0  0  0            999 V2000
   -2.2798   -1.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6446   -0.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -0.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -0.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585   -1.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2732    1.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9114    1.1398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8202    0.3192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0916   -0.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1828   -0.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556   -1.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1857   -1.2310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592   -0.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0945    0.3192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798   -0.3199    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6446    0.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038637

> <DATABASE_NAME>
hmdb

> <SMILES>
CON1C=C(CNC(=O)SC)C2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O2S/c1-16-14-8-9(7-13-12(15)17-2)10-5-3-4-6-11(10)14/h3-6,8H,7H2,1-2H3,(H,13,15)

> <INCHI_KEY>
BHXCFNZULGNWRA-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O2S

> <MOLECULAR_WEIGHT>
250.317

> <EXACT_MASS>
250.077598392

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.607879287071274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(1-methoxy-1H-indol-3-yl)methyl](methylsulfanyl)formamide

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
2.0961991689999993

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.753801349894488

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5876671699718425

> <JCHEM_POLAR_SURFACE_AREA>
43.26

> <JCHEM_REFRACTIVITY>
70.6386

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1-methoxyindol-3-yl)methyl]methylsulfanylformamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038637
     RDKit          3D
Methoxybrassitin
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.0858    0.8877    2.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    1.2288    1.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113    0.4515    0.5604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -0.2176    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -0.8737   -0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -1.7208   -0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.7507    0.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9434   -0.5341    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7185    0.5382    0.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -0.5898    2.1125 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988    1.0698    2.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8321   -0.5807   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154   -0.9626   -2.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670   -0.5356   -3.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1227    0.2799   -2.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8874    0.6869   -1.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    0.2400   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609    1.7470    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922   -0.0354    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    0.7281    3.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5684   -0.2132    1.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9208   -1.4132   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -2.7663   -0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836   -2.6369    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7735    1.1353    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629    1.2406    3.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.8078    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -1.6139   -3.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -0.8407   -4.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424    0.6432   -3.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914    1.3289   -0.7585 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  3  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.256  -2.979   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.937  -1.787   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.256  -0.427   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.552  -0.427   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.872  -1.787   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.723  -3.149   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.510   3.149   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.701   2.128   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -1.531   0.596   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.171  -0.086   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.341  -1.617   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.850  -2.638   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.213  -2.298   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.724  -0.766   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.043   0.596   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       4.256  -0.597   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0       4.937   0.936   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   11                                                  
CONECT    6    1    5                                                       
CONECT    7    8                                                            
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11    5   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0038637
HETATM    1  C1  UNL     1      -3.086   0.888   2.073  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.831   1.229   1.513  1.00  0.00           O  
HETATM    3  N1  UNL     1      -1.211   0.451   0.560  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.031  -0.218   0.663  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.236  -0.874  -0.508  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.398  -1.721  -0.802  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.307  -1.751   0.322  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.943  -0.534   0.725  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.719   0.538   0.106  1.00  0.00           O  
HETATM   10  S1  UNL     1       4.049  -0.590   2.112  1.00  0.00           S  
HETATM   11  C6  UNL     1       4.699   1.070   2.390  1.00  0.00           C  
HETATM   12  C7  UNL     1      -0.832  -0.581  -1.337  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.115  -0.963  -2.643  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.267  -0.536  -3.275  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.123   0.280  -2.569  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.887   0.687  -1.272  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.723   0.240  -0.668  1.00  0.00           C  
HETATM   18  H1  UNL     1      -3.761   1.747   1.943  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.492  -0.035   1.566  1.00  0.00           H  
HETATM   20  H3  UNL     1      -2.990   0.728   3.175  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.568  -0.213   1.548  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.921  -1.413  -1.733  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.000  -2.766  -0.958  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.484  -2.637   0.814  1.00  0.00           H  
HETATM   25  H8  UNL     1       5.774   1.135   2.132  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.663   1.241   3.507  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.094   1.808   1.849  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.394  -1.614  -3.153  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.478  -0.841  -4.298  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.042   0.643  -3.021  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.591   1.329  -0.759  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4   17
CONECT    4    5    5   21
CONECT    5    6   12
CONECT    6    7   22   23
CONECT    7    8   24
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   25   26   27
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
END

HMDB0038637
     RDKit          3D
Methoxybrassitin
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.0858    0.8877    2.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8310    1.2288    1.5126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113    0.4515    0.5604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0306   -0.2176    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -0.8737   -0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -1.7208   -0.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.7507    0.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9434   -0.5341    0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7185    0.5382    0.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -0.5898    2.1125 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988    1.0698    2.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8321   -0.5807   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1154   -0.9626   -2.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670   -0.5356   -3.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1227    0.2799   -2.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8874    0.6869   -1.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    0.2400   -0.6684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609    1.7470    1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922   -0.0354    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9895    0.7281    3.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5684   -0.2132    1.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9208   -1.4132   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -2.7663   -0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836   -2.6369    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7735    1.1353    2.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629    1.2406    3.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    1.8078    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3935   -1.6139   -3.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -0.8407   -4.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424    0.6432   -3.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914    1.3289   -0.7585 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  3  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Methoxybrassitin	HMDB
N-[(1-Methoxy-1H-indol-3-yl)methyl](methylsulfanyl)carboximidate	Generator
N-[(1-Methoxy-1H-indol-3-yl)methyl](methylsulphanyl)carboximidate	Generator
N-[(1-Methoxy-1H-indol-3-yl)methyl](methylsulphanyl)carboximidic acid	Generator

Chemical Formula

C₁₂H₁₄N₂O₂S

Average Molecular Weight

250.317

Monoisotopic Molecular Weight

250.077598392

IUPAC Name

N-[(1-methoxy-1H-indol-3-yl)methyl](methylsulfanyl)formamide

Traditional Name

N-[(1-methoxyindol-3-yl)methyl]methylsulfanylformamide

CAS Registry Number

113900-63-3

SMILES

CON1C=C(CNC(=O)SC)C2=C1C=CC=C2

InChI Identifier

InChI=1S/C12H14N2O2S/c1-16-14-8-9(7-13-12(15)17-2)10-5-3-4-6-11(10)14/h3-6,8H,7H2,1-2H3,(H,13,15)

InChI Key

BHXCFNZULGNWRA-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
Carbonic acid derivative
Thiocarbamic acid derivative
Sulfenyl compound
Azacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038637)
Cytoplasm (HMDB: HMDB0038637)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038637)

Source

Exogenous

Exogenous (HMDB: HMDB0038637)

Food

Food (HMDB: HMDB0038637)

Vegetable

Cabbage

Chinese cabbage (FooDB: FOOD00035)
Cauliflower (FooDB: FOOD00031)

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0038637)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038637)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 - 96 °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	0.44 g/L	ALOGPS
logP	1.6	ALOGPS
logP	2.1	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	15.75	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.26 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.64 m³·mol⁻¹	ChemAxon
Polarizability	26.61 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]+	157.893	31661259
DarkChem	[M-H]-	154.799	31661259
DeepCCS	[M+H]+	149.08	30932474
DeepCCS	[M-H]-	146.722	30932474
DeepCCS	[M-2H]-	180.53	30932474
DeepCCS	[M+Na]+	155.351	30932474
AllCCS	[M+H]+	154.7	32859911
AllCCS	[M+H-H2O]+	151.0	32859911
AllCCS	[M+NH4]+	158.2	32859911
AllCCS	[M+Na]+	159.2	32859911
AllCCS	[M-H]-	157.7	32859911
AllCCS	[M+Na-2H]-	157.7	32859911
AllCCS	[M+HCOO]-	157.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.7 minutes	32390414
Predicted by Siyang on May 30, 2022	11.3504 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1965.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	328.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	135.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	135.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	421.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	506.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	921.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	377.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1187.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	301.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	321.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	187.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methoxybrassitin	CON1C=C(CNC(=O)SC)C2=C1C=CC=C2	3427.2	Standard polar	33892256
Methoxybrassitin	CON1C=C(CNC(=O)SC)C2=C1C=CC=C2	2212.2	Standard non polar	33892256
Methoxybrassitin	CON1C=C(CNC(=O)SC)C2=C1C=CC=C2	2281.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methoxybrassitin,1TMS,isomer #1	CON1C=C(CN(C(=O)SC)[Si](C)(C)C)C2=CC=CC=C21	2272.1	Semi standard non polar	33892256
Methoxybrassitin,1TMS,isomer #1	CON1C=C(CN(C(=O)SC)[Si](C)(C)C)C2=CC=CC=C21	2276.0	Standard non polar	33892256
Methoxybrassitin,1TBDMS,isomer #1	CON1C=C(CN(C(=O)SC)[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2485.0	Semi standard non polar	33892256
Methoxybrassitin,1TBDMS,isomer #1	CON1C=C(CN(C(=O)SC)[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2482.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxybrassitin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-4940000000-e93e9d4bbac9f1958496	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxybrassitin 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 - Methoxybrassitin 10V, Positive-QTOF	splash10-0fb9-1950000000-ee692f5a0f5956fbf405	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 20V, Positive-QTOF	splash10-004i-1920000000-b2473a4c66d985f81908	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 40V, Positive-QTOF	splash10-002g-1900000000-f61cefb81ed96f99d6a0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 10V, Negative-QTOF	splash10-0002-9170000000-b5a9739dc25225988efe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 20V, Negative-QTOF	splash10-00dj-5940000000-4144d68e5536d032d593	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 40V, Negative-QTOF	splash10-00di-8920000000-3981039ce8a37ff95c95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 10V, Negative-QTOF	splash10-00di-0900000000-48eae752248645981940	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 20V, Negative-QTOF	splash10-0002-9200000000-24ab322ff9b9ca376860	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 40V, Negative-QTOF	splash10-0002-6900000000-bbe207688ef53c075f9c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 10V, Positive-QTOF	splash10-0ufr-0980000000-c5cc8516255ce717db58	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 20V, Positive-QTOF	splash10-0ik9-0920000000-82d999e859d86701a094	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassitin 40V, Positive-QTOF	splash10-001j-1900000000-1deca6af409ebfb71c19	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

FDB018032

KNApSAcK ID

C00034922

Chemspider ID

28674925

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13993677

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 Methoxybrassitin (HMDB0038637)

MOL for HMDB0038637 (Methoxybrassitin)

3D MOL for HMDB0038637 (Methoxybrassitin)

3D SDF for HMDB0038637 (Methoxybrassitin)

3D-SDF for HMDB0038637 (Methoxybrassitin)

PDB for HMDB0038637 (Methoxybrassitin)

3D PDB for HMDB0038637 (Methoxybrassitin)

SMILES for HMDB0038637 (Methoxybrassitin)

INCHI for HMDB0038637 (Methoxybrassitin)

Structure for HMDB0038637 (Methoxybrassitin)

3D Structure for HMDB0038637 (Methoxybrassitin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra