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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:04:01 UTC

Update Date

2022-03-07 02:53:40 UTC

HMDB ID

HMDB0033351

Secondary Accession Numbers

HMDB33351

Metabolite Identification

Common Name

Methoxybrassinin

Description

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

Structure

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

HMDB0033351
     RDKit          3D
Methoxybrassinin
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.8412    2.5552    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    2.0207   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    1.0646   -0.3367 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936    1.3432   -0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1158    0.1593   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373   -0.1289   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    1.0744   -0.1514 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5249    1.0299   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242    2.4022   -0.1695 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.5457    0.0933 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1260   -0.3754    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -0.8659   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -2.2425    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0725   -3.0433    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3044   -2.4343   -0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.0692   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.2506   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664    3.4504    1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247    1.7637    1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8607    2.8796    0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3356    2.3134   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371   -0.8763   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5867   -0.6117    0.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462    2.0153   -0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588    0.5819   -0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594   -0.4622    1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -1.2523   -0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -2.6883    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -4.1275    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1768   -3.0836   -0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939   -0.5960   -0.2859 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 02241219492D          

 17 18  0  0  0  0            999 V2000
   -0.6596   -2.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4025   -1.8979    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853   -1.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246   -0.5779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9075    0.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475    0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5775    0.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -0.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7324   -0.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    0.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8974    1.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5775    1.8149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203    2.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1453    2.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475    1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2275   -0.7429    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 16  2  0  0  0  0
  7  8  1  0  0  0  0
  7 12  2  0  0  0  0
  8  9  2  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
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033351

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2OS2/c1-15-14-8-9(7-13-12(16)17-2)10-5-3-4-6-11(10)14/h3-6,8H,7H2,1-2H3,(H,13,16)

> <INCHI_KEY>
KFZBENSULWNJKD-UHFFFAOYSA-N

> <FORMULA>
C12H14N2OS2

> <MOLECULAR_WEIGHT>
266.382

> <EXACT_MASS>
266.05475446

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.61041223899401

> <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)carbothioamide

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.986068753333333

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.490220529279266

> <JCHEM_PKA_STRONGEST_BASIC>
-4.587665149296905

> <JCHEM_POLAR_SURFACE_AREA>
26.19

> <JCHEM_REFRACTIVITY>
78.62950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033351
     RDKit          3D
Methoxybrassinin
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.8412    2.5552    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    2.0207   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    1.0646   -0.3367 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936    1.3432   -0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1158    0.1593   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373   -0.1289   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    1.0744   -0.1514 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5249    1.0299   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242    2.4022   -0.1695 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.5457    0.0933 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1260   -0.3754    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -0.8659   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -2.2425    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0725   -3.0433    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3044   -2.4343   -0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.0692   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.2506   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664    3.4504    1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247    1.7637    1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8607    2.8796    0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3356    2.3134   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371   -0.8763   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5867   -0.6117    0.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462    2.0153   -0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588    0.5819   -0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594   -0.4622    1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -1.2523   -0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -2.6883    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -4.1275    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1768   -3.0836   -0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939   -0.5960   -0.2859 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      -1.231  -4.159   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -2.618  -3.543   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -2.773  -2.003   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.539  -1.079   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.694   0.463   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.462   1.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.078   0.923   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.694  -0.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.234  -0.616   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.158   0.614   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.542   2.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.002   2.156   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.078   3.388   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       2.465   4.159   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.005   4.159   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.462   2.925   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0      -4.158  -1.387   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    7   11   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    6   13                                                       
CONECT   17    3                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0033351
HETATM    1  C1  UNL     1      -3.841   2.555   0.589  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.090   2.021  -0.465  1.00  0.00           O  
HETATM    3  N1  UNL     1      -2.130   1.065  -0.337  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.794   1.343  -0.303  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.116   0.159  -0.166  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.337  -0.129  -0.076  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.103   1.074  -0.151  1.00  0.00           N  
HETATM    8  C5  UNL     1       3.525   1.030  -0.085  1.00  0.00           C  
HETATM    9  S1  UNL     1       4.424   2.402  -0.169  1.00  0.00           S  
HETATM   10  S2  UNL     1       4.324  -0.546   0.093  1.00  0.00           S  
HETATM   11  C6  UNL     1       6.126  -0.375   0.157  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.076  -0.866  -0.116  1.00  0.00           C  
HETATM   13  C8  UNL     1      -0.956  -2.243   0.014  1.00  0.00           C  
HETATM   14  C9  UNL     1      -2.072  -3.043   0.038  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.304  -2.434  -0.072  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.438  -1.069  -0.201  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.303  -0.251  -0.225  1.00  0.00           C  
HETATM   18  H1  UNL     1      -3.366   3.450   1.059  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.025   1.764   1.344  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.861   2.880   0.245  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.336   2.313  -0.371  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.637  -0.876  -0.846  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.587  -0.612   0.912  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.646   2.015  -0.257  1.00  0.00           H  
HETATM   25  H8  UNL     1       6.459   0.582  -0.305  1.00  0.00           H  
HETATM   26  H9  UNL     1       6.459  -0.462   1.213  1.00  0.00           H  
HETATM   27  H10 UNL     1       6.563  -1.252  -0.382  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.042  -2.688   0.099  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.955  -4.128   0.141  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.177  -3.084  -0.051  1.00  0.00           H  
HETATM   31  H14 UNL     1      -4.394  -0.596  -0.286  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

HMDB0033351
     RDKit          3D
Methoxybrassinin
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.8412    2.5552    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    2.0207   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    1.0646   -0.3367 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7936    1.3432   -0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1158    0.1593   -0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3373   -0.1289   -0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1031    1.0744   -0.1514 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5249    1.0299   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4242    2.4022   -0.1695 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.5457    0.0933 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1260   -0.3754    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757   -0.8659   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565   -2.2425    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0725   -3.0433    0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3044   -2.4343   -0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -1.0692   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.2506   -0.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664    3.4504    1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247    1.7637    1.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8607    2.8796    0.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3356    2.3134   -0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371   -0.8763   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5867   -0.6117    0.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6462    2.0153   -0.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4588    0.5819   -0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594   -0.4622    1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5633   -1.2523   -0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -2.6883    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547   -4.1275    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1768   -3.0836   -0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3939   -0.5960   -0.2859 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

Not Available

Chemical Formula

C₁₂H₁₄N₂OS₂

Average Molecular Weight

266.382

Monoisotopic Molecular Weight

266.05475446

IUPAC Name

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

Traditional Name

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

CAS Registry Number

105748-60-5

SMILES

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

InChI Identifier

InChI=1S/C12H14N2OS2/c1-15-14-8-9(7-13-12(16)17-2)10-5-3-4-6-11(10)14/h3-6,8H,7H2,1-2H3,(H,13,16)

InChI Key

KFZBENSULWNJKD-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
Dithiocarbamic acid ester
Heteroaromatic compound
Sulfenyl compound
Azacycle
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:6841 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033351)

Cellular substructure

Membrane (HMDB: HMDB0033351)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033351)

Source

Exogenous

Food

Food (HMDB: HMDB0033351)

Vegetable

Cabbage

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

Root vegetable

Swede (FooDB: FOOD00028)

Brassica

Brassicas (FooDB: FOOD00857)

Herb and spice

Herb

Turnip (FooDB: FOOD00036)

Endogenous

Plant

Plant (HMDB: HMDB0033351)

Not Available

Nutrient (HMDB: HMDB0033351)

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	0.027 g/L	ALOGPS
logP	2.61	ALOGPS
logP	2.99	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.49	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.19 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.63 m³·mol⁻¹	ChemAxon
Polarizability	28.61 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]+	160.853	31661259
DarkChem	[M-H]-	157.349	31661259
DeepCCS	[M+H]+	151.998	30932474
DeepCCS	[M-H]-	149.64	30932474
DeepCCS	[M-2H]-	183.492	30932474
DeepCCS	[M+Na]+	158.323	30932474
AllCCS	[M+H]+	156.7	32859911
AllCCS	[M+H-H2O]+	153.1	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	161.0	32859911
AllCCS	[M-H]-	158.7	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	158.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methoxybrassinin	CON1C=C(CNC(=S)SC)C2=C1C=CC=C2	3885.5	Standard polar	33892256
Methoxybrassinin	CON1C=C(CNC(=S)SC)C2=C1C=CC=C2	2299.2	Standard non polar	33892256
Methoxybrassinin	CON1C=C(CNC(=S)SC)C2=C1C=CC=C2	2584.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methoxybrassinin,1TMS,isomer #1	CON1C=C(CN(C(=S)SC)[Si](C)(C)C)C2=CC=CC=C21	2431.9	Semi standard non polar	33892256
Methoxybrassinin,1TMS,isomer #1	CON1C=C(CN(C(=S)SC)[Si](C)(C)C)C2=CC=CC=C21	2372.4	Standard non polar	33892256
Methoxybrassinin,1TBDMS,isomer #1	CON1C=C(CN(C(=S)SC)[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2651.6	Semi standard non polar	33892256
Methoxybrassinin,1TBDMS,isomer #1	CON1C=C(CN(C(=S)SC)[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2581.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxybrassinin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-1590000000-d7dbcf70d6ccf90ce3f4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxybrassinin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxybrassinin 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 - Methoxybrassinin 10V, Positive-QTOF	splash10-014i-1490000000-4f8d5146199738d35d6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 20V, Positive-QTOF	splash10-00or-1940000000-95c43507f2b0e6c33b0b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 40V, Positive-QTOF	splash10-002g-2900000000-c5da380421abf0cbd46f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 10V, Negative-QTOF	splash10-014i-3190000000-f33c19225e13fa9646e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 20V, Negative-QTOF	splash10-000i-1940000000-109ed46c8252053f7797	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 40V, Negative-QTOF	splash10-00n4-9710000000-fd441621bd211ae1fc1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 10V, Positive-QTOF	splash10-014i-0290000000-b495fb7284a234a90da5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 20V, Positive-QTOF	splash10-014i-0790000000-94c0d5515759531d48fa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 40V, Positive-QTOF	splash10-053s-3900000000-dbfc68edcdac0d7f1ec4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 10V, Negative-QTOF	splash10-00kr-1940000000-4ced507f74157d770dde	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 20V, Negative-QTOF	splash10-0aor-9710000000-a69833b803b9cedf489a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxybrassinin 40V, Negative-QTOF	splash10-0a4i-9510000000-fafdda5a6048bfb49602	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3037463

PDB ID

Not Available

ChEBI ID

6841

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 Methoxybrassinin (HMDB0033351)

MOL for HMDB0033351 (Methoxybrassinin)

3D MOL for HMDB0033351 (Methoxybrassinin)

3D SDF for HMDB0033351 (Methoxybrassinin)

3D-SDF for HMDB0033351 (Methoxybrassinin)

PDB for HMDB0033351 (Methoxybrassinin)

3D PDB for HMDB0033351 (Methoxybrassinin)

SMILES for HMDB0033351 (Methoxybrassinin)

INCHI for HMDB0033351 (Methoxybrassinin)

Structure for HMDB0033351 (Methoxybrassinin)

3D Structure for HMDB0033351 (Methoxybrassinin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra