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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:20:56 UTC

Update Date

2022-03-07 02:53:47 UTC

HMDB ID

HMDB0033602

Secondary Accession Numbers

HMDB33602

Metabolite Identification

Common Name

Brassica oleracea Alkaloid

Description

Brassica oleracea Alkaloid belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Brassica oleracea Alkaloid has been detected, but not quantified in, brassicas. This could make brassica oleracea alkaloid a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Brassica oleracea Alkaloid.

Structure

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

HMDB0033602
     RDKit          3D
Brassica oleracea Alkaloid
 28 31  0  0  0  0  0  0  0  0999 V2000
    2.8931    1.2487    1.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6302    1.1654    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1800    2.2656   -0.1158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -0.1159   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012   -0.0144   -1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -1.6559   -1.9978 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403   -1.5174   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388   -2.1069   -2.1096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -1.8397   -1.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700   -0.9398   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356   -0.4243    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -0.6448   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    0.0162    0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    0.9020    1.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.1210    1.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540    0.4622    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    0.4944    0.8986 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3116   -0.3197   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595   -0.6403   -0.5806 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    3.1971    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712   -0.8781    0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    0.8023   -1.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8171   -0.0187   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -2.2936   -2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458   -1.3340   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2403   -0.1559    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4194    1.4070    2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822    1.8174    2.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
 18 10  1  0
 16 11  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  9 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
M  END


  Mrv0541 05061307132D          

 19 22  0  0  0  0            999 V2000
    5.5398    1.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5945    1.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995    0.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090    2.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293    0.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7348    1.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140    1.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3142    0.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1687    1.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4751    2.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746    1.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156    3.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1049    0.1951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4027    2.2884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0502    1.6230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818    3.5556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899    3.3122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8524    1.0337    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 14  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 19  6  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033602

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1CSC2=NC=C3C(=NC4=CC=CC=C34)N12

> <INCHI_IDENTIFIER>
InChI=1S/C13H9N3O2S/c17-12(18)10-6-19-13-14-5-8-7-3-1-2-4-9(7)15-11(8)16(10)13/h1-5,10H,6H2,(H,17,18)

> <INCHI_KEY>
CVIDYHVNYYVOGW-UHFFFAOYSA-N

> <FORMULA>
C13H9N3O2S

> <MOLECULAR_WEIGHT>
271.294

> <EXACT_MASS>
271.041547237

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
26.7869121329069

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-thia-2,7,16-triazatetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁵]hexadeca-1(16),6,8,10,12,14-hexaene-3-carboxylic acid

> <ALOGPS_LOGP>
1.37

> <JCHEM_LOGP>
2.193642820999999

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.787072229835858

> <JCHEM_PKA_STRONGEST_BASIC>
1.8056030635467482

> <JCHEM_POLAR_SURFACE_AREA>
68.01

> <JCHEM_REFRACTIVITY>
70.4074

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-thia-2,7,16-triazatetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁵]hexadeca-1(16),6,8,10,12,14-hexaene-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033602
     RDKit          3D
Brassica oleracea Alkaloid
 28 31  0  0  0  0  0  0  0  0999 V2000
    2.8931    1.2487    1.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6302    1.1654    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1800    2.2656   -0.1158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -0.1159   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012   -0.0144   -1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -1.6559   -1.9978 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403   -1.5174   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388   -2.1069   -2.1096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -1.8397   -1.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700   -0.9398   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356   -0.4243    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -0.6448   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    0.0162    0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    0.9020    1.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.1210    1.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540    0.4622    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    0.4944    0.8986 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3116   -0.3197   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595   -0.6403   -0.5806 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    3.1971    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712   -0.8781    0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    0.8023   -1.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8171   -0.0187   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -2.2936   -2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458   -1.3340   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2403   -0.1559    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4194    1.4070    2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822    1.8174    2.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
 18 10  1  0
 16 11  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  9 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  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      10.341   1.986   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.443   3.523   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.959   1.306   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.163   4.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.468   0.423   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.372   3.454   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.679   2.163   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.187   1.785   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.782   3.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.754   4.134   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.366   3.089   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.016   5.651   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.109   1.667   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       3.929   0.364   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       6.352   4.272   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       3.827   3.030   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       1.833   6.637   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.461   6.183   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       1.591   1.930   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2    9                                                       
CONECT    5    8   14                                                       
CONECT    6   10   19                                                       
CONECT    7    3    8    9                                                  
CONECT    8    5    7   11                                                  
CONECT    9    4    7   15                                                  
CONECT   10    6   12   16                                                  
CONECT   11    8   15   16                                                  
CONECT   12   10   17   18                                                  
CONECT   13   14   16   19                                                  
CONECT   14    5   13                                                       
CONECT   15    9   11                                                       
CONECT   16   10   11   13                                                  
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19    6   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0033602
HETATM    1  O1  UNL     1       2.893   1.249   1.802  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.630   1.165   0.585  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.180   2.266  -0.116  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.803  -0.116  -0.103  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.801  -0.014  -1.239  1.00  0.00           C  
HETATM    6  S1  UNL     1       3.390  -1.656  -1.998  1.00  0.00           S  
HETATM    7  C4  UNL     1       1.640  -1.517  -1.579  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.539  -2.107  -2.110  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.710  -1.840  -1.658  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.870  -0.940  -0.625  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.936  -0.424   0.083  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.290  -0.645  -0.002  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.167   0.016   0.848  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.700   0.902   1.789  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.349   1.121   1.873  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.454   0.462   1.023  1.00  0.00           C  
HETATM   17  N2  UNL     1      -0.116   0.494   0.899  1.00  0.00           N  
HETATM   18  C13 UNL     1       0.312  -0.320  -0.069  1.00  0.00           C  
HETATM   19  N3  UNL     1       1.559  -0.640  -0.581  1.00  0.00           N  
HETATM   20  H1  UNL     1       2.115   3.197   0.287  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.271  -0.878   0.602  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.520   0.802  -1.897  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.817  -0.019  -0.855  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.592  -2.294  -2.062  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.646  -1.334  -0.735  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.240  -0.156   0.783  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.419   1.407   2.444  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.982   1.817   2.613  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   19   21
CONECT    5    6   22   23
CONECT    6    7
CONECT    7    8    8   19
CONECT    8    9
CONECT    9   10   10   24
CONECT   10   11   18
CONECT   11   12   12   16
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17
CONECT   17   18   18
CONECT   18   19
END

HMDB0033602
     RDKit          3D
Brassica oleracea Alkaloid
 28 31  0  0  0  0  0  0  0  0999 V2000
    2.8931    1.2487    1.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6302    1.1654    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1800    2.2656   -0.1158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027   -0.1159   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012   -0.0144   -1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -1.6559   -1.9978 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6403   -1.5174   -1.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5388   -2.1069   -2.1096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -1.8397   -1.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8700   -0.9398   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356   -0.4243    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2896   -0.6448   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    0.0162    0.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7002    0.9020    1.7888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.1210    1.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4540    0.4622    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    0.4944    0.8986 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3116   -0.3197   -0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5595   -0.6403   -0.5806 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    3.1971    0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712   -0.8781    0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    0.8023   -1.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8171   -0.0187   -0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -2.2936   -2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6458   -1.3340   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2403   -0.1559    0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4194    1.4070    2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822    1.8174    2.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
 18 10  1  0
 16 11  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  9 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Thia-2,7,16-triazatetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁵]hexadeca-1(16),6,8,10,12,14-hexaene-3-carboxylate	Generator

Chemical Formula

C₁₃H₉N₃O₂S

Average Molecular Weight

271.294

Monoisotopic Molecular Weight

271.041547237

IUPAC Name

5-thia-2,7,16-triazatetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁵]hexadeca-1(16),6,8,10,12,14-hexaene-3-carboxylic acid

Traditional Name

5-thia-2,7,16-triazatetracyclo[7.7.0.0²,⁶.0¹⁰,¹⁵]hexadeca-1(16),6,8,10,12,14-hexaene-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1CSC2=NC=C3C(=NC4=CC=CC=C34)N12

InChI Identifier

InChI=1S/C13H9N3O2S/c17-12(18)10-6-19-13-14-5-8-7-3-1-2-4-9(7)15-11(8)16(10)13/h1-5,10H,6H2,(H,17,18)

InChI Key

CVIDYHVNYYVOGW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Indole
Pyrrolo[2,3-d]pyrimidine
Indole or derivatives
Pyrrolopyrimidine
Aryl thioether
Alkylarylthioether
Pyrimidine
Benzenoid
Azole
Heteroaromatic compound
Pyrrole
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Thioether
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033602)
Cytoplasm (HMDB: HMDB0033602)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033602)

Source

Exogenous

Exogenous (HMDB: HMDB0033602)

Food

Food (HMDB: HMDB0033602)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0033602)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033602)

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	0.34 g/L	ALOGPS
logP	1.37	ALOGPS
logP	2.19	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	1.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.01 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.41 m³·mol⁻¹	ChemAxon
Polarizability	26.79 Å³	ChemAxon
Number of Rings	4	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]+	160.324	31661259
DarkChem	[M-H]-	156.629	31661259
DeepCCS	[M-2H]-	193.795	30932474
DeepCCS	[M+Na]+	169.36	30932474
AllCCS	[M+H]+	158.9	32859911
AllCCS	[M+H-H2O]+	155.3	32859911
AllCCS	[M+NH4]+	162.3	32859911
AllCCS	[M+Na]+	163.2	32859911
AllCCS	[M-H]-	160.6	32859911
AllCCS	[M+Na-2H]-	159.7	32859911
AllCCS	[M+HCOO]-	158.8	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.	4.99 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1011 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.85 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	206.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1081.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	317.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	60.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	108.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	289.8 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	276.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	585.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	663.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	55.1 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	991.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	195.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	236.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	601.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	327.0 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	257.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Brassica oleracea Alkaloid	OC(=O)C1CSC2=NC=C3C(=NC4=CC=CC=C34)N12	3833.4	Standard polar	33892256
Brassica oleracea Alkaloid	OC(=O)C1CSC2=NC=C3C(=NC4=CC=CC=C34)N12	2471.4	Standard non polar	33892256
Brassica oleracea Alkaloid	OC(=O)C1CSC2=NC=C3C(=NC4=CC=CC=C34)N12	2853.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Brassica oleracea Alkaloid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1CSC2=NC=C3C(=NC4=CC=CC=C34)N21	2914.0	Semi standard non polar	33892256
Brassica oleracea Alkaloid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CSC2=NC=C3C(=NC4=CC=CC=C34)N21	3121.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Brassica oleracea Alkaloid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-1970000000-81543e7399808bb0fd65	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brassica oleracea Alkaloid GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-9451000000-af690bb4ab5d1bfb86d6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Brassica oleracea Alkaloid 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 - Brassica oleracea Alkaloid 10V, Positive-QTOF	splash10-00di-0090000000-ce5dbd18825559fe0164	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 20V, Positive-QTOF	splash10-00b9-0090000000-84ca6edd4f093b5e4f02	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 40V, Positive-QTOF	splash10-0006-1910000000-29adce7bd976aaa0fe60	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 10V, Negative-QTOF	splash10-00di-0090000000-221f26a87b9461083a52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 20V, Negative-QTOF	splash10-014i-0950000000-3c38f79caf2579ae2c78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 40V, Negative-QTOF	splash10-0pc0-8900000000-f7bd9985b678aa3abb59	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 10V, Positive-QTOF	splash10-00di-0090000000-2ecba04abc4d0694bc3b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 20V, Positive-QTOF	splash10-00di-0090000000-9e664ce6ba460bcf11c8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 40V, Positive-QTOF	splash10-0udi-0290000000-ae0d9b95a784c6e1bfef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 10V, Negative-QTOF	splash10-00di-0090000000-ae169f535584c6c3dff6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 20V, Negative-QTOF	splash10-0fk9-0190000000-4cc384140f6cfaa18402	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Brassica oleracea Alkaloid 40V, Negative-QTOF	splash10-014i-0910000000-1cff4838ac9666b8ec47	2021-09-24	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

FDB011690

KNApSAcK ID

Not Available

Chemspider ID

23255165

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100978913

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 Brassica oleracea Alkaloid (HMDB0033602)

MOL for HMDB0033602 (Brassica oleracea Alkaloid)

3D MOL for HMDB0033602 (Brassica oleracea Alkaloid)

3D SDF for HMDB0033602 (Brassica oleracea Alkaloid)

3D-SDF for HMDB0033602 (Brassica oleracea Alkaloid)

PDB for HMDB0033602 (Brassica oleracea Alkaloid)

3D PDB for HMDB0033602 (Brassica oleracea Alkaloid)

SMILES for HMDB0033602 (Brassica oleracea Alkaloid)

INCHI for HMDB0033602 (Brassica oleracea Alkaloid)

Structure for HMDB0033602 (Brassica oleracea Alkaloid)

3D Structure for HMDB0033602 (Brassica oleracea Alkaloid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra