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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:06:34 UTC

Update Date

2022-03-07 02:54:03 UTC

HMDB ID

HMDB0034303

Secondary Accession Numbers

HMDB34303

Metabolite Identification

Common Name

1-Methoxyspirobrassinin

Description

1-Methoxyspirobrassinin belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. 1-Methoxyspirobrassinin has been detected, but not quantified in, a few different foods, such as brassicas, cauliflowers (Brassica oleracea var. botrytis), and radishes (Raphanus sativus). This could make 1-methoxyspirobrassinin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-Methoxyspirobrassinin.

Structure

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

HMDB0034303
     RDKit          3D
1-Methoxyspirobrassinin
 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.2241   -0.0783    2.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -1.1103    1.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7175   -0.6544    1.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -0.3651    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.4156    2.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -0.0119    0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -1.0129   -0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -0.5410   -0.0151 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864    0.6500    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584    1.4045    0.5287 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8105    0.1856    0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186    1.4918    0.2414 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.0615   -0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7686    0.4135   -2.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360    0.3197   -2.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -0.1277   -2.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0877   -0.4839   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9028   -0.3794   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    0.4108    3.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385    0.6318    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.5504    3.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2236   -1.8818    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -1.3685   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332    0.2213    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3748    0.3805   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466   -0.8188    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    0.7544   -2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686    0.5914   -3.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0244   -0.1990   -2.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -0.8306   -0.5830 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
  6 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
 12  6  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  7 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

  Mrv0541 05061307422D          

 18 20  0  0  0  0            999 V2000
    2.9097    4.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    1.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9011    1.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077    2.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839    1.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0970    3.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9703    2.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7732    2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798    3.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0245    3.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    2.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9974    2.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1778    1.9060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8170    4.0133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733    4.2908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0976    4.7891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    2.6161    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2216    3.2402    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  8  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 10  2  0  0  0  0
 16  1  1  0  0  0  0
 16 14  1  0  0  0  0
 17  2  1  0  0  0  0
 17 11  1  0  0  0  0
 18 11  1  0  0  0  0
 18 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034303

> <DATABASE_NAME>
hmdb

> <SMILES>
CON1C(=O)C2(CN=C(SC)S2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N2O2S2/c1-16-14-9-6-4-3-5-8(9)12(10(14)15)7-13-11(17-2)18-12/h3-6H,7H2,1-2H3

> <INCHI_KEY>
HXTLALYTXJCGLD-UHFFFAOYSA-N

> <FORMULA>
C12H12N2O2S2

> <MOLECULAR_WEIGHT>
280.366

> <EXACT_MASS>
280.034019018

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.287137223576313

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methoxy-5'-(methylsulfanyl)-1,2-dihydro-3'H-spiro[indole-3,2'-[1,4]thiazole]-2-one

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
2.7711729590000003

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.558019488731727

> <JCHEM_PKA_STRONGEST_BASIC>
2.9372813809275637

> <JCHEM_POLAR_SURFACE_AREA>
41.900000000000006

> <JCHEM_REFRACTIVITY>
73.8528

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methoxy-5'-(methylsulfanyl)-3'H-spiro[indole-3,2'-[1,4]thiazole]-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034303
     RDKit          3D
1-Methoxyspirobrassinin
 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.2241   -0.0783    2.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -1.1103    1.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7175   -0.6544    1.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -0.3651    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.4156    2.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -0.0119    0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -1.0129   -0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -0.5410   -0.0151 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864    0.6500    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584    1.4045    0.5287 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8105    0.1856    0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186    1.4918    0.2414 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.0615   -0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7686    0.4135   -2.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360    0.3197   -2.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -0.1277   -2.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0877   -0.4839   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9028   -0.3794   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    0.4108    3.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385    0.6318    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.5504    3.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2236   -1.8818    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -1.3685   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332    0.2213    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3748    0.3805   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466   -0.8188    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    0.7544   -2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686    0.5914   -3.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0244   -0.1990   -2.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -0.8306   -0.5830 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
  6 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
 12  6  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  7 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  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       5.431   9.210   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.885   3.576   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.415   3.363   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.361   4.579   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.890   3.574   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.781   6.005   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.811   3.986   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.310   5.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.256   6.217   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.912   7.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.532   4.833   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.862   5.525   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.332   3.558   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.392   7.491   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       0.697   8.009   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.916   8.940   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      -2.071   4.883   0.000  0.00  0.00           S+0
HETATM   18  S   UNK     0       0.414   6.048   0.000  0.00  0.00           S+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    9                                                       
CONECT    7   12   13                                                       
CONECT    8    5    9   12                                                  
CONECT    9    6    8   14                                                  
CONECT   10   12   14   15                                                  
CONECT   11   13   17   18                                                  
CONECT   12    7    8   10   18                                             
CONECT   13    7   11                                                       
CONECT   14    9   10   16                                                  
CONECT   15   10                                                            
CONECT   16    1   14                                                       
CONECT   17    2   11                                                       
CONECT   18   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0034303
HETATM    1  C1  UNL     1      -3.224  -0.078   2.677  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.641  -1.110   1.949  1.00  0.00           O  
HETATM    3  N1  UNL     1      -1.718  -0.654   1.076  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.365  -0.365   1.398  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.120  -0.416   2.546  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.306  -0.012   0.153  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.387  -1.013  -0.230  1.00  0.00           C  
HETATM    8  N2  UNL     1       2.658  -0.541  -0.015  1.00  0.00           N  
HETATM    9  C5  UNL     1       2.886   0.650   0.232  1.00  0.00           C  
HETATM   10  S1  UNL     1       4.458   1.404   0.529  1.00  0.00           S  
HETATM   11  C6  UNL     1       5.811   0.186   0.444  1.00  0.00           C  
HETATM   12  S2  UNL     1       1.319   1.492   0.241  1.00  0.00           S  
HETATM   13  C7  UNL     1      -0.736   0.062  -0.895  1.00  0.00           C  
HETATM   14  C8  UNL     1      -0.769   0.413  -2.226  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.936   0.320  -2.948  1.00  0.00           C  
HETATM   16  C10 UNL     1      -3.098  -0.128  -2.358  1.00  0.00           C  
HETATM   17  C11 UNL     1      -3.088  -0.484  -1.028  1.00  0.00           C  
HETATM   18  C12 UNL     1      -1.903  -0.379  -0.325  1.00  0.00           C  
HETATM   19  H1  UNL     1      -2.487   0.411   3.358  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.639   0.632   1.937  1.00  0.00           H  
HETATM   21  H3  UNL     1      -4.023  -0.550   3.296  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.224  -1.882   0.479  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.177  -1.369  -1.277  1.00  0.00           H  
HETATM   24  H6  UNL     1       6.433   0.221   1.338  1.00  0.00           H  
HETATM   25  H7  UNL     1       6.375   0.381  -0.498  1.00  0.00           H  
HETATM   26  H8  UNL     1       5.347  -0.819   0.330  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.130   0.754  -2.671  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.969   0.591  -3.990  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.024  -0.199  -2.940  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.012  -0.831  -0.583  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4   18
CONECT    4    5    5    6
CONECT    6    7   12   13
CONECT    7    8   22   23
CONECT    8    9    9
CONECT    9   10   12
CONECT   10   11
CONECT   11   24   25   26
CONECT   13   14   14   18
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17   29
CONECT   17   18   18   30
END

HMDB0034303
     RDKit          3D
1-Methoxyspirobrassinin
 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.2241   -0.0783    2.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -1.1103    1.9489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7175   -0.6544    1.0759 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651   -0.3651    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200   -0.4156    2.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -0.0119    0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -1.0129   -0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579   -0.5410   -0.0151 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8864    0.6500    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584    1.4045    0.5287 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8105    0.1856    0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186    1.4918    0.2414 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.0615   -0.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7686    0.4135   -2.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360    0.3197   -2.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -0.1277   -2.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0877   -0.4839   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9028   -0.3794   -0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    0.4108    3.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385    0.6318    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.5504    3.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2236   -1.8818    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1772   -1.3685   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332    0.2213    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3748    0.3805   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466   -0.8188    0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    0.7544   -2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686    0.5914   -3.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0244   -0.1990   -2.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0118   -0.8306   -0.5830 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
  6 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
 12  6  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  7 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-1-Methoxyspirobrassinin	HMDB
1-Methoxy-5'-(methylsulphanyl)-1,2-dihydro-3'H-spiro[indole-3,2'-[1,4]thiazole]-2-one	Generator
1-Methoxyspirobrassinin	MeSH

Chemical Formula

C₁₂H₁₂N₂O₂S₂

Average Molecular Weight

280.366

Monoisotopic Molecular Weight

280.034019018

IUPAC Name

1-methoxy-5'-(methylsulfanyl)-1,2-dihydro-3'H-spiro[indole-3,2'-[1,4]thiazole]-2-one

Traditional Name

1-methoxy-5'-(methylsulfanyl)-3'H-spiro[indole-3,2'-[1,4]thiazole]-2-one

CAS Registry Number

156499-63-7

SMILES

CON1C(=O)C2(CN=C(SC)S2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C12H12N2O2S2/c1-16-14-9-6-4-3-5-8(9)12(10(14)15)7-13-11(17-2)18-12/h3-6H,7H2,1-2H3

InChI Key

HXTLALYTXJCGLD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Benzenoid
Meta-thiazoline
Carboxylic acid derivative
Sulfenyl compound
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
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: HMDB0034303)
Cytoplasm (HMDB: HMDB0034303)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034303)

Source

Exogenous

Exogenous (HMDB: HMDB0034303)

Food

Food (HMDB: HMDB0034303)

Vegetable

Cabbage

Cauliflower (FooDB: FOOD00031)

Root vegetable

Radish (FooDB: FOOD00153)

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0034303)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034303)

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	0.21 g/L	ALOGPS
logP	1.91	ALOGPS
logP	2.77	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	18.56	ChemAxon
pKa (Strongest Basic)	2.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	41.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.85 m³·mol⁻¹	ChemAxon
Polarizability	28.29 Å³	ChemAxon
Number of Rings	3	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]+	159.927	31661259
DarkChem	[M-H]-	161.062	31661259
DeepCCS	[M-2H]-	184.821	30932474
DeepCCS	[M+Na]+	160.196	30932474
AllCCS	[M+H]+	158.9	32859911
AllCCS	[M+H-H2O]+	155.4	32859911
AllCCS	[M+NH4]+	162.1	32859911
AllCCS	[M+Na]+	163.1	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	162.0	32859911
AllCCS	[M+HCOO]-	161.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Methoxyspirobrassinin	CON1C(=O)C2(CN=C(SC)S2)C2=CC=CC=C12	3483.0	Standard polar	33892256
1-Methoxyspirobrassinin	CON1C(=O)C2(CN=C(SC)S2)C2=CC=CC=C12	2226.2	Standard non polar	33892256
1-Methoxyspirobrassinin	CON1C(=O)C2(CN=C(SC)S2)C2=CC=CC=C12	2260.0	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 - 1-Methoxyspirobrassinin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zmi-3690000000-042d9519dff4c8e10e94	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methoxyspirobrassinin 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 - 1-Methoxyspirobrassinin 10V, Positive-QTOF	splash10-001i-0090000000-011bff18f8d6b96af4aa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 20V, Positive-QTOF	splash10-001i-0090000000-f7ceba0afe02465fe954	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 40V, Positive-QTOF	splash10-0f92-4490000000-582ac5044d3863e1f526	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 10V, Negative-QTOF	splash10-004i-1090000000-d03c5a4a7a8e24fc7909	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 20V, Negative-QTOF	splash10-0fkc-9070000000-ee3d1705c53e0463f522	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 40V, Negative-QTOF	splash10-0006-9020000000-4f864972814fab10fe78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 10V, Negative-QTOF	splash10-004i-0090000000-51faa295698fa67cfb61	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 20V, Negative-QTOF	splash10-004i-0090000000-bbb7206e768fe5896eaa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 40V, Negative-QTOF	splash10-0006-9660000000-798336bbc130b9982a3a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 10V, Positive-QTOF	splash10-001i-0090000000-af73e3c90a72ef767ce8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 20V, Positive-QTOF	splash10-001i-0090000000-5709fed842501faa0274	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methoxyspirobrassinin 40V, Positive-QTOF	splash10-00dl-3940000000-7f13a2f8b6b1c760c38f	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

FDB012651

KNApSAcK ID

C00036440

Chemspider ID

9600874

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11425998

PDB ID

Not Available

ChEBI ID

173992

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 1-Methoxyspirobrassinin (HMDB0034303)

MOL for HMDB0034303 (1-Methoxyspirobrassinin)

3D MOL for HMDB0034303 (1-Methoxyspirobrassinin)

3D SDF for HMDB0034303 (1-Methoxyspirobrassinin)

3D-SDF for HMDB0034303 (1-Methoxyspirobrassinin)

PDB for HMDB0034303 (1-Methoxyspirobrassinin)

3D PDB for HMDB0034303 (1-Methoxyspirobrassinin)

SMILES for HMDB0034303 (1-Methoxyspirobrassinin)

INCHI for HMDB0034303 (1-Methoxyspirobrassinin)

Structure for HMDB0034303 (1-Methoxyspirobrassinin)

3D Structure for HMDB0034303 (1-Methoxyspirobrassinin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra