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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:58:25 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038641

Secondary Accession Numbers

HMDB38641

Metabolite Identification

Common Name

1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone

Description

1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone, also known as 1-[2-(methylsulphanyl)-4H,9H-[1,3]thiazino[6,5-b]indol-4-yl]propan-2-one, 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. 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone has been detected, but not quantified in, brassicas. This could make 1-[4,9-dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone.

Structure

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

HMDB0038641
     RDKit          3D
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5142   -3.3272    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123   -3.0018   -0.9709 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789   -2.2493   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -1.8566   -1.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2305   -1.2502   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844   -1.2471   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -0.6787   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -0.4982   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -0.3507    0.7587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.0122    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1402   -0.1586    1.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    1.0208    1.7904 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    1.9610    1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4985    3.3213    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    4.0700    0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656    3.4440   -0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463    2.0758   -0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267    1.3232    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212   -1.8804    1.4253 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5056   -3.4242   -0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -2.5254    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1948   -4.2742    0.8411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -1.9822    0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -2.3256   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.7039   -2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8523    0.1895   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266   -1.4655   -1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372   -0.0257   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308    1.2157    2.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    3.8422    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    5.1503    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219    4.0250   -1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    1.5988   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  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
 11 19  1  0
 19  3  1  0
 18 10  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END


  Mrv0541 05061310342D          

 19 21  0  0  0  0            999 V2000
    0.9273   -2.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.5983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    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  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  2  0  0  0  0
 18  2  1  0  0  0  0
 18 14  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038641

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC1=NC(CC(C)=O)C2=C(NC3=CC=CC=C23)S1

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N2OS2/c1-8(17)7-11-12-9-5-3-4-6-10(9)15-13(12)19-14(16-11)18-2/h3-6,11,15H,7H2,1-2H3

> <INCHI_KEY>
YKKHSMWTSSXPSC-UHFFFAOYSA-N

> <FORMULA>
C14H14N2OS2

> <MOLECULAR_WEIGHT>
290.404

> <EXACT_MASS>
290.05475446

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.121543637630708

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[2-(methylsulfanyl)-4H,9H-[1,3]thiazino[6,5-b]indol-4-yl]propan-2-one

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.7089884636666657

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.71462996948972

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.057763640185856

> <JCHEM_PKA_STRONGEST_BASIC>
2.3052777700593667

> <JCHEM_POLAR_SURFACE_AREA>
45.22

> <JCHEM_REFRACTIVITY>
81.40649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-(methylsulfanyl)-4H,9H-[1,3]thiazino[6,5-b]indol-4-yl]propan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038641
     RDKit          3D
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5142   -3.3272    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123   -3.0018   -0.9709 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789   -2.2493   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -1.8566   -1.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2305   -1.2502   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844   -1.2471   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -0.6787   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -0.4982   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -0.3507    0.7587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.0122    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1402   -0.1586    1.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    1.0208    1.7904 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    1.9610    1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4985    3.3213    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    4.0700    0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656    3.4440   -0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463    2.0758   -0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267    1.3232    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212   -1.8804    1.4253 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5056   -3.4242   -0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -2.5254    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1948   -4.2742    0.8411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -1.9822    0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -2.3256   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.7039   -2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8523    0.1895   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266   -1.4655   -1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372   -0.0257   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308    1.2157    2.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    3.8422    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    5.1503    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219    4.0250   -1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    1.5988   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  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
 11 19  1  0
 19  3  1  0
 18 10  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  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       1.731  -4.768   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.155   2.875   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.411  -0.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.285  -2.159   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.255  -3.304   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.610   2.820   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       0.303  -0.374   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      -0.251  -2.983   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0      -1.679   1.410   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0       0.858   2.235   0.000  0.00  0.00           S+0
CONECT    1    8                                                            
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4   10                                                       
CONECT    7    8   11                                                       
CONECT    8    1    7   17                                                  
CONECT    9    5   10   12                                                  
CONECT   10    6    9   15                                                  
CONECT   11    7   12   16                                                  
CONECT   12    9   11   13                                                  
CONECT   13   12   15   19                                                  
CONECT   14   16   18   19                                                  
CONECT   15   10   13                                                       
CONECT   16   11   14                                                       
CONECT   17    8                                                            
CONECT   18    2   14                                                       
CONECT   19   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0038641
HETATM    1  C1  UNL     1       4.514  -3.327   0.354  1.00  0.00           C  
HETATM    2  S1  UNL     1       3.312  -3.002  -0.971  1.00  0.00           S  
HETATM    3  C2  UNL     1       1.879  -2.249  -0.364  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.899  -1.857  -1.066  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.231  -1.250  -0.394  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.484  -1.247  -1.162  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.627  -0.679  -0.398  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.978  -0.498  -0.990  1.00  0.00           C  
HETATM    9  O1  UNL     1      -2.441  -0.351   0.759  1.00  0.00           O  
HETATM   10  C7  UNL     1       0.198  -0.012   0.252  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.140  -0.159   1.292  1.00  0.00           C  
HETATM   12  N2  UNL     1       1.368   1.021   1.790  1.00  0.00           N  
HETATM   13  C9  UNL     1       0.624   1.961   1.128  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.499   3.321   1.232  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.323   4.070   0.416  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.066   3.444  -0.563  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.946   2.076  -0.674  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.127   1.323   0.143  1.00  0.00           C  
HETATM   19  S2  UNL     1       1.721  -1.880   1.425  1.00  0.00           S  
HETATM   20  H1  UNL     1       5.506  -3.424  -0.127  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.440  -2.525   1.088  1.00  0.00           H  
HETATM   22  H3  UNL     1       4.195  -4.274   0.841  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.411  -1.982   0.474  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.760  -2.326  -1.351  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.448  -0.704  -2.128  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.852   0.189  -1.859  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.427  -1.465  -1.308  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.637  -0.026  -0.268  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.031   1.216   2.588  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.076   3.842   1.998  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.420   5.150   0.502  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.722   4.025  -1.221  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.502   1.599  -1.440  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5
CONECT    5    6   10   23
CONECT    6    7   24   25
CONECT    7    8    9    9
CONECT    8   26   27   28
CONECT   10   11   11   18
CONECT   11   12   19
CONECT   12   13   29
CONECT   13   14   14   18
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   18   33
END

HMDB0038641
     RDKit          3D
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.5142   -3.3272    0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123   -3.0018   -0.9709 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8789   -2.2493   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8991   -1.8566   -1.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2305   -1.2502   -0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844   -1.2471   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -0.6787   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -0.4982   -0.9897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4407   -0.3507    0.7587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.0122    0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1402   -0.1586    1.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3678    1.0208    1.7904 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    1.9610    1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4985    3.3213    1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229    4.0700    0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656    3.4440   -0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463    2.0758   -0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1267    1.3232    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212   -1.8804    1.4253 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5056   -3.4242   -0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -2.5254    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1948   -4.2742    0.8411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108   -1.9822    0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7601   -2.3256   -1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.7039   -2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8523    0.1895   -1.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266   -1.4655   -1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6372   -0.0257   -0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0308    1.2157    2.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    3.8422    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    5.1503    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219    4.0250   -1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    1.5988   -1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  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
 11 19  1  0
 19  3  1  0
 18 10  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[2-(Methylsulphanyl)-4H,9H-[1,3]thiazino[6,5-b]indol-4-yl]propan-2-one	HMDB

Chemical Formula

C₁₄H₁₄N₂OS₂

Average Molecular Weight

290.404

Monoisotopic Molecular Weight

290.05475446

IUPAC Name

1-[2-(methylsulfanyl)-4H,9H-[1,3]thiazino[6,5-b]indol-4-yl]propan-2-one

Traditional Name

1-[2-(methylsulfanyl)-4H,9H-[1,3]thiazino[6,5-b]indol-4-yl]propan-2-one

CAS Registry Number

113866-43-6

SMILES

CSC1=NC(CC(C)=O)C2=C(NC3=CC=CC=C23)S1

InChI Identifier

InChI=1S/C14H14N2OS2/c1-8(17)7-11-12-9-5-3-4-6-10(9)15-13(12)19-14(16-11)18-2/h3-6,11,15H,7H2,1-2H3

InChI Key

YKKHSMWTSSXPSC-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
Aryl thioether
Benzenoid
Pyrrole
Heteroaromatic compound
Ketone
Sulfenyl compound
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038641)

Cellular substructure

Membrane (HMDB: HMDB0038641)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038641)

Source

Exogenous

Food

Food (HMDB: HMDB0038641)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0038641)

Not Available

Nutrient (HMDB: HMDB0038641)

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	0.016 g/L	ALOGPS
logP	2.99	ALOGPS
logP	3.71	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	12.06	ChemAxon
pKa (Strongest Basic)	2.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.41 m³·mol⁻¹	ChemAxon
Polarizability	31.12 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]+	167.811	31661259
DarkChem	[M-H]-	164.181	31661259
DeepCCS	[M-2H]-	197.562	30932474
DeepCCS	[M+Na]+	172.789	30932474
AllCCS	[M+H]+	163.5	32859911
AllCCS	[M+H-H2O]+	160.1	32859911
AllCCS	[M+NH4]+	166.8	32859911
AllCCS	[M+Na]+	167.7	32859911
AllCCS	[M-H]-	167.9	32859911
AllCCS	[M+Na-2H]-	167.5	32859911
AllCCS	[M+HCOO]-	167.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone	CSC1=NC(CC(C)=O)C2=C(NC3=CC=CC=C23)S1	3613.0	Standard polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone	CSC1=NC(CC(C)=O)C2=C(NC3=CC=CC=C23)S1	2701.1	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone	CSC1=NC(CC(C)=O)C2=C(NC3=CC=CC=C23)S1	2717.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C)C2=C([NH]C3=CC=CC=C23)S1	2794.4	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C)C2=C([NH]C3=CC=CC=C23)S1	2541.4	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C	2706.5	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C	2546.5	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TMS,isomer #3	CSC1=NC(CC(C)=O)C2=C(S1)N([Si](C)(C)C)C1=CC=CC=C21	2611.5	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TMS,isomer #3	CSC1=NC(CC(C)=O)C2=C(S1)N([Si](C)(C)C)C1=CC=CC=C21	2413.6	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C)C2=C(S1)N([Si](C)(C)C)C1=CC=CC=C21	2793.2	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C)C2=C(S1)N([Si](C)(C)C)C1=CC=CC=C21	2565.9	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	2720.3	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	2578.1	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TBDMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C(C)(C)C)C2=C([NH]C3=CC=CC=C23)S1	2979.7	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TBDMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C(C)(C)C)C2=C([NH]C3=CC=CC=C23)S1	2809.9	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TBDMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C	2915.8	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TBDMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C	2804.7	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TBDMS,isomer #3	CSC1=NC(CC(C)=O)C2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C21	2769.1	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,1TBDMS,isomer #3	CSC1=NC(CC(C)=O)C2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C21	2674.8	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TBDMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C(C)(C)C)C2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C21	3083.5	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TBDMS,isomer #1	CSC1=NC(C=C(C)O[Si](C)(C)C(C)(C)C)C2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C21	3081.0	Standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TBDMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3025.5	Semi standard non polar	33892256
1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone,2TBDMS,isomer #2	C=C(CC1N=C(SC)SC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3081.0	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-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9280000000-51950756f97cf2b8fea8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 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-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 10V, Positive-QTOF	splash10-006x-1190000000-5222ad998cc8dfcc75c6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 20V, Positive-QTOF	splash10-00ed-1190000000-534413d4b3ff761d3ef2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 40V, Positive-QTOF	splash10-0udi-9200000000-ee6cd12a519ac2432481	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 10V, Negative-QTOF	splash10-0a4i-0090000000-1110ae6b2e4de423ee1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 20V, Negative-QTOF	splash10-00di-9320000000-726a780e791da1e04c5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 40V, Negative-QTOF	splash10-0006-9000000000-e04c775320736960a9d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 10V, Negative-QTOF	splash10-000i-0090000000-1bdb98d8804463b3b241	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 20V, Negative-QTOF	splash10-000b-0490000000-110b4f3fd18cee735e7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 40V, Negative-QTOF	splash10-000b-2910000000-2dbd7180580f28f745aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 10V, Positive-QTOF	splash10-0006-0090000000-02dbb8b88b51e96791c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 20V, Positive-QTOF	splash10-006x-0090000000-c7ef235b5d68c533b719	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone 40V, Positive-QTOF	splash10-0017-5690000000-54d379574727f9884ea8	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018036

KNApSAcK ID

C00055329

Chemspider ID

35014620

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13993678

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 1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone (HMDB0038641)

MOL for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

3D MOL for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

3D SDF for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

3D-SDF for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

PDB for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

3D PDB for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

SMILES for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

INCHI for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

Structure for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

3D Structure for HMDB0038641 (1-[4,9-Dihydro-2-(methylthio)-1,3-thiazino[6,5-b]indol-4-yl]-2-propanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra