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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 17:08:01 UTC

Update Date

2021-09-23 17:08:01 UTC

HMDB ID

HMDB0302353

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Orgothionenine

Description

Orgothionenine belongs to histidine and derivatives class of compounds. Those are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Orgothionenine is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Orgothionenine can be found in oat, which makes orgothionenine a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302353
     RDKit          3D
Orgothionenine
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.5824   -0.8777    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    0.3629    0.1760 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.2674    1.3601    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2621    0.7847   -1.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4542    0.1404    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -0.6878   -0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412   -0.8161   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -1.8275    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -1.6359    0.4975 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215   -0.5332   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526    0.1688   -0.4360 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6804   -0.0495   -0.7357 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646    1.4184    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146    1.5232    1.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    2.6395    0.0679 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6746   -0.7398    0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -1.6222   -0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3605   -1.1923    1.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0853    0.9982    1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5357    2.2945    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    1.6278    1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1230    0.0304   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163    1.7341   -1.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3683    0.9701   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354   -0.4037    1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1280   -0.2918   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412   -1.7274   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.6479    0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -2.1938    1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6908    1.1934    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
M  CHG  2   2   1  15  -1
M  END


  Mrv0541 02241223412D          

 15 15  0  0  0  0            999 V2000
   -1.6103   -0.9495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1152   -2.1881    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.2064   -1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    0.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6103    0.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    1.1148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144    1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2797    2.2711    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -0.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4540   -1.5277    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.1967   -2.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064   -2.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  CHG  2   3  -1  13   1
M  END
> <DATABASE_ID>
HMDB0302353

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(C)C(CC1=CNC(S)=N1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)

> <INCHI_KEY>
SSISHJJTAXXQAX-UHFFFAOYSA-N

> <FORMULA>
C9H15N3O2S

> <MOLECULAR_WEIGHT>
229.299

> <EXACT_MASS>
229.088497429

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.56933476724945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-sulfanyl-1H-imidazol-4-yl)-2-(trimethylazaniumyl)propanoate

> <ALOGPS_LOGP>
-0.52

> <JCHEM_LOGP>
-4.266046853397856

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.851163887242994

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8737686544662813

> <JCHEM_PKA_STRONGEST_BASIC>
5.065570718584845

> <JCHEM_POLAR_SURFACE_AREA>
68.81

> <JCHEM_REFRACTIVITY>
81.79639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-sulfanyl-1H-imidazol-4-yl)-2-(trimethylammonio)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302353
     RDKit          3D
Orgothionenine
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.5824   -0.8777    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    0.3629    0.1760 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.2674    1.3601    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2621    0.7847   -1.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4542    0.1404    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -0.6878   -0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412   -0.8161   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -1.8275    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -1.6359    0.4975 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215   -0.5332   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526    0.1688   -0.4360 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6804   -0.0495   -0.7357 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646    1.4184    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146    1.5232    1.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    2.6395    0.0679 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6746   -0.7398    0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -1.6222   -0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3605   -1.1923    1.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0853    0.9982    1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5357    2.2945    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    1.6278    1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1230    0.0304   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163    1.7341   -1.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3683    0.9701   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354   -0.4037    1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1280   -0.2918   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412   -1.7274   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.6479    0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -2.1938    1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6908    1.1934    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
M  CHG  2   2   1  15  -1
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  O   UNK     0      -3.006  -1.772   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.773  -2.697   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.082  -4.084   0.000  0.00  0.00           O-1
HETATM    4  C   UNK     0      -0.385  -1.926   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.385  -0.386   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.693   0.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.080   0.385   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.006   1.619   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       0.693   2.081   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.080   2.698   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       2.389   4.239   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0       2.080  -1.772   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.847  -2.852   0.000  0.00  0.00           N+1
HETATM   14  C   UNK     0       2.234  -3.777   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.385  -4.239   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7   10                                                       
CONECT    9    6   10                                                       
CONECT   10    8    9   11                                                  
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13    4   12   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0302353
HETATM    1  C1  UNL     1      -2.582  -0.878   0.480  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.857   0.363   0.176  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -2.267   1.360   1.144  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.262   0.785  -1.118  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.454   0.140   0.340  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.196  -0.688  -0.700  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.641  -0.816  -0.374  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.200  -1.828   0.416  1.00  0.00           C  
HETATM    9  N2  UNL     1       3.517  -1.636   0.497  1.00  0.00           N  
HETATM   10  C8  UNL     1       3.822  -0.533  -0.216  1.00  0.00           C  
HETATM   11  S1  UNL     1       5.453   0.169  -0.436  1.00  0.00           S  
HETATM   12  N3  UNL     1       2.680  -0.050  -0.736  1.00  0.00           N  
HETATM   13  C9  UNL     1       0.265   1.418   0.497  1.00  0.00           C  
HETATM   14  O1  UNL     1       1.415   1.523   1.016  1.00  0.00           O  
HETATM   15  O2  UNL     1      -0.293   2.640   0.068  1.00  0.00           O1-
HETATM   16  H1  UNL     1      -3.675  -0.740   0.324  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.238  -1.622  -0.250  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.361  -1.192   1.518  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.085   0.998   1.800  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.536   2.295   0.626  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.430   1.628   1.842  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.123   0.030  -1.915  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.816   1.734  -1.455  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.368   0.970  -1.076  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.335  -0.404   1.324  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.128  -0.292  -1.723  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.241  -1.727  -0.653  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.659  -2.648   0.895  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.259  -2.194   1.004  1.00  0.00           H  
HETATM   30  H15 UNL     1       5.691   1.193   0.524  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4    5
CONECT    3   19   20   21
CONECT    4   22   23   24
CONECT    5    6   13   25
CONECT    6    7   26   27
CONECT    7    8    8   12
CONECT    8    9   28
CONECT    9   10   29
CONECT   10   11   12   12
CONECT   11   30
CONECT   13   14   14   15
END

HMDB0302353
     RDKit          3D
Orgothionenine
 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.5824   -0.8777    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8569    0.3629    0.1760 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.2674    1.3601    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2621    0.7847   -1.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4542    0.1404    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -0.6878   -0.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412   -0.8161   -0.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -1.8275    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -1.6359    0.4975 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215   -0.5332   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4526    0.1688   -0.4360 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.6804   -0.0495   -0.7357 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646    1.4184    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146    1.5232    1.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934    2.6395    0.0679 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.6746   -0.7398    0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -1.6222   -0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3605   -1.1923    1.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0853    0.9982    1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5357    2.2945    0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    1.6278    1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1230    0.0304   -1.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8163    1.7341   -1.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3683    0.9701   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354   -0.4037    1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1280   -0.2918   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412   -1.7274   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.6479    0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -2.1938    1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6908    1.1934    0.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 12  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
M  CHG  2   2   1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{5-[2-carboxy-2-(trimethylazaniumyl)ethyl]-1H-imidazol-2-yl}sulphanide	Generator

Chemical Formula

C₉H₁₅N₃O₂S

Average Molecular Weight

229.299

Monoisotopic Molecular Weight

229.088497429

IUPAC Name

3-(2-sulfanyl-1H-imidazol-4-yl)-2-(trimethylazaniumyl)propanoate

Traditional Name

3-(2-sulfanyl-1H-imidazol-4-yl)-2-(trimethylammonio)propanoate

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)C(CC1=CNC(S)=N1)C([O-])=O

InChI Identifier

InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)

InChI Key

SSISHJJTAXXQAX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
Alpha-amino acid
Imidazolyl carboxylic acid derivative
Aralkylamine
Imidazole-2-thione
Azole
Imidazole
Quaternary ammonium salt
Heteroaromatic compound
Tetraalkylammonium salt
Thiourea
Carboxylic acid salt
Organoheterocyclic compound
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Amine
Organosulfur compound
Organic oxide
Organic salt
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302353)

Food

Cereal and cereal product

Cereal

Oat (FooDB: FOOD00022)

Process

Not Available

Role

Not Available

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
logP	-0.52	ALOGPS
logP	-4.3	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	5.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.81 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.8 m³·mol⁻¹	ChemAxon
Polarizability	23.57 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	147.973	32859911
AllCCS	[M+H-H2O]+	144.464	32859911
AllCCS	[M+Na]+	152.168	32859911
AllCCS	[M+NH4]+	151.231	32859911
AllCCS	[M-H]-	157.583	32859911
AllCCS	[M+Na-2H]-	158.519	32859911
AllCCS	[M+HCOO]-	159.612	32859911
DeepCCS	[M+H]+	144.528	30932474
DeepCCS	[M-H]-	141.752	30932474
DeepCCS	[M-2H]-	177.908	30932474
DeepCCS	[M+Na]+	153.446	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	8.9656 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.81 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	387.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	237.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	82.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	43.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	268.0 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	237.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	950.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	635.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	39.0 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	1119.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	176.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	640.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	519.6 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	192.9 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Orgothionenine,1TMS,isomer #1	C[N+](C)(C)C(CC1=C[NH]C(S[Si](C)(C)C)=N1)C(=O)[O-]	1962.9	Semi standard non polar	33892256
Orgothionenine,1TMS,isomer #1	C[N+](C)(C)C(CC1=C[NH]C(S[Si](C)(C)C)=N1)C(=O)[O-]	1926.2	Standard non polar	33892256
Orgothionenine,1TMS,isomer #1	C[N+](C)(C)C(CC1=C[NH]C(S[Si](C)(C)C)=N1)C(=O)[O-]	2551.0	Standard polar	33892256
Orgothionenine,1TMS,isomer #2	C[N+](C)(C)C(CC1=CN([Si](C)(C)C)C(S)=N1)C(=O)[O-]	2162.5	Semi standard non polar	33892256
Orgothionenine,1TMS,isomer #2	C[N+](C)(C)C(CC1=CN([Si](C)(C)C)C(S)=N1)C(=O)[O-]	1966.0	Standard non polar	33892256
Orgothionenine,1TMS,isomer #2	C[N+](C)(C)C(CC1=CN([Si](C)(C)C)C(S)=N1)C(=O)[O-]	2429.5	Standard polar	33892256
Orgothionenine,2TMS,isomer #1	C[N+](C)(C)C(CC1=CN([Si](C)(C)C)C(S[Si](C)(C)C)=N1)C(=O)[O-]	2131.7	Semi standard non polar	33892256
Orgothionenine,2TMS,isomer #1	C[N+](C)(C)C(CC1=CN([Si](C)(C)C)C(S[Si](C)(C)C)=N1)C(=O)[O-]	2010.4	Standard non polar	33892256
Orgothionenine,2TMS,isomer #1	C[N+](C)(C)C(CC1=CN([Si](C)(C)C)C(S[Si](C)(C)C)=N1)C(=O)[O-]	2356.5	Standard polar	33892256
Orgothionenine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1=NC(CC(C(=O)[O-])[N+](C)(C)C)=C[NH]1	2188.8	Semi standard non polar	33892256
Orgothionenine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1=NC(CC(C(=O)[O-])[N+](C)(C)C)=C[NH]1	2153.5	Standard non polar	33892256
Orgothionenine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1=NC(CC(C(=O)[O-])[N+](C)(C)C)=C[NH]1	2615.1	Standard polar	33892256
Orgothionenine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(C(=O)[O-])[N+](C)(C)C)N=C1S	2363.3	Semi standard non polar	33892256
Orgothionenine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(C(=O)[O-])[N+](C)(C)C)N=C1S	2184.3	Standard non polar	33892256
Orgothionenine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(C(=O)[O-])[N+](C)(C)C)N=C1S	2504.4	Standard polar	33892256
Orgothionenine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1=NC(CC(C(=O)[O-])[N+](C)(C)C)=CN1[Si](C)(C)C(C)(C)C	2562.9	Semi standard non polar	33892256
Orgothionenine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1=NC(CC(C(=O)[O-])[N+](C)(C)C)=CN1[Si](C)(C)C(C)(C)C	2450.9	Standard non polar	33892256
Orgothionenine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC1=NC(CC(C(=O)[O-])[N+](C)(C)C)=CN1[Si](C)(C)C(C)(C)C	2506.5	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orgothionenine 10V, Positive-QTOF	splash10-001i-0190000000-394a872eee51dba551ed	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orgothionenine 20V, Positive-QTOF	splash10-001i-0960000000-973bba1d66a338ae4430	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orgothionenine 40V, Positive-QTOF	splash10-0wml-7900000000-736ec5ec74ef94282e94	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orgothionenine 10V, Negative-QTOF	splash10-004i-0190000000-c979a4e3ccd99518d6e0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orgothionenine 20V, Negative-QTOF	splash10-004i-1790000000-3d26f5a64f7ec71c90d7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orgothionenine 40V, Negative-QTOF	splash10-0a4i-9000000000-2e66300cb525b44e7c55	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB004241

KNApSAcK ID

Not Available

Chemspider ID

2297320

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3032311

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

Not Available

Showing metabocard for Orgothionenine (HMDB0302353)

MOL for HMDB0302353 (Orgothionenine)

3D MOL for HMDB0302353 (Orgothionenine)

3D SDF for HMDB0302353 (Orgothionenine)

3D-SDF for HMDB0302353 (Orgothionenine)

PDB for HMDB0302353 (Orgothionenine)

3D PDB for HMDB0302353 (Orgothionenine)

SMILES for HMDB0302353 (Orgothionenine)

INCHI for HMDB0302353 (Orgothionenine)

Structure for HMDB0302353 (Orgothionenine)

3D Structure for HMDB0302353 (Orgothionenine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra