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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:35:19 UTC

Update Date

2021-09-26 23:16:01 UTC

HMDB ID

HMDB0258830

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Terbutryn

Description

Terbutryn belongs to the class of organic compounds known as methylthio-s-triazines. These are aromatic compounds containing a 1,3,5-triazine ring that is substituted at the 2-position with a methylthio group. Based on a literature review a small amount of articles have been published on Terbutryn. This compound has been identified in human blood as reported by (PMID: 31557052 ). Terbutryn is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Terbutryn is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0258830
     RDKit          3D
Terbutryn
 35 35  0  0  0  0  0  0  0  0999 V2000
    3.8585   -2.7893    1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648   -2.0833    0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443   -0.6735    0.3879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786   -0.1353    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2676   -0.8722    0.0450 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -0.3037    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1090   -1.0455   -0.3048 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.4941   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4444   -1.5881   -0.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8492    0.0659    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.5609   -1.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248    1.0027    0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732    1.7463    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686    3.4910    0.8963 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0095    4.4753   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750    1.1605    0.5997 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600   -2.3521    1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0263   -3.8521    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949   -2.5880    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641   -2.2531   -0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7832   -2.5072   -0.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -2.0862   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -2.2745    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324   -2.1082   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4304   -1.0839   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.5225    1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136    1.1152    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -0.0204    1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    0.7635   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996    0.2169   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878    1.4688   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    1.4900    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0458    4.7574   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    5.4238   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    3.8951   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  7 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv1652311081820402D          

 16 16  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  6  1  4  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16  5  1  0  0  0  0
 16  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258830

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN=C1N=C(NC(C)(C)C)NC(SC)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H19N5S/c1-6-11-7-12-8(15-10(2,3)4)14-9(13-7)16-5/h6H2,1-5H3,(H2,11,12,13,14,15)

> <INCHI_KEY>
IROINLKCQGIITA-UHFFFAOYSA-N

> <FORMULA>
C10H19N5S

> <MOLECULAR_WEIGHT>
241.356

> <EXACT_MASS>
241.136116323

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.190029245138327

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N2-tert-butyl-N4-ethyl-6-(methylsulfanyl)-1,3,5-triazine-2,4-diamine

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
2.8766310783333333

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.938656949531989

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.306650382503733

> <JCHEM_PKA_STRONGEST_BASIC>
5.71593744226887

> <JCHEM_POLAR_SURFACE_AREA>
62.730000000000004

> <JCHEM_REFRACTIVITY>
74.06029999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
shortstop

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258830
     RDKit          3D
Terbutryn
 35 35  0  0  0  0  0  0  0  0999 V2000
    3.8585   -2.7893    1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648   -2.0833    0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443   -0.6735    0.3879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786   -0.1353    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2676   -0.8722    0.0450 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -0.3037    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1090   -1.0455   -0.3048 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.4941   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4444   -1.5881   -0.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8492    0.0659    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.5609   -1.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248    1.0027    0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732    1.7463    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686    3.4910    0.8963 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0095    4.4753   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750    1.1605    0.5997 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600   -2.3521    1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0263   -3.8521    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949   -2.5880    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641   -2.2531   -0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7832   -2.5072   -0.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -2.0862   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -2.2745    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324   -2.1082   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4304   -1.0839   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.5225    1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136    1.1152    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -0.0204    1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    0.7635   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996    0.2169   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878    1.4688   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    1.4900    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0458    4.7574   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    5.4238   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    3.8951   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  7 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 08-NOV-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-NOV-18         0                                  
HETATM    1  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM   16  S   UNK     0      -1.334  -0.770   0.000  0.00  0.00           S+0
CONECT    1    6                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5   16                                                            
CONECT    6    1   11                                                       
CONECT    7   11   12   13                                                  
CONECT    8   12   14   15                                                  
CONECT    9   13   14   16                                                  
CONECT   10    2    3    4   15                                             
CONECT   11    6    7                                                       
CONECT   12    7    8                                                       
CONECT   13    7    9                                                       
CONECT   14    8    9                                                       
CONECT   15    8   10                                                       
CONECT   16    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0258830
HETATM    1  C1  UNL     1       3.859  -2.789   1.435  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.665  -2.083   0.112  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.544  -0.673   0.388  1.00  0.00           N  
HETATM    4  C3  UNL     1       2.379  -0.135   0.345  1.00  0.00           C  
HETATM    5  N2  UNL     1       1.268  -0.872   0.045  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.053  -0.304   0.002  1.00  0.00           C  
HETATM    7  N3  UNL     1      -1.109  -1.046  -0.305  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.448  -0.494  -0.369  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.444  -1.588  -0.711  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.849   0.066   0.976  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.562   0.561  -1.449  1.00  0.00           C  
HETATM   12  N4  UNL     1      -0.025   1.003   0.262  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.073   1.746   0.562  1.00  0.00           C  
HETATM   14  S1  UNL     1       0.869   3.491   0.896  1.00  0.00           S  
HETATM   15  C10 UNL     1       1.009   4.475  -0.615  1.00  0.00           C  
HETATM   16  N5  UNL     1       2.275   1.160   0.600  1.00  0.00           N  
HETATM   17  H1  UNL     1       4.760  -2.352   1.902  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.026  -3.852   1.223  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.995  -2.588   2.094  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.564  -2.253  -0.492  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.783  -2.507  -0.408  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.031  -2.086  -0.509  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.528  -2.275   0.153  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.132  -2.108  -1.639  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.430  -1.084  -0.815  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.692  -0.523   1.364  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.214   1.115   0.853  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.037  -0.020   1.728  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.584   0.763  -1.933  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.300   0.217  -2.191  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.988   1.469  -0.970  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.929   1.490   0.244  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.046   4.757  -1.039  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.554   5.424  -0.357  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.580   3.895  -1.382  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4    4
CONECT    4    5   16
CONECT    5    6    6
CONECT    6    7   12
CONECT    7    8   22
CONECT    8    9   10   11
CONECT    9   23   24   25
CONECT   10   26   27   28
CONECT   11   29   30   31
CONECT   12   13   32
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   33   34   35
END

HMDB0258830
     RDKit          3D
Terbutryn
 35 35  0  0  0  0  0  0  0  0999 V2000
    3.8585   -2.7893    1.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648   -2.0833    0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443   -0.6735    0.3879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786   -0.1353    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2676   -0.8722    0.0450 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -0.3037    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1090   -1.0455   -0.3048 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.4941   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4444   -1.5881   -0.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8492    0.0659    0.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    0.5609   -1.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0248    1.0027    0.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732    1.7463    0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686    3.4910    0.8963 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0095    4.4753   -0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750    1.1605    0.5997 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600   -2.3521    1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0263   -3.8521    1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949   -2.5880    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641   -2.2531   -0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7832   -2.5072   -0.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -2.0862   -0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -2.2745    0.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324   -2.1082   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4304   -1.0839   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6920   -0.5225    1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136    1.1152    0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -0.0204    1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5839    0.7635   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996    0.2169   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878    1.4688   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    1.4900    0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0458    4.7574   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    5.4238   -0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5804    3.8951   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16  4  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  7 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(Tert-butylamino)-4-(ethylamino)-6-(methylthio)-S-triazine	ChEBI
2-(Tert-butylamino)-4-(ethylamino)-6-(methylthio)triazine	ChEBI
2-T-BUTYLAMINO-4-ethylamino-6-methylthio-S-triazine	ChEBI
2-Tert-butylamino-4-ethylamino-6-methylthio-[1,3,5]triazine	ChEBI
N-(1,1-Dimethylethyl)-n'-ethyl-6-(methylthio)-1,3,5-triazine-2,4-diamine	ChEBI
N-(Tert-butyl)-n'-ethyl-6-(methylthio)-1,3,5-triazine-2,4-diamine	ChEBI
N(2)-Tert-butyl-N(4)-ethyl-6-methylthio-1,3,5-triazine-2,4-diamine	ChEBI
Terbutryne	ChEBI
Terbutrin	MeSH
2-ethylamino-6-methylthio-4-Tert-butylamino-1,3, 5-triazine	MeSH
Clarosan	MeSH

Chemical Formula

C₁₀H₁₉N₅S

Average Molecular Weight

241.356

Monoisotopic Molecular Weight

241.136116323

IUPAC Name

N2-tert-butyl-N4-ethyl-6-(methylsulfanyl)-1,3,5-triazine-2,4-diamine

Traditional Name

shortstop

CAS Registry Number

Not Available

SMILES

CCN=C1N=C(NC(C)(C)C)NC(SC)=N1

InChI Identifier

InChI=1S/C10H19N5S/c1-6-11-7-12-8(15-10(2,3)4)14-9(13-7)16-5/h6H2,1-5H3,(H2,11,12,13,14,15)

InChI Key

IROINLKCQGIITA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methylthio-s-triazines. These are aromatic compounds containing a 1,3,5-triazine ring that is substituted at the 2-position with a methylthio group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazines

Sub Class

1,3,5-triazines

Direct Parent

Methylthio-s-triazines

Alternative Parents

Substituents

Methylthio-s-triazine
2,4-diamine-s-triazine
Alkyl-2-thio-s-triazine
Aryl thioether
Amino-1,3,5-triazine
Aminotriazine
Secondary aliphatic/aromatic amine
Alkylarylthioether
N-aliphatic s-triazine
Heteroaromatic compound
Azacycle
Sulfenyl compound
Thioether
Secondary amine
Amine
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

diamino-1,3,5-triazine (CHEBI:44156 )
methylthio-1,3,5-triazine (CHEBI:44156 )
Triazine herbicides (C18811 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0258830)

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	1.57	ALOGPS
logP	2.88	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	14.31	ChemAxon
pKa (Strongest Basic)	5.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.73 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.06 m³·mol⁻¹	ChemAxon
Polarizability	27.19 Å³	ChemAxon
Number of Rings	1	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
DeepCCS	[M+H]+	154.617	30932474
DeepCCS	[M-H]-	152.259	30932474
DeepCCS	[M-2H]-	186.855	30932474
DeepCCS	[M+Na]+	161.667	30932474
AllCCS	[M+H]+	153.4	32859911
AllCCS	[M+H-H2O]+	150.0	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.4	32859911
AllCCS	[M-H]-	155.9	32859911
AllCCS	[M+Na-2H]-	156.7	32859911
AllCCS	[M+HCOO]-	157.7	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.	3.76 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8896 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.2 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1674.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	254.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	120.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	147.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	597.4 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	615.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	61.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	787.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	366.0 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	1479.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	242.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	288.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	237.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	188.2 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	13.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Terbutryn	CCN=C1N=C(NC(C)(C)C)NC(SC)=N1	2694.8	Standard polar	33892256
Terbutryn	CCN=C1N=C(NC(C)(C)C)NC(SC)=N1	1869.7	Standard non polar	33892256
Terbutryn	CCN=C1N=C(NC(C)(C)C)NC(SC)=N1	1943.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Terbutryn,1TMS,isomer #1	CCN=C1N=C(SC)[NH]C(N(C(C)(C)C)[Si](C)(C)C)=N1	1897.5	Semi standard non polar	33892256
Terbutryn,1TMS,isomer #1	CCN=C1N=C(SC)[NH]C(N(C(C)(C)C)[Si](C)(C)C)=N1	2073.1	Standard non polar	33892256
Terbutryn,1TMS,isomer #1	CCN=C1N=C(SC)[NH]C(N(C(C)(C)C)[Si](C)(C)C)=N1	2975.9	Standard polar	33892256
Terbutryn,1TMS,isomer #2	CCN=C1N=C(NC(C)(C)C)N([Si](C)(C)C)C(SC)=N1	1989.2	Semi standard non polar	33892256
Terbutryn,1TMS,isomer #2	CCN=C1N=C(NC(C)(C)C)N([Si](C)(C)C)C(SC)=N1	2028.1	Standard non polar	33892256
Terbutryn,1TMS,isomer #2	CCN=C1N=C(NC(C)(C)C)N([Si](C)(C)C)C(SC)=N1	2958.1	Standard polar	33892256
Terbutryn,2TMS,isomer #1	CCN=C1N=C(SC)N([Si](C)(C)C)C(N(C(C)(C)C)[Si](C)(C)C)=N1	2024.7	Semi standard non polar	33892256
Terbutryn,2TMS,isomer #1	CCN=C1N=C(SC)N([Si](C)(C)C)C(N(C(C)(C)C)[Si](C)(C)C)=N1	2190.8	Standard non polar	33892256
Terbutryn,2TMS,isomer #1	CCN=C1N=C(SC)N([Si](C)(C)C)C(N(C(C)(C)C)[Si](C)(C)C)=N1	2740.6	Standard polar	33892256
Terbutryn,1TBDMS,isomer #1	CCN=C1N=C(SC)[NH]C(N(C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	2060.7	Semi standard non polar	33892256
Terbutryn,1TBDMS,isomer #1	CCN=C1N=C(SC)[NH]C(N(C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	2311.2	Standard non polar	33892256
Terbutryn,1TBDMS,isomer #1	CCN=C1N=C(SC)[NH]C(N(C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	3026.8	Standard polar	33892256
Terbutryn,1TBDMS,isomer #2	CCN=C1N=C(NC(C)(C)C)N([Si](C)(C)C(C)(C)C)C(SC)=N1	2134.3	Semi standard non polar	33892256
Terbutryn,1TBDMS,isomer #2	CCN=C1N=C(NC(C)(C)C)N([Si](C)(C)C(C)(C)C)C(SC)=N1	2286.6	Standard non polar	33892256
Terbutryn,1TBDMS,isomer #2	CCN=C1N=C(NC(C)(C)C)N([Si](C)(C)C(C)(C)C)C(SC)=N1	3001.2	Standard polar	33892256
Terbutryn,2TBDMS,isomer #1	CCN=C1N=C(SC)N([Si](C)(C)C(C)(C)C)C(N(C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	2366.3	Semi standard non polar	33892256
Terbutryn,2TBDMS,isomer #1	CCN=C1N=C(SC)N([Si](C)(C)C(C)(C)C)C(N(C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	2654.8	Standard non polar	33892256
Terbutryn,2TBDMS,isomer #1	CCN=C1N=C(SC)N([Si](C)(C)C(C)(C)C)C(N(C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1	2842.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutryn GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-7980000000-db41d3258bdadc835a6b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terbutryn 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-000i-0900000000-51d8a2bf0c67cc76e27c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-0006-0090000000-b75b1d3a672546207322	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-0006-0490000000-e6278ebfef32b01da284	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-000i-0910000000-a2f3c75f16c9a16ba186	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-000i-2900000000-557b2e8b26259a26f940	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-00ku-7900000000-37dcdbd2583a9a91a680	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-01b9-9400000000-503114d691a60796fbf3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-0006-0090000000-6881ca1dc4fd10dc932a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-0006-0490000000-c1d87829955cdfd5f5dc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-000i-0910000000-065ea0c374a05f91dc33	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-000i-2900000000-ee1253fb4205ddf57751	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-00ku-7900000000-1fb53dbe42450c42aa9e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-01b9-9400000000-160719d46b93f3e6ab20	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-ITFT , positive-QTOF	splash10-000i-0900000000-e45e494fe46b4b6b6018	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn , positive-QTOF	splash10-000i-2900000000-fd5ca9d36a082da8dca8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn LC-ESI-QFT , positive-QTOF	splash10-000l-1950000000-79a18a1b53b3f83c8325	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn 45V, Positive-QTOF	splash10-000i-0910000000-76298f32042641b8cbb1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn 90V, Positive-QTOF	splash10-014i-9300000000-4d2ebf3725ec028c23aa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terbutryn 60V, Positive-QTOF	splash10-000i-2900000000-b1331d29f38b864f1ecc	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutryn 10V, Positive-QTOF	splash10-0006-1490000000-be69e2287e91815903a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutryn 20V, Positive-QTOF	splash10-000l-1920000000-cbf38f10bb8f71ce100e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutryn 40V, Positive-QTOF	splash10-00di-9600000000-37fc6d7341232a2350b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutryn 10V, Negative-QTOF	splash10-0006-1690000000-e3165cd4db979602167d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutryn 20V, Negative-QTOF	splash10-0002-9120000000-30980dbce2dd451a7af6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terbutryn 40V, Negative-QTOF	splash10-00di-9700000000-c623ff7523dd9cde7266	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08215

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

12874

KEGG Compound ID

C18811

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

44156

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Terbutryn (HMDB0258830)

MOL for HMDB0258830 (Terbutryn)

3D MOL for HMDB0258830 (Terbutryn)

3D SDF for HMDB0258830 (Terbutryn)

3D-SDF for HMDB0258830 (Terbutryn)

PDB for HMDB0258830 (Terbutryn)

3D PDB for HMDB0258830 (Terbutryn)

SMILES for HMDB0258830 (Terbutryn)

INCHI for HMDB0258830 (Terbutryn)

Structure for HMDB0258830 (Terbutryn)

3D Structure for HMDB0258830 (Terbutryn)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra