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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:33:14 UTC

Update Date

2021-09-26 22:58:29 UTC

HMDB ID

HMDB0248288

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ametryn

Description

Ametryn, also known as ametrex or evik, 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 significant number of articles have been published on Ametryn. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ametryn is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ametryn 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

HMDB0248288
     RDKit          3D
Ametryn
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.4992   -2.6357   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059   -2.1340   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0604   -0.8580    0.0721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -0.2586    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -0.8731    0.0016 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5578   -0.3269    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.9801   -0.1150 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -0.3499    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1753    0.9983   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1315   -1.3059   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5841    0.8734    0.8533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    1.5210    1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    3.1052    2.0077 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    4.4634    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    0.9445    0.9491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -1.8347   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -3.2355   -1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8277   -3.3420    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -2.0500   -1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5613   -2.8892    0.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9245   -0.3499    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -1.9175   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -0.1461    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428    1.1328   -0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861    1.8155    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    1.0308   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -2.1757   -0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -1.6768    0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8048   -0.7682   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020    4.2595    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    4.5768    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6459    5.3864    1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END


  Mrv0541 04251300582D          

 15 15  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   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
    1.4289    0.8250    0.0000 N   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
    2.1434   -0.4125    0.0000 N   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
    3.5724   -0.4125    0.0000 C   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    0.0000    0.0000 C   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
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 10 15  2  0  0  0  0
  3 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248288

> <DATABASE_NAME>
hmdb

> <SMILES>
CCNC1=NC(NC(C)C)=NC(SC)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C9H17N5S/c1-5-10-7-12-8(11-6(2)3)14-9(13-7)15-4/h6H,5H2,1-4H3,(H2,10,11,12,13,14)

> <INCHI_KEY>
RQVYBGPQFYCBGX-UHFFFAOYSA-N

> <FORMULA>
C9H17N5S

> <MOLECULAR_WEIGHT>
227.33

> <EXACT_MASS>
227.120466259

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
25.37537517959419

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
2.5960544100000007

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.016974706279644

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.632623863778978

> <JCHEM_PKA_STRONGEST_BASIC>
5.741342099627418

> <JCHEM_POLAR_SURFACE_AREA>
62.730000000000004

> <JCHEM_REFRACTIVITY>
69.4221

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ametrine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248288
     RDKit          3D
Ametryn
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.4992   -2.6357   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059   -2.1340   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0604   -0.8580    0.0721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -0.2586    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -0.8731    0.0016 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5578   -0.3269    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.9801   -0.1150 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -0.3499    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1753    0.9983   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1315   -1.3059   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5841    0.8734    0.8533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    1.5210    1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    3.1052    2.0077 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    4.4634    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    0.9445    0.9491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -1.8347   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -3.2355   -1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8277   -3.3420    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -2.0500   -1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5613   -2.8892    0.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9245   -0.3499    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -1.9175   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -0.1461    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428    1.1328   -0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861    1.8155    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    1.0308   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -2.1757   -0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -1.6768    0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8048   -0.7682   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020    4.2595    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    4.5768    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6459    5.3864    1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 25-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-13         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       1.334   3.850   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10    3                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0248288
HETATM    1  C1  UNL     1      -4.499  -2.636  -0.790  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.106  -2.134  -0.572  1.00  0.00           C  
HETATM    3  N1  UNL     1      -3.060  -0.858   0.072  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.804  -0.259   0.343  1.00  0.00           C  
HETATM    5  N2  UNL     1      -0.646  -0.873   0.002  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.558  -0.327   0.247  1.00  0.00           C  
HETATM    7  N3  UNL     1       1.765  -0.980  -0.115  1.00  0.00           N  
HETATM    8  C5  UNL     1       3.033  -0.350   0.171  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.175   0.998  -0.516  1.00  0.00           C  
HETATM   10  C7  UNL     1       4.131  -1.306  -0.225  1.00  0.00           C  
HETATM   11  N4  UNL     1       0.584   0.873   0.853  1.00  0.00           N  
HETATM   12  C8  UNL     1      -0.547   1.521   1.210  1.00  0.00           C  
HETATM   13  S1  UNL     1      -0.383   3.105   2.008  1.00  0.00           S  
HETATM   14  C9  UNL     1      -0.350   4.463   0.811  1.00  0.00           C  
HETATM   15  N5  UNL     1      -1.715   0.945   0.949  1.00  0.00           N  
HETATM   16  H1  UNL     1      -5.256  -1.835  -0.900  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.511  -3.236  -1.722  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.828  -3.342   0.017  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.601  -2.050  -1.561  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.561  -2.889   0.062  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.925  -0.350   0.352  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.698  -1.917  -0.587  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.144  -0.146   1.263  1.00  0.00           H  
HETATM   24  H9  UNL     1       4.243   1.133  -0.734  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.786   1.815   0.126  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.546   1.031  -1.449  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.724  -2.176  -0.782  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.691  -1.677   0.665  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.805  -0.768  -0.914  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.102   4.260   0.022  1.00  0.00           H  
HETATM   31  H16 UNL     1       0.656   4.577   0.345  1.00  0.00           H  
HETATM   32  H17 UNL     1      -0.646   5.386   1.352  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21
CONECT    4    5    5   15
CONECT    5    6
CONECT    6    7   11   11
CONECT    7    8   22
CONECT    8    9   10   23
CONECT    9   24   25   26
CONECT   10   27   28   29
CONECT   11   12
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   30   31   32
END

HMDB0248288
     RDKit          3D
Ametryn
 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.4992   -2.6357   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059   -2.1340   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0604   -0.8580    0.0721 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -0.2586    0.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -0.8731    0.0016 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5578   -0.3269    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -0.9801   -0.1150 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -0.3499    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1753    0.9983   -0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1315   -1.3059   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5841    0.8734    0.8533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5468    1.5210    1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    3.1052    2.0077 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    4.4634    0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150    0.9445    0.9491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -1.8347   -0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5109   -3.2355   -1.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8277   -3.3420    0.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -2.0500   -1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5613   -2.8892    0.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9245   -0.3499    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6977   -1.9175   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -0.1461    1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428    1.1328   -0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861    1.8155    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    1.0308   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243   -2.1757   -0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914   -1.6768    0.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8048   -0.7682   -0.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1020    4.2595    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560    4.5768    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6459    5.3864    1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15  4  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(Methylthio)-4-(ethylamino)-6-(isopropylamino)-S-triazine	ChEBI
2-Ethylamino-4-isopropylamino-6-methylmercapto-S-triazine	ChEBI
2-Methylthio-4-ethylamino-6-isopropylamino-S-triazine	ChEBI
Ametrex	ChEBI
Ametryne	ChEBI
Evik	ChEBI
Gesapax	ChEBI
N-Ethyl-6-(methylsulfanyl)-n'-(propan-2-yl)-1,3,5-triazine-2,4-diamine	ChEBI
N-Ethyl-n'-(1-methylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine	ChEBI
N-Ethyl-n'-(1-methylethyl)-6-(methylthio)-2,4-diaminetriazine	ChEBI
N-Ethyl-n'-isopropyl-6-(methylthio)-1,3,5-triazine-2,4-diamine	ChEBI
N(2)-Ethyl-6-(methylsulfanyl)-N(4)-(propan-2-yl)-1,3,5-triazine-2,4-diamine	ChEBI
N-Ethyl-6-(methylsulphanyl)-n'-(propan-2-yl)-1,3,5-triazine-2,4-diamine	Generator
N(2)-Ethyl-6-(methylsulphanyl)-N(4)-(propan-2-yl)-1,3,5-triazine-2,4-diamine	Generator
N-(1-Methylethyl)-n'-ethyl-6-(methylthio)-S-triazine-2,4-diamine	HMDB
Ametryne, 14C-labeled	HMDB

Chemical Formula

C₉H₁₇N₅S

Average Molecular Weight

227.33

Monoisotopic Molecular Weight

227.120466259

IUPAC Name

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

Traditional Name

ametrine

CAS Registry Number

Not Available

SMILES

CCNC1=NC(NC(C)C)=NC(SC)=N1

InChI Identifier

InChI=1S/C9H17N5S/c1-5-10-7-12-8(11-6(2)3)14-9(13-7)15-4/h6H,5H2,1-4H3,(H2,10,11,12,13,14)

InChI Key

RQVYBGPQFYCBGX-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:22472 )
methylthio-1,3,5-triazine (CHEBI:22472 )
Triazine herbicides (C18700 )
<i>s</i>-triazine (CPD-9343 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0248288)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

herbicide (HMDB: HMDB0248288)

Indirect biological role

environmental contaminant (HMDB: HMDB0248288)

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	3.09	ALOGPS
logP	2.6	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	14.63	ChemAxon
pKa (Strongest Basic)	5.74	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	69.42 m³·mol⁻¹	ChemAxon
Polarizability	25.38 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]+	150.621	30932474
DeepCCS	[M-H]-	147.68	30932474
DeepCCS	[M-2H]-	183.985	30932474
DeepCCS	[M+Na]+	159.523	30932474
AllCCS	[M+H]+	152.3	32859911
AllCCS	[M+H-H2O]+	148.8	32859911
AllCCS	[M+NH4]+	155.6	32859911
AllCCS	[M+Na]+	156.5	32859911
AllCCS	[M-H]-	151.4	32859911
AllCCS	[M+Na-2H]-	152.3	32859911
AllCCS	[M+HCOO]-	153.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ametryn	CCNC1=NC(NC(C)C)=NC(SC)=N1	2804.5	Standard polar	33892256
Ametryn	CCNC1=NC(NC(C)C)=NC(SC)=N1	1855.1	Standard non polar	33892256
Ametryn	CCNC1=NC(NC(C)C)=NC(SC)=N1	1876.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ametryn,1TMS,isomer #1	CCN(C1=NC(NC(C)C)=NC(SC)=N1)[Si](C)(C)C	2002.1	Semi standard non polar	33892256
Ametryn,1TMS,isomer #1	CCN(C1=NC(NC(C)C)=NC(SC)=N1)[Si](C)(C)C	1919.1	Standard non polar	33892256
Ametryn,1TMS,isomer #1	CCN(C1=NC(NC(C)C)=NC(SC)=N1)[Si](C)(C)C	2923.7	Standard polar	33892256
Ametryn,1TMS,isomer #2	CCNC1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C)=N1	1991.1	Semi standard non polar	33892256
Ametryn,1TMS,isomer #2	CCNC1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C)=N1	1852.2	Standard non polar	33892256
Ametryn,1TMS,isomer #2	CCNC1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C)=N1	2937.8	Standard polar	33892256
Ametryn,2TMS,isomer #1	CCN(C1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C)=N1)[Si](C)(C)C	2038.3	Semi standard non polar	33892256
Ametryn,2TMS,isomer #1	CCN(C1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C)=N1)[Si](C)(C)C	2041.7	Standard non polar	33892256
Ametryn,2TMS,isomer #1	CCN(C1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C)=N1)[Si](C)(C)C	2606.6	Standard polar	33892256
Ametryn,1TBDMS,isomer #1	CCN(C1=NC(NC(C)C)=NC(SC)=N1)[Si](C)(C)C(C)(C)C	2163.5	Semi standard non polar	33892256
Ametryn,1TBDMS,isomer #1	CCN(C1=NC(NC(C)C)=NC(SC)=N1)[Si](C)(C)C(C)(C)C	2108.1	Standard non polar	33892256
Ametryn,1TBDMS,isomer #1	CCN(C1=NC(NC(C)C)=NC(SC)=N1)[Si](C)(C)C(C)(C)C	3004.8	Standard polar	33892256
Ametryn,1TBDMS,isomer #2	CCNC1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C(C)(C)C)=N1	2161.6	Semi standard non polar	33892256
Ametryn,1TBDMS,isomer #2	CCNC1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C(C)(C)C)=N1	2064.0	Standard non polar	33892256
Ametryn,1TBDMS,isomer #2	CCNC1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C(C)(C)C)=N1	3015.7	Standard polar	33892256
Ametryn,2TBDMS,isomer #1	CCN(C1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2345.0	Semi standard non polar	33892256
Ametryn,2TBDMS,isomer #1	CCN(C1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2439.3	Standard non polar	33892256
Ametryn,2TBDMS,isomer #1	CCN(C1=NC(SC)=NC(N(C(C)C)[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2769.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ametryn GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-6960000000-941defb389508bc7257a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ametryn GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-01t9-9550000000-59bb18638562787e38f8	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 55V, Positive-QTOF	splash10-000i-1920000000-cf8c573deed2b0d496be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 90V, Positive-QTOF	splash10-014i-9200000000-94a8e1c95b86888f96f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 80V, Positive-QTOF	splash10-00rm-7900000000-9cb4af152eda90f2e521	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 35V, Positive-QTOF	splash10-002r-0970000000-6d5d76a1f33cb5a6b639	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 75V, Positive-QTOF	splash10-01bm-9600000000-7e090096f1b5cb01bbb1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 60V, Positive-QTOF	splash10-000i-4900000000-76b31378a8ce9226bee5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 90V, Positive-QTOF	splash10-014i-9100000000-ae954e8e1854e1b36a6d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 30V, Positive-QTOF	splash10-004i-0390000000-a3e811859d90d545fd03	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 45V, Positive-QTOF	splash10-000i-2920000000-519e6c11c0f76d1f25f1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 75V, Positive-QTOF	splash10-01ba-9300000000-8335e8fc65dcba971b41	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 30V, Positive-QTOF	splash10-004i-0390000000-9f69830d603796257677	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 60V, Positive-QTOF	splash10-00kv-9800000000-b9c76754991df158faab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 15V, Positive-QTOF	splash10-004i-0090000000-1c090b2e5bd779e54569	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 15V, Positive-QTOF	splash10-004i-0090000000-ae487021015775619820	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 45V, Positive-QTOF	splash10-000i-2920000000-cb3eb0d3faa624c30a60	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 75V, Positive-QTOF	splash10-01ba-9300000000-ae78d70edaea26a406ab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 60V, Positive-QTOF	splash10-00kv-9800000000-8734395f36be7e3ee659	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 50V, Positive-QTOF	splash10-05n3-0900000000-ffa47a72d104c41fbbbb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ametryn 30V, Positive-QTOF	splash10-000i-0900000000-8698acfe780eda24e3fa	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ametryn 10V, Positive-QTOF	splash10-004i-1390000000-296b15b40767fa6ce54f	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ametryn 20V, Positive-QTOF	splash10-000i-1920000000-80470daf8a9419a3da35	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ametryn 40V, Positive-QTOF	splash10-00dl-9600000000-2c59b8a6c333a12411e7	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ametryn 10V, Negative-QTOF	splash10-004i-2960000000-728ab6ddad2e0d5f7edd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ametryn 20V, Negative-QTOF	splash10-0002-9210000000-614707f43c03792de02f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ametryn 40V, Negative-QTOF	splash10-05fr-9700000000-e6a81225d714b7b8d3c1	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

12705

KEGG Compound ID

C18700

BioCyc ID

CPD-9343

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13263

PDB ID

Not Available

ChEBI ID

22472

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 Ametryn (HMDB0248288)

MOL for HMDB0248288 (Ametryn)

3D MOL for HMDB0248288 (Ametryn)

3D SDF for HMDB0248288 (Ametryn)

3D-SDF for HMDB0248288 (Ametryn)

PDB for HMDB0248288 (Ametryn)

3D PDB for HMDB0248288 (Ametryn)

SMILES for HMDB0248288 (Ametryn)

INCHI for HMDB0248288 (Ametryn)

Structure for HMDB0248288 (Ametryn)

3D Structure for HMDB0248288 (Ametryn)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra