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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:53:12 UTC

Update Date

2021-09-26 23:16:15 UTC

HMDB ID

HMDB0258993

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Thifensulfuron-methyl

Description

thifensulfuron-methyl belongs to the class of organic compounds known as thiophene carboxylic acids and derivatives. Thiophene carboxylic acids and derivatives are compounds containing a thiophene ring which bears a carboxylic acid group (or a salt/ester thereof). Based on a literature review a significant number of articles have been published on thifensulfuron-methyl. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thifensulfuron-methyl is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thifensulfuron-methyl 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

HMDB0258993
     RDKit          3D
Thifensulfuron-methyl
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.7267    1.7292    1.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5910    0.5702    0.9792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5873   -0.3763    0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6544   -0.1965    1.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -1.5879    0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5051   -2.8617   -0.2722 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567   -3.8200   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -3.1133   -1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105   -1.9551   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8650   -0.9126   -0.7366 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1944    0.4580   -1.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8149   -1.4616   -1.6582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -0.7920    0.8760 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    0.0235    1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214    0.0708    2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.8474    0.1924 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4732    0.8360    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2809    0.0968    0.8582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6102    0.0825    0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5061   -0.7363    1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.8674   -0.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4031    1.6332   -1.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9359    2.4474   -2.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    2.4733   -2.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653    1.6092   -0.8628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1173    2.5339    1.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699    2.0826    2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4769    1.6181    2.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7960   -4.7814   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -3.5185   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3225   -0.7696    3.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990   -0.8976    2.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.1724    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.7065    1.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247    2.4481   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7820    3.4250   -1.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8390    1.6213   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201    2.1853   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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  2  0
 10 12  2  0
 10 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
  9  5  2  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  8 30  1  0
 15 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
 24 35  1  0
 24 36  1  0
 24 37  1  0
 25 38  1  0
M  END


  Mrv1572004191604202D          

 25 26  0  0  0  0            999 V2000
   -1.6596   -6.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850   -4.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -5.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904   -3.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3896   -4.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -3.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7873   -4.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181   -4.9311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6158   -5.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7765   -3.5721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742   -3.8692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212   -3.2750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1796   -4.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608   -2.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509   -4.3146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -4.1663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -3.7849    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058   -3.5300    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 13  6  2  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  4  0  0  0
 16 10  1  0  0  0  0
 16 12  1  0  0  0  0
 17 11  2  0  0  0  0
 18  9  2  0  0  0  0
 19 11  1  0  0  0  0
 22  2  1  0  0  0  0
 22  9  1  0  0  0  0
 23  3  1  0  0  0  0
 23 12  1  0  0  0  0
 24  5  1  0  0  0  0
 24  8  1  0  0  0  0
 25  7  1  0  0  0  0
 17 25  1  4  0  0  0
 25 20  2  0  0  0  0
 25 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258993

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C=CS1)S(=O)(=O)N=C(O)N=C1NC(OC)=NC(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N5O6S2/c1-6-13-10(16-12(14-6)23-3)15-11(19)17-25(20,21)7-4-5-24-8(7)9(18)22-2/h4-5H,1-3H3,(H2,13,14,15,16,17,19)

> <INCHI_KEY>
AHTPATJNIAFOLR-UHFFFAOYSA-N

> <FORMULA>
C12H13N5O6S2

> <MOLECULAR_WEIGHT>
387.39

> <EXACT_MASS>
387.030725507

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
35.01963264680134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-{[N-(6-methoxy-4-methyl-1,2-dihydro-1,3,5-triazin-2-ylidene)-(C-hydroxycarbonimidoyl)amino]sulfonyl}thiophene-2-carboxylate

> <ALOGPS_LOGP>
1.01

> <JCHEM_LOGP>
0.7472735573333331

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.681793719344553

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.798743939553797

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7896621787505386

> <JCHEM_POLAR_SURFACE_AREA>
151.36999999999998

> <JCHEM_REFRACTIVITY>
86.23359999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thifensulfuron methyl

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258993
     RDKit          3D
Thifensulfuron-methyl
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.7267    1.7292    1.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5910    0.5702    0.9792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5873   -0.3763    0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6544   -0.1965    1.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -1.5879    0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5051   -2.8617   -0.2722 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567   -3.8200   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -3.1133   -1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105   -1.9551   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8650   -0.9126   -0.7366 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1944    0.4580   -1.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8149   -1.4616   -1.6582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -0.7920    0.8760 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    0.0235    1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214    0.0708    2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.8474    0.1924 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4732    0.8360    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2809    0.0968    0.8582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6102    0.0825    0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5061   -0.7363    1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.8674   -0.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4031    1.6332   -1.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9359    2.4474   -2.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    2.4733   -2.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653    1.6092   -0.8628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1173    2.5339    1.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699    2.0826    2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4769    1.6181    2.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7960   -4.7814   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -3.5185   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3225   -0.7696    3.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990   -0.8976    2.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.1724    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.7065    1.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247    2.4481   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7820    3.4250   -1.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8390    1.6213   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201    2.1853   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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  2  0
 10 12  2  0
 10 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
  9  5  2  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  8 30  1  0
 15 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
 24 35  1  0
 24 36  1  0
 24 37  1  0
 25 38  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -3.098 -11.742   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.812  -8.808   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.565  -8.530   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.105  -8.530   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.418 -10.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.089  -7.065   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.594  -7.698   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.015  -7.144   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.203  -8.253   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -2.274  -9.205   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      -4.883  -9.759   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -1.449  -6.668   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -4.059  -7.223   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       1.160  -6.113   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.335  -8.650   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.100  -5.125   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.148  -8.054   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.668  -7.777   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0       6.581  -7.065   0.000  0.00  0.00           S+0
HETATM   25  S   UNK     0       2.624  -6.589   0.000  0.00  0.00           S+0
CONECT    1    6                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    5    7                                                       
CONECT    5    4   24                                                       
CONECT    6    1   13   14                                                  
CONECT    7    4    8   25                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   18   22                                                  
CONECT   10   13   15   16                                                  
CONECT   11   15   17   19                                                  
CONECT   12   14   16   23                                                  
CONECT   13    6   10                                                       
CONECT   14    6   12                                                       
CONECT   15   10   11                                                       
CONECT   16   10   12                                                       
CONECT   17   11   25                                                       
CONECT   18    9                                                            
CONECT   19   11                                                            
CONECT   20   25                                                            
CONECT   21   25                                                            
CONECT   22    2    9                                                       
CONECT   23    3   12                                                       
CONECT   24    5    8                                                       
CONECT   25    7   17   20   21                                             
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0258993
HETATM    1  C1  UNL     1      -3.727   1.729   1.763  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.591   0.570   0.979  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.587  -0.376   0.851  1.00  0.00           C  
HETATM    4  O2  UNL     1      -5.654  -0.197   1.456  1.00  0.00           O  
HETATM    5  C3  UNL     1      -4.402  -1.588   0.012  1.00  0.00           C  
HETATM    6  S1  UNL     1      -5.505  -2.862  -0.272  1.00  0.00           S  
HETATM    7  C4  UNL     1      -4.557  -3.820  -1.307  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.390  -3.113  -1.406  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.311  -1.955  -0.721  1.00  0.00           C  
HETATM   10  S2  UNL     1      -1.865  -0.913  -0.737  1.00  0.00           S  
HETATM   11  O3  UNL     1      -2.194   0.458  -1.235  1.00  0.00           O  
HETATM   12  O4  UNL     1      -0.815  -1.462  -1.658  1.00  0.00           O  
HETATM   13  N1  UNL     1      -1.307  -0.792   0.876  1.00  0.00           N  
HETATM   14  C7  UNL     1      -0.386   0.024   1.195  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.021   0.071   2.529  1.00  0.00           O  
HETATM   16  N2  UNL     1       0.187   0.847   0.192  1.00  0.00           N  
HETATM   17  C8  UNL     1       1.473   0.836   0.084  1.00  0.00           C  
HETATM   18  N3  UNL     1       2.281   0.097   0.858  1.00  0.00           N  
HETATM   19  C9  UNL     1       3.610   0.083   0.749  1.00  0.00           C  
HETATM   20  C10 UNL     1       4.506  -0.736   1.606  1.00  0.00           C  
HETATM   21  N4  UNL     1       4.171   0.867  -0.208  1.00  0.00           N  
HETATM   22  C11 UNL     1       3.403   1.633  -1.017  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.936   2.447  -2.005  1.00  0.00           O  
HETATM   24  C12 UNL     1       5.357   2.473  -2.170  1.00  0.00           C  
HETATM   25  N5  UNL     1       2.065   1.609  -0.863  1.00  0.00           N  
HETATM   26  H1  UNL     1      -4.117   2.534   1.085  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.770   2.083   2.188  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.477   1.618   2.569  1.00  0.00           H  
HETATM   29  H4  UNL     1      -4.796  -4.781  -1.795  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.563  -3.519  -2.040  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.323  -0.770   3.003  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.999  -0.898   2.588  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.458  -0.172   1.730  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.657  -1.706   1.073  1.00  0.00           H  
HETATM   35  H10 UNL     1       5.525   2.448  -3.269  1.00  0.00           H  
HETATM   36  H11 UNL     1       5.782   3.425  -1.751  1.00  0.00           H  
HETATM   37  H12 UNL     1       5.839   1.621  -1.665  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.420   2.185  -1.465  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    9    9
CONECT    6    7
CONECT    7    8    8   29
CONECT    8    9   30
CONECT    9   10
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   14   14
CONECT   14   15   16
CONECT   15   31
CONECT   16   17   17
CONECT   17   18   25
CONECT   18   19   19
CONECT   19   20   21
CONECT   20   32   33   34
CONECT   21   22   22
CONECT   22   23   25
CONECT   23   24
CONECT   24   35   36   37
CONECT   25   38
END

HMDB0258993
     RDKit          3D
Thifensulfuron-methyl
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.7267    1.7292    1.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5910    0.5702    0.9792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5873   -0.3763    0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6544   -0.1965    1.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -1.5879    0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5051   -2.8617   -0.2722 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567   -3.8200   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3897   -3.1133   -1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105   -1.9551   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8650   -0.9126   -0.7366 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.1944    0.4580   -1.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8149   -1.4616   -1.6582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -0.7920    0.8760 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    0.0235    1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214    0.0708    2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1873    0.8474    0.1924 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4732    0.8360    0.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2809    0.0968    0.8582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6102    0.0825    0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5061   -0.7363    1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709    0.8674   -0.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4031    1.6332   -1.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9359    2.4474   -2.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572    2.4733   -2.1698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0653    1.6092   -0.8628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1173    2.5339    1.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699    2.0826    2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4769    1.6181    2.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7960   -4.7814   -1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5630   -3.5185   -2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3225   -0.7696    3.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9990   -0.8976    2.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.1724    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.7065    1.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247    2.4481   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7820    3.4250   -1.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8390    1.6213   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4201    2.1853   -1.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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  2  0
 10 12  2  0
 10 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
  9  5  2  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  8 30  1  0
 15 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
 24 35  1  0
 24 36  1  0
 24 37  1  0
 25 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)thiophene-2-carboxylate	ChEBI
Thiameturon-methyl	ChEBI
Thifensulfuron methyl	ChEBI
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)thiophene-2-carboxylic acid	Generator
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulphamoyl)thiophene-2-carboxylate	Generator
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulphamoyl)thiophene-2-carboxylic acid	Generator
Thifensulphuron methyl	Generator
Thifensulphuron-methyl	Generator
Methyl 3-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]thiophene-2-carboxylic acid	Generator
Methyl 3-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulphamoyl]thiophene-2-carboxylate	Generator
Methyl 3-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulphamoyl]thiophene-2-carboxylic acid	Generator
Thifensulfuron-methyl	MeSH

Chemical Formula

C₁₂H₁₃N₅O₆S₂

Average Molecular Weight

387.39

Monoisotopic Molecular Weight

387.030725507

IUPAC Name

methyl 3-{[N-(6-methoxy-4-methyl-1,2-dihydro-1,3,5-triazin-2-ylidene)-(C-hydroxycarbonimidoyl)amino]sulfonyl}thiophene-2-carboxylate

Traditional Name

thifensulfuron methyl

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C=CS1)S(=O)(=O)N=C(O)N=C1NC(OC)=NC(C)=N1

InChI Identifier

InChI=1S/C12H13N5O6S2/c1-6-13-10(16-12(14-6)23-3)15-11(19)17-25(20,21)7-4-5-24-8(7)9(18)22-2/h4-5H,1-3H3,(H2,13,14,15,16,17,19)

InChI Key

AHTPATJNIAFOLR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiophene carboxylic acids and derivatives. Thiophene carboxylic acids and derivatives are compounds containing a thiophene ring which bears a carboxylic acid group (or a salt/ester thereof).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiophenes

Sub Class

Thiophene carboxylic acids and derivatives

Direct Parent

Thiophene carboxylic acids and derivatives

Alternative Parents

Substituents

2-methoxy-1,3,5-triazine
Alkoxy-s-triazine
Thiophene carboxylic acid or derivatives
Alkyl aryl ether
1,3,5-triazine
Triazine
Heteroaromatic compound
Methyl ester
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Azacycle
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

thiophenes (CHEBI:83453 )
methyl ester (CHEBI:83453 )
N-sulfonylurea (CHEBI:83453 )
1,3,5-triazines (CHEBI:83453 )
Sulfonylurea herbicides (C10957 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	1.01	ALOGPS
logP	0.75	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	-0.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	151.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.23 m³·mol⁻¹	ChemAxon
Polarizability	35.02 Å³	ChemAxon
Number of Rings	2	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]+	181.267	30932474
DeepCCS	[M-H]-	178.909	30932474
DeepCCS	[M-2H]-	212.951	30932474
DeepCCS	[M+Na]+	188.18	30932474
AllCCS	[M+H]+	182.6	32859911
AllCCS	[M+H-H2O]+	179.9	32859911
AllCCS	[M+NH4]+	185.1	32859911
AllCCS	[M+Na]+	185.8	32859911
AllCCS	[M-H]-	179.7	32859911
AllCCS	[M+Na-2H]-	179.7	32859911
AllCCS	[M+HCOO]-	179.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thifensulfuron-methyl	COC(=O)C1=C(C=CS1)S(=O)(=O)N=C(O)N=C1NC(OC)=NC(C)=N1	3730.6	Standard polar	33892256
Thifensulfuron-methyl	COC(=O)C1=C(C=CS1)S(=O)(=O)N=C(O)N=C1NC(OC)=NC(C)=N1	2860.8	Standard non polar	33892256
Thifensulfuron-methyl	COC(=O)C1=C(C=CS1)S(=O)(=O)N=C(O)N=C1NC(OC)=NC(C)=N1	3115.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thifensulfuron-methyl,2TMS,isomer #1	COC(=O)C1=C(S(=O)(=O)N=C(N=C2N=C(C)N=C(OC)N2[Si](C)(C)C)O[Si](C)(C)C)C=CS1	2999.7	Semi standard non polar	33892256
Thifensulfuron-methyl,2TMS,isomer #1	COC(=O)C1=C(S(=O)(=O)N=C(N=C2N=C(C)N=C(OC)N2[Si](C)(C)C)O[Si](C)(C)C)C=CS1	3025.7	Standard non polar	33892256
Thifensulfuron-methyl,2TMS,isomer #1	COC(=O)C1=C(S(=O)(=O)N=C(N=C2N=C(C)N=C(OC)N2[Si](C)(C)C)O[Si](C)(C)C)C=CS1	5277.0	Standard polar	33892256
Thifensulfuron-methyl,2TBDMS,isomer #1	COC(=O)C1=C(S(=O)(=O)N=C(N=C2N=C(C)N=C(OC)N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=CS1	3285.8	Semi standard non polar	33892256
Thifensulfuron-methyl,2TBDMS,isomer #1	COC(=O)C1=C(S(=O)(=O)N=C(N=C2N=C(C)N=C(OC)N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=CS1	3455.1	Standard non polar	33892256
Thifensulfuron-methyl,2TBDMS,isomer #1	COC(=O)C1=C(S(=O)(=O)N=C(N=C2N=C(C)N=C(OC)N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=CS1	5094.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thifensulfuron-methyl GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1911000000-fe9c792e9709a4c62471	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thifensulfuron-methyl GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thifensulfuron-methyl GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thifensulfuron-methyl GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thifensulfuron-methyl GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thifensulfuron-methyl GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 15V, Positive-QTOF	splash10-014r-0904000000-b4c9c18a7a997d887cfa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 35V, Positive-QTOF	splash10-014i-0900000000-6d0c41d20b5c4d35d3bc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 30V, Positive-QTOF	splash10-014i-0910000000-ebd01ae7940b33a48801	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 45V, Positive-QTOF	splash10-014i-0920000000-c6d98d013c3454b00014	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 50V, Positive-QTOF	splash10-0gb9-0920000000-58b4f144c24543e27fa5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 40V, Positive-QTOF	splash10-014i-0930000000-d25c939f85ad4ccdc640	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 45V, Positive-QTOF	splash10-014i-0920000000-4989e3351e2caeb372cc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 30V, Negative-QTOF	splash10-000i-0900000000-964c6cb8d71b865e3b13	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 45V, Negative-QTOF	splash10-000i-0900000000-32f5cadea7de8948f1c3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 60V, Positive-QTOF	splash10-014i-0920000000-b8b837da77a484685397	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 15V, Negative-QTOF	splash10-000i-0901000000-a05f8025d62a1af9df6e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 30V, Positive-QTOF	splash10-014i-0910000000-ae7f52a43d68b508b6b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 15V, Positive-QTOF	splash10-014i-0904000000-567804196824830a992f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 75V, Negative-QTOF	splash10-000i-1900000000-d37fa2920d4b82bd0f56	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 15V, Negative-QTOF	splash10-000i-0901000000-e131b61f82f78d7e9b9c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 75V, Positive-QTOF	splash10-00or-2910000000-5fb006bec41aca933944	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 35V, Positive-QTOF	splash10-014i-0900000000-24b47fc87535f7b9c328	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 30V, Negative-QTOF	splash10-000i-0900000000-bf9d03dd8c5482a914c2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thifensulfuron-methyl 60V, Negative-QTOF	splash10-000i-0900000000-261a00fef9f4bc97b1f8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thifensulfuron-methyl 10V, Positive-QTOF	splash10-000f-0927000000-f29d89a4eb7ac4e962d9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thifensulfuron-methyl 20V, Positive-QTOF	splash10-0006-0900000000-95d37d3f53782e576418	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thifensulfuron-methyl 40V, Positive-QTOF	splash10-0006-9300000000-d2a244c1a1f4454d1b94	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thifensulfuron-methyl 10V, Negative-QTOF	splash10-000i-0329000000-139eb83ffbda15ea0df0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thifensulfuron-methyl 20V, Negative-QTOF	splash10-014i-4592000000-624496a386e77b92dabb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thifensulfuron-methyl 40V, Negative-QTOF	splash10-0a4i-9000000000-ce05792c692bc967f2df	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

66325

KEGG Compound ID

C10957

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

83453

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1086141

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 Thifensulfuron-methyl (HMDB0258993)

MOL for HMDB0258993 (Thifensulfuron-methyl)

3D MOL for HMDB0258993 (Thifensulfuron-methyl)

3D SDF for HMDB0258993 (Thifensulfuron-methyl)

3D-SDF for HMDB0258993 (Thifensulfuron-methyl)

PDB for HMDB0258993 (Thifensulfuron-methyl)

3D PDB for HMDB0258993 (Thifensulfuron-methyl)

SMILES for HMDB0258993 (Thifensulfuron-methyl)

INCHI for HMDB0258993 (Thifensulfuron-methyl)

Structure for HMDB0258993 (Thifensulfuron-methyl)

3D Structure for HMDB0258993 (Thifensulfuron-methyl)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra