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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:19:03 UTC

Update Date

2021-09-26 23:05:00 UTC

HMDB ID

HMDB0252429

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fomesafen

Description

fomesafen, also known as fomesafen sodium, belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Based on a literature review a significant number of articles have been published on fomesafen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fomesafen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fomesafen 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

  Mrv1572004191601272D          

 28 29  0  0  0  0            999 V2000
   -5.7158    4.1250    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
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    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
   -2.1434    3.7125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5888    3.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138    5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  2  2  0  0  0  0
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 13 11  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  1  0  0  0  0
 18 15  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  2  0  0  0  0
 21 12  1  0  0  0  0
 22 14  1  0  0  0  0
 23 21  2  0  0  0  0
 24 21  2  0  0  0  0
 27  9  1  0  0  0  0
 27 13  1  0  0  0  0
 28  1  1  0  0  0  0
 20 28  1  4  0  0  0
 28 25  2  0  0  0  0
 28 26  2  0  0  0  0
M  END

HMDB0252429
     RDKit          3D
Fomesafen
 38 39  0  0  0  0  0  0  0  0999 V2000
   -6.8590   -0.0662   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6098    1.2230    0.1321 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.8311    2.2328   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9688    1.9623    1.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181    0.5332    0.1320 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9773    0.7922   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    2.0747   -0.7371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8176   -0.1031   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6321    0.2139   -0.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741   -0.6509   -0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -0.3215   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495    0.0176   -0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9237   -0.8460   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2018   -0.5983   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5407    0.5056   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9821    0.7692    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809   -0.0589   -0.6420 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1375    0.4936    1.4745 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2683    2.0844   -0.1512 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    1.3611    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170    1.1050   -0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.2110    0.3905 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3319   -1.8824   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -2.2081    0.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -1.3248    0.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0722   -1.8031    1.2524 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.7936   -1.0802    1.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3414   -3.1801    1.1693 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.1712   -0.3711    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3869   -0.9356   -0.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6689    0.3241   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096    2.8230   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    1.1857   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6641   -1.7128   -1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0424   -1.2569   -1.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7676    2.2471    0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -2.5678   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -3.1915    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  3
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  1  0
 20 21  2  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25  8  1  0
 21 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  7 32  1  0
  9 33  1  0
 13 34  1  0
 14 35  1  0
 20 36  1  0
 23 37  1  0
 24 38  1  0
M  CHG  2  26   1  28  -1
M  END

  Mrv1572004191601272D          

 28 29  0  0  0  0            999 V2000
   -5.7158    4.1250    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
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    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
   -2.1434    3.7125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5888    3.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138    5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  2  2  0  0  0  0
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 13 11  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  1  0  0  0  0
 18 15  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  2  0  0  0  0
 21 12  1  0  0  0  0
 22 14  1  0  0  0  0
 23 21  2  0  0  0  0
 24 21  2  0  0  0  0
 27  9  1  0  0  0  0
 27 13  1  0  0  0  0
 28  1  1  0  0  0  0
 20 28  1  4  0  0  0
 28 25  2  0  0  0  0
 28 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252429

> <DATABASE_NAME>
hmdb

> <SMILES>
CS(=O)(=O)N=C(O)C1=C(C=CC(OC2=C(Cl)C=C(C=C2)C(F)(F)F)=C1)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H10ClF3N2O6S/c1-28(25,26)20-14(22)10-7-9(3-4-12(10)21(23)24)27-13-5-2-8(6-11(13)16)15(17,18)19/h2-7H,1H3,(H,20,22)

> <INCHI_KEY>
BGZZWXTVIYUUEY-UHFFFAOYSA-N

> <FORMULA>
C15H10ClF3N2O6S

> <MOLECULAR_WEIGHT>
438.76

> <EXACT_MASS>
437.9900194

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
35.561423858577704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methanesulfonyl-2-nitrobenzene-1-carboximidic acid

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.5971985626666663

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.335075408779084

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5668311264096766

> <JCHEM_POLAR_SURFACE_AREA>
121.77999999999999

> <JCHEM_REFRACTIVITY>
92.969

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methanesulfonyl-2-nitrobenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252429
     RDKit          3D
Fomesafen
 38 39  0  0  0  0  0  0  0  0999 V2000
   -6.8590   -0.0662   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6098    1.2230    0.1321 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.8311    2.2328   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9688    1.9623    1.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181    0.5332    0.1320 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9773    0.7922   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    2.0747   -0.7371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8176   -0.1031   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6321    0.2139   -0.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741   -0.6509   -0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -0.3215   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495    0.0176   -0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9237   -0.8460   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2018   -0.5983   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5407    0.5056   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9821    0.7692    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809   -0.0589   -0.6420 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1375    0.4936    1.4745 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2683    2.0844   -0.1512 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    1.3611    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170    1.1050   -0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.2110    0.3905 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3319   -1.8824   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -2.2081    0.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -1.3248    0.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0722   -1.8031    1.2524 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.7936   -1.0802    1.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3414   -3.1801    1.1693 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.1712   -0.3711    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3869   -0.9356   -0.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6689    0.3241   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096    2.8230   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    1.1857   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6641   -1.7128   -1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0424   -1.2569   -1.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7676    2.2471    0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -2.5678   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -3.1915    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  3
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  1  0
 20 21  2  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25  8  1  0
 21 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  7 32  1  0
  9 33  1  0
 13 34  1  0
 14 35  1  0
 20 36  1  0
 23 37  1  0
 24 38  1  0
M  CHG  2  26   1  28  -1
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     -10.669   7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      -4.001   6.930   0.000  0.00  0.00          Cl+0
HETATM   17  F   UNK     0      -1.334   0.770   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0      -2.874   2.310   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0       0.206   2.310   0.000  0.00  0.00           F+0
HETATM   20  N   UNK     0      -8.002   9.240   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -6.668  11.550   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.002  10.780   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -6.668  13.090   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -8.566   7.136   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0     -10.106   9.804   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      -9.336   8.470   0.000  0.00  0.00           S+0
CONECT    1   28                                                            
CONECT    2    5    8                                                       
CONECT    3    4    9                                                       
CONECT    4    3   12                                                       
CONECT    5    2   13                                                       
CONECT    6    8   11                                                       
CONECT    7    9   10                                                       
CONECT    8    2    6   15                                                  
CONECT    9    3    7   27                                                  
CONECT   10    7   12   14                                                  
CONECT   11    6   13   16                                                  
CONECT   12    4   10   21                                                  
CONECT   13    5   11   27                                                  
CONECT   14   10   20   22                                                  
CONECT   15    8   17   18   19                                             
CONECT   16   11                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20   14   28                                                       
CONECT   21   12   23   24                                                  
CONECT   22   14                                                            
CONECT   23   21                                                            
CONECT   24   21                                                            
CONECT   25   28                                                            
CONECT   26   28                                                            
CONECT   27    9   13                                                       
CONECT   28    1   20   25   26                                             
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0252429
HETATM    1  C1  UNL     1      -6.859  -0.066  -0.140  1.00  0.00           C  
HETATM    2  S1  UNL     1      -5.610   1.223   0.132  1.00  0.00           S  
HETATM    3  O1  UNL     1      -5.831   2.233  -0.994  1.00  0.00           O  
HETATM    4  O2  UNL     1      -5.969   1.962   1.421  1.00  0.00           O  
HETATM    5  N1  UNL     1      -4.118   0.533   0.132  1.00  0.00           N  
HETATM    6  C2  UNL     1      -2.977   0.792  -0.173  1.00  0.00           C  
HETATM    7  O3  UNL     1      -2.686   2.075  -0.737  1.00  0.00           O  
HETATM    8  C3  UNL     1      -1.818  -0.103  -0.020  1.00  0.00           C  
HETATM    9  C4  UNL     1      -0.632   0.214  -0.629  1.00  0.00           C  
HETATM   10  C5  UNL     1       0.474  -0.651  -0.657  1.00  0.00           C  
HETATM   11  O4  UNL     1       1.614  -0.322  -1.276  1.00  0.00           O  
HETATM   12  C6  UNL     1       2.849   0.018  -0.873  1.00  0.00           C  
HETATM   13  C7  UNL     1       3.924  -0.846  -1.279  1.00  0.00           C  
HETATM   14  C8  UNL     1       5.202  -0.598  -0.936  1.00  0.00           C  
HETATM   15  C9  UNL     1       5.541   0.506  -0.175  1.00  0.00           C  
HETATM   16  C10 UNL     1       6.982   0.769   0.156  1.00  0.00           C  
HETATM   17  F1  UNL     1       7.781  -0.059  -0.642  1.00  0.00           F  
HETATM   18  F2  UNL     1       7.138   0.494   1.475  1.00  0.00           F  
HETATM   19  F3  UNL     1       7.268   2.084  -0.151  1.00  0.00           F  
HETATM   20  C11 UNL     1       4.545   1.361   0.239  1.00  0.00           C  
HETATM   21  C12 UNL     1       3.217   1.105  -0.115  1.00  0.00           C  
HETATM   22 CL1  UNL     1       1.912   2.211   0.390  1.00  0.00          CL  
HETATM   23  C13 UNL     1       0.332  -1.882  -0.023  1.00  0.00           C  
HETATM   24  C14 UNL     1      -0.829  -2.208   0.579  1.00  0.00           C  
HETATM   25  C15 UNL     1      -1.925  -1.325   0.592  1.00  0.00           C  
HETATM   26  N2  UNL     1      -3.072  -1.803   1.252  1.00  0.00           N1+
HETATM   27  O5  UNL     1      -3.794  -1.080   1.920  1.00  0.00           O  
HETATM   28  O6  UNL     1      -3.341  -3.180   1.169  1.00  0.00           O1-
HETATM   29  H1  UNL     1      -7.171  -0.371   0.866  1.00  0.00           H  
HETATM   30  H2  UNL     1      -6.387  -0.936  -0.644  1.00  0.00           H  
HETATM   31  H3  UNL     1      -7.669   0.324  -0.790  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.410   2.823  -0.115  1.00  0.00           H  
HETATM   33  H5  UNL     1      -0.459   1.186  -1.135  1.00  0.00           H  
HETATM   34  H6  UNL     1       3.664  -1.713  -1.850  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.042  -1.257  -1.232  1.00  0.00           H  
HETATM   36  H8  UNL     1       4.768   2.247   0.835  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.207  -2.568  -0.045  1.00  0.00           H  
HETATM   38  H10 UNL     1      -0.903  -3.192   1.074  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3    4    4
CONECT    2    5
CONECT    5    6    6
CONECT    6    7    8
CONECT    7   32
CONECT    8    9    9   25
CONECT    9   10   33
CONECT   10   11   23   23
CONECT   11   12
CONECT   12   13   13   21
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16   20
CONECT   16   17   18   19
CONECT   20   21   21   36
CONECT   21   22
CONECT   23   24   37
CONECT   24   25   25   38
CONECT   25   26
CONECT   26   27   27   28
END

HMDB0252429
     RDKit          3D
Fomesafen
 38 39  0  0  0  0  0  0  0  0999 V2000
   -6.8590   -0.0662   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6098    1.2230    0.1321 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.8311    2.2328   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9688    1.9623    1.4208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181    0.5332    0.1320 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9773    0.7922   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    2.0747   -0.7371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8176   -0.1031   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6321    0.2139   -0.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4741   -0.6509   -0.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140   -0.3215   -1.2756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8495    0.0176   -0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9237   -0.8460   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2018   -0.5983   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5407    0.5056   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9821    0.7692    0.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809   -0.0589   -0.6420 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1375    0.4936    1.4745 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2683    2.0844   -0.1512 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448    1.3611    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170    1.1050   -0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.2110    0.3905 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3319   -1.8824   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290   -2.2081    0.5791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -1.3248    0.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0722   -1.8031    1.2524 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.7936   -1.0802    1.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3414   -3.1801    1.1693 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.1712   -0.3711    0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3869   -0.9356   -0.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6689    0.3241   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4096    2.8230   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4589    1.1857   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6641   -1.7128   -1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0424   -1.2569   -1.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7676    2.2471    0.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -2.5678   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -3.1915    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  2  0
  2  5  1  0
  5  6  2  3
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 15 20  1  0
 20 21  2  0
 21 22  1  0
 10 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 25  8  1  0
 21 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  7 32  1  0
  9 33  1  0
 13 34  1  0
 14 35  1  0
 20 36  1  0
 23 37  1  0
 24 38  1  0
M  CHG  2  26   1  28  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-N-mesyl-2-nitrobenzamide	ChEBI
5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-(methanesulfonyl)-2-nitrobenzamide	ChEBI
5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-mesyl-2-nitrobenzamide	ChEBI
Fomesafene	ChEBI
5-(2-Chloro-a,a,a-trifluoro-p-tolyloxy)-N-mesyl-2-nitrobenzamide	Generator
5-(2-Chloro-α,α,α-trifluoro-p-tolyloxy)-N-mesyl-2-nitrobenzamide	Generator
5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-(methanesulphonyl)-2-nitrobenzamide	Generator
5-(2-Chloro-4-(trifluoromethyl)-phenoxy)-N-(methylsulfonyl)-2-nitrobenzamide	MeSH
Fomesafen potassium	MeSH
Fomesafen sodium	MeSH
Fomesafen	MeSH

Chemical Formula

C₁₅H₁₀ClF₃N₂O₆S

Average Molecular Weight

438.76

Monoisotopic Molecular Weight

437.9900194

IUPAC Name

5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methanesulfonyl-2-nitrobenzene-1-carboximidic acid

Traditional Name

5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methanesulfonyl-2-nitrobenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)N=C(O)C1=C(C=CC(OC2=C(Cl)C=C(C=C2)C(F)(F)F)=C1)N(=O)=O

InChI Identifier

InChI=1S/C15H10ClF3N2O6S/c1-28(25,26)20-14(22)10-7-9(3-4-12(10)21(23)24)27-13-5-2-8(6-11(13)16)15(17,18)19/h2-7H,1H3,(H,20,22)

InChI Key

BGZZWXTVIYUUEY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Trifluoromethylbenzene
Nitrobenzene
Phenoxy compound
Nitroaromatic compound
Phenol ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
C-nitro compound
Organic nitro compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Ether
Organic oxoazanium
Organic zwitterion
Organofluoride
Organochloride
Organonitrogen compound
Organohalogen compound
Alkyl halide
Alkyl fluoride
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:81925 )
Amide herbicides (C18736 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	3.56	ALOGPS
logP	3.6	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	4.34	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	121.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.97 m³·mol⁻¹	ChemAxon
Polarizability	35.56 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]+	187.866	30932474
DeepCCS	[M-H]-	185.508	30932474
DeepCCS	[M-2H]-	218.929	30932474
DeepCCS	[M+Na]+	194.156	30932474
AllCCS	[M+H]+	187.5	32859911
AllCCS	[M+H-H2O]+	185.1	32859911
AllCCS	[M+NH4]+	189.7	32859911
AllCCS	[M+Na]+	190.4	32859911
AllCCS	[M-H]-	177.5	32859911
AllCCS	[M+Na-2H]-	176.7	32859911
AllCCS	[M+HCOO]-	176.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fomesafen	CS(=O)(=O)N=C(O)C1=C(C=CC(OC2=C(Cl)C=C(C=C2)C(F)(F)F)=C1)N(=O)=O	4043.1	Standard polar	33892256
Fomesafen	CS(=O)(=O)N=C(O)C1=C(C=CC(OC2=C(Cl)C=C(C=C2)C(F)(F)F)=C1)N(=O)=O	2638.8	Standard non polar	33892256
Fomesafen	CS(=O)(=O)N=C(O)C1=C(C=CC(OC2=C(Cl)C=C(C=C2)C(F)(F)F)=C1)N(=O)=O	2850.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fomesafen GC-MS (Non-derivatized) - 70eV, Positive	splash10-016s-4089300000-b93f9c0c70140472df95	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fomesafen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fomesafen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fomesafen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 15V, Negative-QTOF	splash10-000i-0000900000-2e8956bf4de416c66f72	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 30V, Negative-QTOF	splash10-00rf-4902100000-ae4489296b575bdfb2b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 60V, Negative-QTOF	splash10-0006-1910000000-21e60ed3dee75f328d42	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 45V, Negative-QTOF	splash10-0006-2910000000-effef051aa5e7e353e70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 45V, Positive-QTOF	splash10-0006-2910000000-6d706bee6cdc546f198a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 90V, Negative-QTOF	splash10-006x-3900000000-1129bab6c42d56206807	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 75V, Negative-QTOF	splash10-0006-2900000000-34df6ea4b55fa2f4a887	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 90V, Positive-QTOF	splash10-006x-3900000000-570946b07c1e744dcbd3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fomesafen 75V, Positive-QTOF	splash10-0006-2900000000-d0750c309fd13341640a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fomesafen 10V, Positive-QTOF	splash10-000i-0000900000-762773aa15569fb79cd3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fomesafen 20V, Positive-QTOF	splash10-006x-0001900000-de92f8d42202b3ed0d30	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fomesafen 40V, Positive-QTOF	splash10-01pc-1967600000-a57a332281cbaf861c27	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fomesafen 10V, Negative-QTOF	splash10-000i-0000900000-fc2571f4e2df262fcb2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fomesafen 20V, Negative-QTOF	splash10-000i-1000900000-b19bd4b8b8706fe53a48	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fomesafen 40V, Negative-QTOF	splash10-01u0-9201000000-1eac92757a8b29954517	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

46694

KEGG Compound ID

C18736

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fomesafen

METLIN ID

Not Available

PubChem Compound

51556

PDB ID

Not Available

ChEBI ID

81925

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 Fomesafen (HMDB0252429)

MOL for HMDB0252429 (Fomesafen)

3D MOL for HMDB0252429 (Fomesafen)

3D SDF for HMDB0252429 (Fomesafen)

3D-SDF for HMDB0252429 (Fomesafen)

PDB for HMDB0252429 (Fomesafen)

3D PDB for HMDB0252429 (Fomesafen)

SMILES for HMDB0252429 (Fomesafen)

INCHI for HMDB0252429 (Fomesafen)

Structure for HMDB0252429 (Fomesafen)

3D Structure for HMDB0252429 (Fomesafen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra