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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:03:03 UTC

Update Date

2021-09-26 23:04:37 UTC

HMDB ID

HMDB0252201

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fenhexamid

Description

Fenhexamid, also known as KBR 2738 or teldor, belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution. Based on a literature review a significant number of articles have been published on Fenhexamid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fenhexamid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fenhexamid 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

HMDB0252201
     RDKit          3D
Fenhexamid
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.0833    1.5848   -1.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946    0.7199   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.6479   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    1.2280   -1.8504 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -0.0257    0.0925 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0763   -0.1520    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370    0.3532   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3231    0.1721   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8696   -0.5370    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2402   -0.7315    0.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225   -1.0623    1.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.9784    2.5991 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -0.8710    1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.5658    2.3892 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.3403    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    0.5826    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -0.7748    1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185   -1.5050    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338   -0.6553   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    2.6307   -1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096    1.2013   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    1.5914   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -0.4773    0.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508    0.9162   -1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9883    0.5810   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8250   -0.3341   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    1.3439    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3623    2.3880    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582    0.4542    0.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7879    1.1394    1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5515   -1.3617    1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -0.6473    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4645   -2.1827    0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637   -2.2218   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0491   -0.6004   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3890   -1.1909   -1.6571 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 13  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END


  Mrv1652307282022262D          

 19 20  0  0  0  0            999 V2000
   -0.2600   -0.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6889   -0.5152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6889   -1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600   -1.3402    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -2.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2600   -2.9902    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.6889   -2.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6889   -3.8152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4034   -2.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4034   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744    0.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1620    0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869    0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172    1.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0350    1.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    2.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6923    1.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252201

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(CCCCC1)C(=O)NC1=C(Cl)C(Cl)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H17Cl2NO2/c1-14(7-3-2-4-8-14)13(19)17-9-5-6-10(18)12(16)11(9)15/h5-6,18H,2-4,7-8H2,1H3,(H,17,19)

> <INCHI_KEY>
VDLGAVXLJYLFDH-UHFFFAOYSA-N

> <FORMULA>
C14H17Cl2NO2

> <MOLECULAR_WEIGHT>
302.196

> <EXACT_MASS>
301.063634207

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.5344943880149

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexane-1-carboxamide

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
4.784996734

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.343940131692186

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.400082778241468

> <JCHEM_PKA_STRONGEST_BASIC>
-2.658634760327287

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
78.21470000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fenhexamid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252201
     RDKit          3D
Fenhexamid
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.0833    1.5848   -1.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946    0.7199   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.6479   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    1.2280   -1.8504 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -0.0257    0.0925 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0763   -0.1520    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370    0.3532   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3231    0.1721   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8696   -0.5370    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2402   -0.7315    0.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225   -1.0623    1.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.9784    2.5991 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -0.8710    1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.5658    2.3892 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.3403    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    0.5826    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -0.7748    1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185   -1.5050    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338   -0.6553   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    2.6307   -1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096    1.2013   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    1.5914   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -0.4773    0.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508    0.9162   -1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9883    0.5810   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8250   -0.3341   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    1.3439    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3623    2.3880    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582    0.4542    0.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7879    1.1394    1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5515   -1.3617    1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -0.6473    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4645   -2.1827    0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637   -2.2218   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0491   -0.6004   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3890   -1.1909   -1.6571 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 13  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  O   UNK     0      -0.485  -0.962   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.819  -0.192   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -3.153  -0.962   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.153  -2.502   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.819  -3.272   0.000  0.00  0.00           C+0
HETATM    6 Cl   UNK     0      -0.485  -2.502   0.000  0.00  0.00          Cl+0
HETATM    7  C   UNK     0      -1.819  -4.812   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      -0.485  -5.582   0.000  0.00  0.00          Cl+0
HETATM    9  C   UNK     0      -3.153  -5.582   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.153  -7.122   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.486  -4.812   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.486  -3.272   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.819   1.348   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.302   1.081   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.336   1.081   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.325   2.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.799   3.708   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.282   3.975   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.292   2.795   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    4                                                       
CONECT   13    2   14   15   19                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0252201
HETATM    1  C1  UNL     1      -2.083   1.585  -1.899  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.595   0.720  -0.760  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.096   0.648  -0.861  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.407   1.228  -1.850  1.00  0.00           O  
HETATM    5  N1  UNL     1       0.675  -0.026   0.092  1.00  0.00           N  
HETATM    6  C4  UNL     1       2.076  -0.152   0.087  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.937   0.353  -0.838  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.323   0.172  -0.754  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.870  -0.537   0.288  1.00  0.00           C  
HETATM   10  O2  UNL     1       6.240  -0.732   0.395  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.023  -1.062   1.243  1.00  0.00           C  
HETATM   12 CL1  UNL     1       4.657  -1.978   2.599  1.00  0.00          CL  
HETATM   13  C9  UNL     1       2.669  -0.871   1.138  1.00  0.00           C  
HETATM   14 CL2  UNL     1       1.629  -1.566   2.389  1.00  0.00          CL  
HETATM   15  C10 UNL     1      -2.032   1.340   0.537  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.259   0.583   1.042  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.790  -0.775   1.444  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.318  -1.505   0.210  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.134  -0.655  -0.996  1.00  0.00           C  
HETATM   20  H1  UNL     1      -1.769   2.631  -1.722  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.810   1.201  -2.888  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.208   1.591  -1.825  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.133  -0.477   0.892  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.551   0.916  -1.672  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.988   0.581  -1.498  1.00  0.00           H  
HETATM   26  H7  UNL     1       6.825  -0.334  -0.319  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.269   1.344   1.319  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.362   2.388   0.378  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.958   0.454   0.175  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.788   1.139   1.835  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.552  -1.362   1.999  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.917  -0.647   2.115  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.465  -2.183   0.431  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.164  -2.222  -0.036  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.049  -0.600  -1.637  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.389  -1.191  -1.657  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   15   19
CONECT    3    4    4    5
CONECT    5    6   23
CONECT    6    7    7   13
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10   11
CONECT   10   26
CONECT   11   12   13   13
CONECT   13   14
CONECT   15   16   27   28
CONECT   16   17   29   30
CONECT   17   18   31   32
CONECT   18   19   33   34
CONECT   19   35   36
END

HMDB0252201
     RDKit          3D
Fenhexamid
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.0833    1.5848   -1.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5946    0.7199   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.6479   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4074    1.2280   -1.8504 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6748   -0.0257    0.0925 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0763   -0.1520    0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370    0.3532   -0.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3231    0.1721   -0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8696   -0.5370    0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2402   -0.7315    0.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225   -1.0623    1.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -1.9784    2.5991 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -0.8710    1.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6292   -1.5658    2.3892 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.3403    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2590    0.5826    1.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7895   -0.7748    1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185   -1.5050    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338   -0.6553   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    2.6307   -1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096    1.2013   -2.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    1.5914   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -0.4773    0.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508    0.9162   -1.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9883    0.5810   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8250   -0.3341   -0.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    1.3439    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3623    2.3880    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582    0.4542    0.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7879    1.1394    1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5515   -1.3617    1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171   -0.6473    2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4645   -2.1827    0.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637   -2.2218   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0491   -0.6004   -1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3890   -1.1909   -1.6571 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
 13  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 15 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',3'-Dichloro-4'-hydroxy-1-methylcyclohexanecarboxanilide	ChEBI
Fenhexamide	ChEBI
KBR 2738	ChEBI
KBR-2738	ChEBI
N-(2,3-Dichloro-4-hydroxyphenyl)-1-methylcyclohexane-1-carboxamide	ChEBI
Teldor	ChEBI
N-(2,3-Dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide	MeSH

Chemical Formula

C₁₄H₁₇Cl₂NO₂

Average Molecular Weight

302.196

Monoisotopic Molecular Weight

301.063634207

IUPAC Name

N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexane-1-carboxamide

Traditional Name

fenhexamid

CAS Registry Number

Not Available

SMILES

CC1(CCCCC1)C(=O)NC1=C(Cl)C(Cl)=C(O)C=C1

InChI Identifier

InChI=1S/C14H17Cl2NO2/c1-14(7-3-2-4-8-14)13(19)17-9-5-6-10(18)12(16)11(9)15/h5-6,18H,2-4,7-8H2,1H3,(H,17,19)

InChI Key

VDLGAVXLJYLFDH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Anilides

Alternative Parents

Substituents

Anilide
1,2-dichlorobenzene
3-halophenol
2-halophenol
3-chlorophenol
2-chlorophenol
N-arylamide
Chlorobenzene
Halobenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl halide
Aryl chloride
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:81853 )
phenols (CHEBI:81853 )
dichlorobenzene (CHEBI:81853 )
aromatic amide (CHEBI:81853 )
anilide fungicide (CHEBI:81853 )
Amide fungicides (C18593 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0252201)

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	5.39	ALOGPS
logP	4.78	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.4	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.21 m³·mol⁻¹	ChemAxon
Polarizability	30.53 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]+	173.886	30932474
DeepCCS	[M-H]-	171.528	30932474
DeepCCS	[M-2H]-	204.414	30932474
DeepCCS	[M+Na]+	179.979	30932474
AllCCS	[M+H]+	166.8	32859911
AllCCS	[M+H-H2O]+	163.5	32859911
AllCCS	[M+NH4]+	169.8	32859911
AllCCS	[M+Na]+	170.7	32859911
AllCCS	[M-H]-	166.9	32859911
AllCCS	[M+Na-2H]-	167.2	32859911
AllCCS	[M+HCOO]-	167.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fenhexamid	CC1(CCCCC1)C(=O)NC1=C(Cl)C(Cl)=C(O)C=C1	3529.5	Standard polar	33892256
Fenhexamid	CC1(CCCCC1)C(=O)NC1=C(Cl)C(Cl)=C(O)C=C1	2400.8	Standard non polar	33892256
Fenhexamid	CC1(CCCCC1)C(=O)NC1=C(Cl)C(Cl)=C(O)C=C1	2319.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fenhexamid,2TMS,isomer #1	CC1(C(=O)N(C2=CC=C(O[Si](C)(C)C)C(Cl)=C2Cl)[Si](C)(C)C)CCCCC1	2351.7	Semi standard non polar	33892256
Fenhexamid,2TMS,isomer #1	CC1(C(=O)N(C2=CC=C(O[Si](C)(C)C)C(Cl)=C2Cl)[Si](C)(C)C)CCCCC1	2289.7	Standard non polar	33892256
Fenhexamid,2TMS,isomer #1	CC1(C(=O)N(C2=CC=C(O[Si](C)(C)C)C(Cl)=C2Cl)[Si](C)(C)C)CCCCC1	2589.7	Standard polar	33892256
Fenhexamid,2TBDMS,isomer #1	CC1(C(=O)N(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C2Cl)[Si](C)(C)C(C)(C)C)CCCCC1	2813.4	Semi standard non polar	33892256
Fenhexamid,2TBDMS,isomer #1	CC1(C(=O)N(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C2Cl)[Si](C)(C)C(C)(C)C)CCCCC1	2681.8	Standard non polar	33892256
Fenhexamid,2TBDMS,isomer #1	CC1(C(=O)N(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C2Cl)[Si](C)(C)C(C)(C)C)CCCCC1	2815.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fenhexamid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2020-08-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenhexamid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenhexamid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenhexamid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenhexamid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenhexamid GC-MS (TBDMS_1_2) - 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 - Fenhexamid LC-ESI-QFT 9V, positive-QTOF	splash10-0udi-0009000000-a0221ceb0f6408135342	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 18V, positive-QTOF	splash10-0udi-2009000000-5ca632e131ff4102c86a	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 27V, positive-QTOF	splash10-0002-9101000000-86f58bd795207d7b946c	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 36V, positive-QTOF	splash10-0002-9100000000-0177447a40be2e61659f	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 45V, positive-QTOF	splash10-0002-9100000000-b25d2948f9f280cf47b9	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 54V, positive-QTOF	splash10-0a4j-9200000000-05240ecc8d0960cbc70f	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 9V, negative-QTOF	splash10-0udi-0019000000-993b9c46bf4267789476	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 18V, negative-QTOF	splash10-0ik9-0095000000-298c2d6f4d52edea34a4	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 27V, negative-QTOF	splash10-03di-0090000000-9561a2d856296ed50b97	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 36V, negative-QTOF	splash10-03dj-0190000000-5ac80e42f89cc9a18d3e	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 45V, negative-QTOF	splash10-006t-0490000000-91fae1a00ef8046f3af6	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid LC-ESI-QFT 54V, negative-QTOF	splash10-00dm-0790000000-40c417e731fadce3bb94	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid 60V, Positive-QTOF	splash10-0002-9100000000-0177447a40be2e61659f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid 75V, Positive-QTOF	splash10-0002-9100000000-b25d2948f9f280cf47b9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid 15V, Negative-QTOF	splash10-0udi-0019000000-993b9c46bf4267789476	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid 90V, Positive-QTOF	splash10-0a4j-9200000000-05240ecc8d0960cbc70f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid 60V, Negative-QTOF	splash10-03dj-0190000000-5ac80e42f89cc9a18d3e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid 75V, Negative-QTOF	splash10-006t-0490000000-91fae1a00ef8046f3af6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fenhexamid 45V, Negative-QTOF	splash10-03di-0090000000-9561a2d856296ed50b97	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenhexamid 10V, Positive-QTOF	splash10-0udi-1319000000-67a50fb634183842872c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenhexamid 20V, Positive-QTOF	splash10-004i-3922000000-23f762d9dc3f7c0dadd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenhexamid 40V, Positive-QTOF	splash10-0a6u-9200000000-4271ee05a18e446d5177	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenhexamid 10V, Negative-QTOF	splash10-0udi-0009000000-ce76f4d5f98393dfc2cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenhexamid 20V, Negative-QTOF	splash10-0udi-3359000000-23786371c860ebc40b18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenhexamid 40V, Negative-QTOF	splash10-0fgd-6920000000-9d2151c7003a514d1f23	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

184726

KEGG Compound ID

C18593

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

213031

PDB ID

Not Available

ChEBI ID

81853

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1690491

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 Fenhexamid (HMDB0252201)

MOL for HMDB0252201 (Fenhexamid)

3D MOL for HMDB0252201 (Fenhexamid)

3D SDF for HMDB0252201 (Fenhexamid)

3D-SDF for HMDB0252201 (Fenhexamid)

PDB for HMDB0252201 (Fenhexamid)

3D PDB for HMDB0252201 (Fenhexamid)

SMILES for HMDB0252201 (Fenhexamid)

INCHI for HMDB0252201 (Fenhexamid)

Structure for HMDB0252201 (Fenhexamid)

3D Structure for HMDB0252201 (Fenhexamid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra