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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:53:12 UTC

Update Date

2022-11-23 22:29:16 UTC

HMDB ID

HMDB0254529

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methiocarb

Description

Methiocarb, also known as mesurol, belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Methiocarb is a very weakly acidic compound (based on its pKa). Methiocarb is a potentially toxic compound. Some of the carbamates are translocated within plants, making them an effective systemic treatment. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321). This compound has been identified in human blood as reported by (PMID: 31557052 ). Methiocarb is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methiocarb 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

HMDB0254529
     RDKit          3D
METHIOCARB
 30 30  0  0  0  0  0  0  0  0999 V2000
   -5.3401    0.9184   -0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971    0.2882    0.0263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864    0.3058   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288    0.8698   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3060   -0.2896    0.8584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077   -0.3052    0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2758   -1.3530    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.4165    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8060   -2.5343   -0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -0.4185    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546   -0.5160    0.4900 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589    0.3008   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706    0.6314    1.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060    1.6999    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194    0.6734    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2964    0.3293   -1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300    1.9360   -1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3749    0.9969   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9535   -0.1753    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -2.1629   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -2.2090   -1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0926   -2.9749   -1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0241   -3.3729    0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3685    0.2427   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0235    1.3963   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631   -0.1775   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744    2.5781    2.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    1.9749    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950    1.2771    2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6123    1.4867    1.8490 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 12 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
M  END

  Mrv1652307282022222D          

 15 15  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  6 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254529

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(=O)OC1=CC(C)=C(SC)C(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H15NO2S/c1-7-5-9(14-11(13)12-3)6-8(2)10(7)15-4/h5-6H,1-4H3,(H,12,13)

> <INCHI_KEY>
YFBPRJGDJKVWAH-UHFFFAOYSA-N

> <FORMULA>
C11H15NO2S

> <MOLECULAR_WEIGHT>
225.307

> <EXACT_MASS>
225.082349419

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.542207259471645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dimethyl-4-(methylsulfanyl)phenyl N-methylcarbamate

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
3.1256972393333333

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.771959854199771

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
63.60510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
grandslam

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0254529
     RDKit          3D
METHIOCARB
 30 30  0  0  0  0  0  0  0  0999 V2000
   -5.3401    0.9184   -0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971    0.2882    0.0263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864    0.3058   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288    0.8698   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3060   -0.2896    0.8584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077   -0.3052    0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2758   -1.3530    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.4165    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8060   -2.5343   -0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -0.4185    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546   -0.5160    0.4900 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589    0.3008   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706    0.6314    1.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060    1.6999    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194    0.6734    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2964    0.3293   -1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300    1.9360   -1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3749    0.9969   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9535   -0.1753    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -2.1629   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -2.2090   -1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0926   -2.9749   -1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0241   -3.3729    0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3685    0.2427   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0235    1.3963   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631   -0.1775   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744    2.5781    2.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    1.9749    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950    1.2771    2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6123    1.4867    1.8490 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 12 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  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  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      -1.334   2.310   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    6                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0254529
HETATM    1  C1  UNL     1      -5.340   0.918  -0.981  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.497   0.288   0.026  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.086   0.306  -0.094  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.529   0.870  -1.080  1.00  0.00           O  
HETATM    5  O2  UNL     1      -2.306  -0.290   0.858  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.908  -0.305   0.794  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.276  -1.353   0.146  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.112  -1.417   0.054  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.806  -2.534  -0.639  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.878  -0.418   0.618  1.00  0.00           C  
HETATM   11  S1  UNL     1       3.655  -0.516   0.490  1.00  0.00           S  
HETATM   12  C8  UNL     1       4.259   0.301  -1.012  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.271   0.631   1.266  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.106   1.700   1.870  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.119   0.673   1.346  1.00  0.00           C  
HETATM   16  H1  UNL     1      -5.296   0.329  -1.928  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.930   1.936  -1.213  1.00  0.00           H  
HETATM   18  H3  UNL     1      -6.375   0.997  -0.614  1.00  0.00           H  
HETATM   19  H4  UNL     1      -4.954  -0.175   0.836  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.852  -2.163  -0.314  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.680  -2.209  -1.219  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.093  -2.975  -1.393  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.024  -3.373   0.060  1.00  0.00           H  
HETATM   24  H9  UNL     1       5.369   0.243  -0.983  1.00  0.00           H  
HETATM   25  H10 UNL     1       4.024   1.396  -0.995  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.863  -0.178  -1.920  1.00  0.00           H  
HETATM   27  H12 UNL     1       1.474   2.578   2.153  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.872   1.975   1.118  1.00  0.00           H  
HETATM   29  H14 UNL     1       2.595   1.277   2.766  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.612   1.487   1.849  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7    7   15
CONECT    7    8   20
CONECT    8    9   10   10
CONECT    9   21   22   23
CONECT   10   11   13
CONECT   11   12
CONECT   12   24   25   26
CONECT   13   14   15   15
CONECT   14   27   28   29
CONECT   15   30
END

HMDB0254529
     RDKit          3D
METHIOCARB
 30 30  0  0  0  0  0  0  0  0999 V2000
   -5.3401    0.9184   -0.9811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971    0.2882    0.0263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864    0.3058   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5288    0.8698   -1.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3060   -0.2896    0.8584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9077   -0.3052    0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2758   -1.3530    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1122   -1.4165    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8060   -2.5343   -0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -0.4185    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546   -0.5160    0.4900 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589    0.3008   -1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706    0.6314    1.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060    1.6999    1.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194    0.6734    1.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2964    0.3293   -1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300    1.9360   -1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3749    0.9969   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9535   -0.1753    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -2.1629   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -2.2090   -1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0926   -2.9749   -1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0241   -3.3729    0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3685    0.2427   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0235    1.3963   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631   -0.1775   -1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744    2.5781    2.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8722    1.9749    1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950    1.2771    2.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6123    1.4867    1.8490 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 15  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 12 24  1  0
 12 25  1  0
 12 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Dimethyl-4-(methylthio)phenol methylcarbamate	ChEBI
3,5-Dimethyl-4-(methylthio)phenyl methylcarbamate	ChEBI
3,5-Dimethyl-4-methylthiophenyl N-methylcarbamate	ChEBI
4-Methylmercapto-3,5-dimethylphenyl N-methylcarbamate	ChEBI
4-Methylmercapto-3,5-xylyl methylcarbamate	ChEBI
4-Methylthio-3,5-dimethylphenyl methylcarbamate	ChEBI
4-Methylthio-3,5-xylyl methylcarbamate	ChEBI
Mesurol	ChEBI
3,5-Dimethyl-4-(methylthio)phenol methylcarbamic acid	Generator
3,5-Dimethyl-4-(methylthio)phenyl methylcarbamic acid	Generator
3,5-Dimethyl-4-methylthiophenyl N-methylcarbamic acid	Generator
4-Methylmercapto-3,5-dimethylphenyl N-methylcarbamic acid	Generator
4-Methylmercapto-3,5-xylyl methylcarbamic acid	Generator
4-Methylthio-3,5-dimethylphenyl methylcarbamic acid	Generator
4-Methylthio-3,5-xylyl methylcarbamic acid	Generator

Chemical Formula

C₁₁H₁₅NO₂S

Average Molecular Weight

225.307

Monoisotopic Molecular Weight

225.082349419

IUPAC Name

3,5-dimethyl-4-(methylsulfanyl)phenyl N-methylcarbamate

Traditional Name

grandslam

CAS Registry Number

Not Available

SMILES

CNC(=O)OC1=CC(C)=C(SC)C(C)=C1

InChI Identifier

InChI=1S/C11H15NO2S/c1-7-5-9(14-11(13)12-3)6-8(2)10(7)15-4/h5-6H,1-4H3,(H,12,13)

InChI Key

YFBPRJGDJKVWAH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxy compounds

Direct Parent

Phenoxy compounds

Alternative Parents

Substituents

Phenoxy compound
Aryl thioether
Thiophenol ether
M-xylene
Xylene
Alkylarylthioether
Carboximidic acid derivative
Thioether
Sulfenyl compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Imine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

carbamate ester (CHEBI:38508 )
aryl sulfide (CHEBI:38508 )
Carbamate insecticides (C18651 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0254529)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Industrial application

Molluscicide (HMDB: HMDB0254529)
Agrochemical (HMDB: HMDB0254529)

Agriculture

Pesticide

Acaricide (HMDB: HMDB0254529)
Carbamate insecticide (HMDB: HMDB0254529)
Avicide (HMDB: HMDB0254529)

Biological role

Modulator

Inhibitor

EC 3.1.1.7 (acetylcholinesterase) inhibitor (HMDB: HMDB0254529)

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	2.54	ALOGPS
logP	3.13	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	14.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.61 m³·mol⁻¹	ChemAxon
Polarizability	24.54 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	150.566	30932474
DeepCCS	[M-H]-	148.208	30932474
DeepCCS	[M-2H]-	182.431	30932474
DeepCCS	[M+Na]+	157.087	30932474
AllCCS	[M+H]+	148.2	32859911
AllCCS	[M+H-H2O]+	144.4	32859911
AllCCS	[M+NH4]+	151.7	32859911
AllCCS	[M+Na]+	152.7	32859911
AllCCS	[M-H]-	151.7	32859911
AllCCS	[M+Na-2H]-	152.2	32859911
AllCCS	[M+HCOO]-	152.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
METHIOCARB	CNC(=O)OC1=CC(C)=C(SC)C(C)=C1	2468.7	Standard polar	33892256
METHIOCARB	CNC(=O)OC1=CC(C)=C(SC)C(C)=C1	1914.4	Standard non polar	33892256
METHIOCARB	CNC(=O)OC1=CC(C)=C(SC)C(C)=C1	1948.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
METHIOCARB,1TMS,isomer #1	CSC1=C(C)C=C(OC(=O)N(C)[Si](C)(C)C)C=C1C	2029.7	Semi standard non polar	33892256
METHIOCARB,1TMS,isomer #1	CSC1=C(C)C=C(OC(=O)N(C)[Si](C)(C)C)C=C1C	2025.9	Standard non polar	33892256
METHIOCARB,1TMS,isomer #1	CSC1=C(C)C=C(OC(=O)N(C)[Si](C)(C)C)C=C1C	2271.6	Standard polar	33892256
METHIOCARB,1TBDMS,isomer #1	CSC1=C(C)C=C(OC(=O)N(C)[Si](C)(C)C(C)(C)C)C=C1C	2248.1	Semi standard non polar	33892256
METHIOCARB,1TBDMS,isomer #1	CSC1=C(C)C=C(OC(=O)N(C)[Si](C)(C)C(C)(C)C)C=C1C	2215.6	Standard non polar	33892256
METHIOCARB,1TBDMS,isomer #1	CSC1=C(C)C=C(OC(=O)N(C)[Si](C)(C)C(C)(C)C)C=C1C	2391.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methiocarb GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2020-08-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methiocarb GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0gb9-7900000000-82567d636378adabb1e1	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 15V, positive-QTOF	splash10-014i-0900000000-33b55c00563f4fde0d21	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 6V, positive-QTOF	splash10-014i-0900000000-cbb70974a5ac2b3cde11	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 13V, positive-QTOF	splash10-014i-0900000000-08421f61964dd9e84834	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 20V, positive-QTOF	splash10-00di-0900000000-a0f4d48b95ddadeacde1	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 27V, positive-QTOF	splash10-00di-1900000000-26fa3656076d4f5b9747	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 33V, positive-QTOF	splash10-00di-3900000000-a8337c362cccf713ee24	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 40V, positive-QTOF	splash10-05fu-5900000000-ef61497e358941667a73	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 24V, positive-QTOF	splash10-00di-1900000000-4c82adbc8ab4b22f9b4a	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 36V, positive-QTOF	splash10-00dl-6900000000-7aa3b43100afab8265c7	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-ITFT 15V, positive-QTOF	splash10-014i-0900000000-1b7534b20d53f4066cb4	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-QFT 15V, positive-QTOF	splash10-00xr-0900000000-1bbf96f1b84a957d673e	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-QTOF 10V, positive-QTOF	splash10-014i-0900000000-52ef47c24c6e0d16c087	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-QTOF 20V, positive-QTOF	splash10-00xr-0900000000-72b2adbcb90625250a39	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-QTOF 30V, positive-QTOF	splash10-00di-0900000000-b01752c6694d8522c4f7	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-QTOF 40V, positive-QTOF	splash10-00di-0900000000-992aabf50eee221378d3	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-QTOF 50V, positive-QTOF	splash10-00di-0900000000-ec0a5e900489da8e3792	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb LC-ESI-QTOF 23V, positive-QTOF	splash10-00di-0900000000-9efcdf3176ca194fcc9a	2020-08-04	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 40V, Positive-QTOF	splash10-00di-0900000000-992aabf50eee221378d3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 30V, Positive-QTOF	splash10-014i-0900000000-165018e065d9e9ff5583	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 45V, Positive-QTOF	splash10-00di-0900000000-a833f391e0489701761a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 30V, Positive-QTOF	splash10-00di-0900000000-b01752c6694d8522c4f7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 10V, Positive-QTOF	splash10-014i-0900000000-52ef47c24c6e0d16c087	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 75V, Positive-QTOF	splash10-00di-3900000000-e801464e3123bedbb789	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 60V, Positive-QTOF	splash10-00di-1900000000-ee02896ff4f45273c503	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methiocarb 20V, Positive-QTOF	splash10-00xr-0900000000-72b2adbcb90625250a39	2021-09-20	HMDB team, MONA	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

Not Available

KEGG Compound ID

C18651

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methiocarb

METLIN ID

Not Available

PubChem Compound

16248

PDB ID

Not Available

ChEBI ID

38508

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 Methiocarb (HMDB0254529)

MOL for HMDB0254529 (Methiocarb)

3D MOL for HMDB0254529 (Methiocarb)

3D SDF for HMDB0254529 (Methiocarb)

3D-SDF for HMDB0254529 (Methiocarb)

PDB for HMDB0254529 (Methiocarb)

3D PDB for HMDB0254529 (Methiocarb)

SMILES for HMDB0254529 (Methiocarb)

INCHI for HMDB0254529 (Methiocarb)

Structure for HMDB0254529 (Methiocarb)

3D Structure for HMDB0254529 (Methiocarb)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra