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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:22 UTC

Update Date

2022-03-07 02:53:06 UTC

HMDB ID

HMDB0031770

Secondary Accession Numbers

HMDB31770

Metabolite Identification

Common Name

Carbofuran

Description

Carbofuran, also known as furadan or NEX, belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring. Based on a literature review a significant number of articles have been published on Carbofuran.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0031770
     RDKit          3D
Carbofuran
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.0997    0.4325    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5621   -0.0599 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036    0.5839    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205    0.4814    2.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    0.7107    0.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8418   -0.0029   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205   -0.9427   -0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -1.6256   -1.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -1.3654   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2552   -0.4288   -1.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313    0.2836   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3773    1.1662    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643    0.5652    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    1.5560    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7093   -0.5347    1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6578    0.0613   -1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5834    0.3829   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3583   -0.5040    0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4919    1.3382    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7918   -0.3561    2.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -1.1833   -0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090   -2.3824   -2.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741   -1.9330   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    2.4486   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727    1.7780    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7151    1.0767    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -0.1493    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1247   -1.4148    1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7411   -0.8300    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4009   -0.7197   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7408    0.9454   -1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  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
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 11  6  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 14 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
M  END


  Mrv1652303202019002D          

 16 17  0  0  0  0            999 V2000
    0.6818    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  2  0  0  0  0
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  4  0  0  0
 13 11  2  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031770

> <DATABASE_NAME>
hmdb

> <SMILES>
CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO3/c1-12(2)7-8-5-4-6-9(10(8)16-12)15-11(14)13-3/h4-6H,7H2,1-3H3,(H,13,14)

> <INCHI_KEY>
DUEPRVBVGDRKAG-UHFFFAOYSA-N

> <FORMULA>
C12H15NO3

> <MOLECULAR_WEIGHT>
221.2524

> <EXACT_MASS>
221.105193351

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.279981980661212

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-N-methylmethanimidic acid

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.6230080726895824

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7807759066273388

> <JCHEM_PKA_STRONGEST_BASIC>
2.16441420910067

> <JCHEM_POLAR_SURFACE_AREA>
51.05000000000001

> <JCHEM_REFRACTIVITY>
60.115300000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
furadan 4F

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031770
     RDKit          3D
Carbofuran
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.0997    0.4325    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5621   -0.0599 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036    0.5839    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205    0.4814    2.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    0.7107    0.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8418   -0.0029   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205   -0.9427   -0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -1.6256   -1.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -1.3654   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2552   -0.4288   -1.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313    0.2836   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3773    1.1662    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643    0.5652    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    1.5560    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7093   -0.5347    1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6578    0.0613   -1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5834    0.3829   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3583   -0.5040    0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4919    1.3382    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7918   -0.3561    2.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -1.1833   -0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090   -2.3824   -2.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741   -1.9330   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    2.4486   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727    1.7780    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7151    1.0767    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -0.1493    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1247   -1.4148    1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7411   -0.8300    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4009   -0.7197   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7408    0.9454   -1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  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
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 11  6  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 14 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       1.273   1.800   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.273  -0.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       7.454  -4.620   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4    9                                                       
CONECT    7    8   12                                                       
CONECT    8    5    7   10                                                  
CONECT    9    6   10   15                                                  
CONECT   10    8    9   16                                                  
CONECT   11   13   14   15                                                  
CONECT   12    1    2    7   16                                             
CONECT   13    3   11                                                       
CONECT   14   11                                                            
CONECT   15    9   11                                                       
CONECT   16   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0031770
HETATM    1  C1  UNL     1       5.100   0.432   0.082  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.683   0.562  -0.060  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.904   0.584   0.957  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.421   0.481   2.233  1.00  0.00           O  
HETATM    5  O2  UNL     1       1.559   0.711   0.751  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.842  -0.003  -0.173  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.420  -0.943  -0.985  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.638  -1.626  -1.898  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.703  -1.365  -1.990  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.255  -0.429  -1.174  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.531   0.284  -0.246  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.377   1.166   0.436  1.00  0.00           O  
HETATM   13  C9  UNL     1      -2.664   0.565   0.373  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.773   1.556   0.602  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.709  -0.535   1.388  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.658   0.061  -1.051  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.583   0.383  -0.925  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.358  -0.504   0.600  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.492   1.338   0.630  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.792  -0.356   2.637  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.488  -1.183  -0.936  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.109  -2.382  -2.550  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.274  -1.933  -2.727  1.00  0.00           H  
HETATM   24  H8  UNL     1      -3.626   2.449  -0.033  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.873   1.778   1.669  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.715   1.077   0.262  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.221  -0.149   2.327  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.125  -1.415   1.083  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.741  -0.830   1.667  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.401  -0.720  -1.240  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.741   0.945  -1.708  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3
CONECT    3    4    5
CONECT    4   20
CONECT    5    6
CONECT    6    7    7   11
CONECT    7    8   21
CONECT    8    9    9   22
CONECT    9   10   23
CONECT   10   11   11   16
CONECT   11   12
CONECT   12   13
CONECT   13   14   15   16
CONECT   14   24   25   26
CONECT   15   27   28   29
CONECT   16   30   31
END

HMDB0031770
     RDKit          3D
Carbofuran
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.0997    0.4325    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.5621   -0.0599 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036    0.5839    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205    0.4814    2.2334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586    0.7107    0.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8418   -0.0029   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4205   -0.9427   -0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380   -1.6256   -1.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -1.3654   -1.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2552   -0.4288   -1.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313    0.2836   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3773    1.1662    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643    0.5652    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728    1.5560    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7093   -0.5347    1.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6578    0.0613   -1.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5834    0.3829   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3583   -0.5040    0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4919    1.3382    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7918   -0.3561    2.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -1.1833   -0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1090   -2.3824   -2.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741   -1.9330   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259    2.4486   -0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727    1.7780    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7151    1.0767    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -0.1493    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1247   -1.4148    1.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7411   -0.8300    1.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4009   -0.7197   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7408    0.9454   -1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  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
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
 11  6  1  0
 16 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 14 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2-Dimethyl-2,3-dihydro-7-benzofuranyl N-methylcarbamate	ChEBI
2,3-Dihydro-2,2-dimethylbenzofuran-7-yl methylcarbamate	ChEBI
Furadan	ChEBI
2,2-Dimethyl-2,3-dihydro-7-benzofuranyl N-methylcarbamic acid	Generator
2,3-Dihydro-2,2-dimethylbenzofuran-7-yl methylcarbamic acid	Generator
2, 3-Dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate	HMDB
2, 3-Dihydro-2,2-dimethylbenzofuranyl-7-N-methylcarbamate	HMDB
2,2-Dimethyl-2,2-dihydrobenzofuranyl-7 N-methylcarbamate	HMDB
2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl methylcarbamate	HMDB
2,2-Dimethyl-2,3-dihydrobenzoduranyl-7-N-methylcarbamate	HMDB
2,2-Dimethyl-7-coumaranyl N-methylcarbamate	HMDB
2,3-Dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate	HMDB
2,3-Dihydro-2,2-dimethyl-7-benzofuranol N-methylcarbamate	HMDB
2,3-Dihydro-2,2-dimethyl-7-benzofuranol, methylcarbamATE	HMDB
2,3-Dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate	HMDB
2,3-Dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate, 9ci	HMDB
2,3-Dihydro-2,2-dimethylbenzofuranyl-7-N-methylcarbamate	HMDB
7-Benzofurano, 2,3-dihydro-2,2-dimethyl, methylcarbamate	HMDB
7-Benzofuranol, 2,3-dihydro-2,2-dimethyl-, methylcarbamate	HMDB
Bay 70143	HMDB
Brifur	HMDB
Carbodan	HMDB
Carbofuran (pesticide/fertilizer mixture)	HMDB
Carbofuran mixture	HMDB
Carbofurane	HMDB
Chinufur	HMDB
Crisfuran	HMDB
Curaterr	HMDB
FMC 10242	HMDB
Furacarb	HMDB
Furadan 3g	HMDB
Furadan 4F	HMDB
Furadan 75 WP	HMDB
Furadan g	HMDB
Furadane	HMDB
Furodan	HMDB
Karbofuranu	HMDB
Kenofuran	HMDB
NEX	HMDB
Niagaral 242	HMDB
Pillarfuran	HMDB
Rampart	HMDB
Sipcam uk carbosip 5g	HMDB
Tripart nex	HMDB
Yaltox	HMDB
Bayer 70143	HMDB
70143, Bayer	HMDB

Chemical Formula

C₁₂H₁₅NO₃

Average Molecular Weight

221.2524

Monoisotopic Molecular Weight

221.105193351

IUPAC Name

1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-N-methylmethanimidic acid

Traditional Name

furadan 4F

CAS Registry Number

1563-66-2

SMILES

CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2

InChI Identifier

InChI=1S/C12H15NO3/c1-12(2)7-8-5-4-6-9(10(8)16-12)15-11(14)13-3/h4-6H,7H2,1-3H3,(H,13,14)

InChI Key

DUEPRVBVGDRKAG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Coumarans

Sub Class

Not Available

Direct Parent

Coumarans

Alternative Parents

Substituents

Coumaran
Alkyl aryl ether
Benzenoid
Carboximidic acid derivative
Ether
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Imine
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbamate ester (CHEBI:34611 )
1-benzofurans (CHEBI:34611 )
Carbamate insecticides (C14291 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Hypertension (HMDB: HMDB0031770)
Hypotension (HMDB: HMDB0031770)

Blood and lymphatic system disorder

Hypoglycemia (HMDB: HMDB0031770)

Observation

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Mood disorder

Major depressive disorder (HMDB: HMDB0031770)

Neurotic, stress-related, or somatoform disorder

Anxiety (HMDB: HMDB0031770)

Coma (HMDB: HMDB0031770)

Disposition

Biological location

Cellular substructure

Route of exposure

Parenteral

Dermal (HMDB: HMDB0031770)
Inhalation (HMDB: HMDB0031770)

Enteral

Ingestion (HMDB: HMDB0031770)

Source

Endogenous

Endogenous (HMDB: HMDB0031770)

Exogenous

Food

Food (HMDB: HMDB0031770)

Synthetic

Synthetic (HMDB: HMDB0031770)

Exogenous (HMDB: HMDB0031770)

Process

Not Available

Role

Environmental role

Air pollutant (HMDB: HMDB0031770)

Industrial application

Agrochemical (HMDB: HMDB0031770)

Agriculture

Pesticide

Acaricide (HMDB: HMDB0031770)
Carbamate insecticide (HMDB: HMDB0031770)
Avicide (HMDB: HMDB0031770)
Nematicide (HMDB: HMDB0031770)
Acaricide (HMDB: HMDB0031770)

Biological role

Modulator

Inhibitor

EC 3.1.1.8 (cholinesterase) inhibitor (HMDB: HMDB0031770)
EC 3.1.1.7 (acetylcholinesterase) inhibitor (HMDB: HMDB0031770)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150 - 152 °C	Not Available
Boiling Point	313.30 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.32 mg/mL at 25 °C	Not Available
LogP	2.32	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.63 g/L	ALOGPS
logP	2.78	ALOGPS
logP	2.62	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	2.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.12 m³·mol⁻¹	ChemAxon
Polarizability	23.28 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
DarkChem	[M+H]+	151.182	31661259
DarkChem	[M-H]-	150.171	31661259
DeepCCS	[M+H]+	149.771	30932474
DeepCCS	[M-H]-	147.392	30932474
DeepCCS	[M-2H]-	181.31	30932474
DeepCCS	[M+Na]+	156.089	30932474
AllCCS	[M+H]+	148.3	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	152.0	32859911
AllCCS	[M+Na]+	153.0	32859911
AllCCS	[M-H]-	153.0	32859911
AllCCS	[M+Na-2H]-	153.1	32859911
AllCCS	[M+HCOO]-	153.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.23 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8498 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.55 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1661.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	319.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	146.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	515.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	600.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	977.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	370.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1216.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	321.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	328.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	274.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carbofuran	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2	2462.7	Standard polar	33892256
Carbofuran	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2	1728.6	Standard non polar	33892256
Carbofuran	CN=C(O)OC1=CC=CC2=C1OC(C)(C)C2	1763.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Carbofuran,1TMS,isomer #1	CN=C(OC1=CC=CC2=C1OC(C)(C)C2)O[Si](C)(C)C	1693.7	Semi standard non polar	33892256
Carbofuran,1TBDMS,isomer #1	CN=C(OC1=CC=CC2=C1OC(C)(C)C2)O[Si](C)(C)C(C)(C)C	1922.5	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 - Carbofuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3900000000-18e09d501d9575f88e4e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbofuran GC-MS (1 TMS) - 70eV, Positive	splash10-000i-9520000000-e9e198ba719d3f5dc563	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbofuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carbofuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03dj-4900000000-3a22bac014009deaedf1	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 - Carbofuran LC-ESI-QFT , positive-QTOF	splash10-014i-0910000000-2fbd40352781317815d9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran LC-ESI-QFT , positive-QTOF	splash10-014i-0900000000-59bdc6f8164dc530582d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran LC-ESI-QFT , positive-QTOF	splash10-00di-0900000000-fb307ce637826c8f8ed1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran LC-ESI-QFT , positive-QTOF	splash10-00di-0900000000-6d70f3e6615ca3686a4e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran LC-ESI-QFT , positive-QTOF	splash10-00di-1900000000-5cd3bdfd63ba91812779	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran LC-ESI-QFT , positive-QTOF	splash10-00di-3900000000-836e257234a48d1bc272	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 60V, Negative-QTOF	splash10-0a59-8900000000-e99bd7ae3048b468c23c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 75V, Positive-QTOF	splash10-00di-1900000000-1acb80f84e36fe7b149f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 90V, Positive-QTOF	splash10-00di-3900000000-993600c646f3ecc6c643	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 45V, Negative-QTOF	splash10-053r-9600000000-ffaac10216c3e978e720	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 60V, Positive-QTOF	splash10-00di-0900000000-82d243e5f4ef1e57e1c7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 45V, Positive-QTOF	splash10-00di-0900000000-e09faae86eec0ada8a58	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 15V, Negative-QTOF	splash10-001i-9220000000-215a7d34050ab8609854	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 30V, Positive-QTOF	splash10-014i-0900000000-ee37c4736032ce3f85b5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 15V, Positive-QTOF	splash10-014i-0910000000-dca45cb0650cddbf0214	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 30V, Negative-QTOF	splash10-001i-9300000000-7f4d7dd8103e89572bd1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 90V, Positive-QTOF	splash10-00di-8900000000-406c420c0a6271199e35	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 75V, Positive-QTOF	splash10-00di-4900000000-6920a76171115fc9a01c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Carbofuran 30V, Positive-QTOF	splash10-014i-0900000000-5ffd383910826520b469	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbofuran 10V, Negative-QTOF	splash10-0ab9-9450000000-041464b0cff1914c2a37	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbofuran 20V, Negative-QTOF	splash10-0bt9-7920000000-d29a536c8b5558db559f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbofuran 40V, Negative-QTOF	splash10-052b-5900000000-d628afbe5626eb5f362b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbofuran 10V, Positive-QTOF	splash10-01b9-5960000000-5285d2526b8167ac57cb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbofuran 20V, Positive-QTOF	splash10-0600-3900000000-024fea1de94271528a38	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carbofuran 40V, Positive-QTOF	splash10-05fr-7900000000-c27e125887753684946f	2017-09-01	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB008443

KNApSAcK ID

Not Available

Chemspider ID

2468

KEGG Compound ID

C14291

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carbofuran

METLIN ID

Not Available

PubChem Compound

2566

PDB ID

Not Available

ChEBI ID

34611

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1333171

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Kamboj A, Kiran R, Sandhir R: Carbofuran-induced neurochemical and neurobehavioral alterations in rats: attenuation by N-acetylcysteine. Exp Brain Res. 2006 Apr;170(4):567-75. Epub 2005 Nov 24. [PubMed:16307259 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Carbofuran (HMDB0031770)

MOL for HMDB0031770 (Carbofuran)

3D MOL for HMDB0031770 (Carbofuran)

3D SDF for HMDB0031770 (Carbofuran)

3D-SDF for HMDB0031770 (Carbofuran)

PDB for HMDB0031770 (Carbofuran)

3D PDB for HMDB0031770 (Carbofuran)

SMILES for HMDB0031770 (Carbofuran)

INCHI for HMDB0031770 (Carbofuran)

Structure for HMDB0031770 (Carbofuran)

3D Structure for HMDB0031770 (Carbofuran)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra