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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:41:40 UTC

Update Date

2021-09-26 23:04:21 UTC

HMDB ID

HMDB0252019

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethofumesate

Description

Ethofumesate, also known as ethofumesic acid, 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 Ethofumesate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethofumesate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethofumesate 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

HMDB0252019
     RDKit          3D
Ethofumesate
 37 38  0  0  0  0  0  0  0  0999 V2000
   -5.3616    0.8194    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8741    0.9522    0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210   -0.2847    0.2839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905   -0.0851    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.9099    1.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.9266    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0401   -1.1167    2.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -1.0830    1.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -0.8549    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -0.8157    0.1868 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.6795    0.1941 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.7817    1.4438   -1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293    0.4065    0.6601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594    1.5899    1.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -0.6650   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.6992    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9721   -0.5356   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    0.4459   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4378   -1.8907   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8168    1.7884    0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8377    0.0338    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465    0.6901   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7237    1.3174    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4889    1.7315   -0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513    0.9727    0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133   -1.3007    3.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1893   -1.2307    2.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7551    2.5658   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7314    1.1993   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    1.1043   -2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -0.4861   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826    0.0198   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5148    1.4073   -1.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8762    0.4715   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -2.6456   -0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382   -1.9900   -0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122   -2.1189   -2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  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  1  0
 11 12  1  0
 11 13  2  0
 11 14  2  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17  4  1  0
 16  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END

 
  Mrv0541 09261217562D          
 
 19 20  0  0  0  0            999 V2000
    8.9926   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9926   -9.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7071   -9.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4216   -9.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4216   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7071   -8.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2062   -9.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6912   -9.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2062   -8.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2782   -9.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5737   -9.4933    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591   -9.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9925   -8.7675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1679  -10.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4603  -10.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6336  -10.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4989   -9.0751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9114   -9.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7363   -9.7896    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 11 14  2  0  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252019

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1OC2=CC=C(OS(C)(=O)=O)C=C2C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O5S/c1-5-16-12-13(2,3)10-8-9(18-19(4,14)15)6-7-11(10)17-12/h6-8,12H,5H2,1-4H3

> <INCHI_KEY>
IRCMYGHHKLLGHV-UHFFFAOYSA-N

> <FORMULA>
C13H18O5S

> <MOLECULAR_WEIGHT>
286.344

> <EXACT_MASS>
286.087494376

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.536000156108674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.3364470360000005

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.239770634308354

> <JCHEM_POLAR_SURFACE_AREA>
61.83

> <JCHEM_REFRACTIVITY>
69.96360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethofumesate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252019
     RDKit          3D
Ethofumesate
 37 38  0  0  0  0  0  0  0  0999 V2000
   -5.3616    0.8194    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8741    0.9522    0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210   -0.2847    0.2839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905   -0.0851    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.9099    1.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.9266    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0401   -1.1167    2.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -1.0830    1.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -0.8549    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -0.8157    0.1868 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.6795    0.1941 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.7817    1.4438   -1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293    0.4065    0.6601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594    1.5899    1.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -0.6650   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.6992    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9721   -0.5356   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    0.4459   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4378   -1.8907   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8168    1.7884    0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8377    0.0338    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465    0.6901   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7237    1.3174    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4889    1.7315   -0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513    0.9727    0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133   -1.3007    3.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1893   -1.2307    2.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7551    2.5658   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7314    1.1993   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    1.1043   -2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -0.4861   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826    0.0198   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5148    1.4073   -1.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8762    0.4715   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -2.6456   -0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382   -1.9900   -0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122   -2.1189   -2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  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  1  0
 11 12  1  0
 11 13  2  0
 11 14  2  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17  4  1  0
 16  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 26-SEP-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-12         0                                  
HETATM    1  C   UNK     0      16.786 -16.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.786 -17.710   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.120 -18.480   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.454 -17.710   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.454 -16.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.120 -15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.918 -18.186   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.824 -16.940   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      20.918 -15.694   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      15.453 -18.480   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0      14.138 -17.721   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      12.804 -16.951   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.919 -16.366   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      13.380 -19.033   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      21.393 -19.646   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.849 -19.255   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      23.331 -16.940   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      24.101 -18.274   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.641 -18.274   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    4    8   15   16                                             
CONECT    8    7    9   17                                                  
CONECT    9    8    5                                                       
CONECT   10    2   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    7                                                            
CONECT   16    7                                                            
CONECT   17    8   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0252019
HETATM    1  C1  UNL     1      -5.362   0.819   0.227  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.874   0.952   0.489  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.221  -0.285   0.284  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.891  -0.085   0.539  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.409  -0.910   1.615  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.005  -0.927   1.472  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.040  -1.117   2.354  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.360  -1.083   1.947  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.684  -0.855   0.625  1.00  0.00           C  
HETATM   10  O3  UNL     1       4.005  -0.816   0.187  1.00  0.00           O  
HETATM   11  S1  UNL     1       4.826   0.680   0.194  1.00  0.00           S  
HETATM   12  C8  UNL     1       4.782   1.444  -1.397  1.00  0.00           C  
HETATM   13  O4  UNL     1       6.229   0.406   0.660  1.00  0.00           O  
HETATM   14  O5  UNL     1       4.159   1.590   1.180  1.00  0.00           O  
HETATM   15  C9  UNL     1       1.637  -0.665  -0.257  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.318  -0.699   0.153  1.00  0.00           C  
HETATM   17  C11 UNL     1      -0.972  -0.536  -0.559  1.00  0.00           C  
HETATM   18  C12 UNL     1      -0.887   0.446  -1.699  1.00  0.00           C  
HETATM   19  C13 UNL     1      -1.438  -1.891  -1.045  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.817   1.788   0.507  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.838   0.034   0.818  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.547   0.690  -0.869  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.724   1.317   1.524  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.489   1.732  -0.196  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.651   0.973   0.837  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.813  -1.301   3.415  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.189  -1.231   2.630  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.755   2.566  -1.327  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.731   1.199  -1.923  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.930   1.104  -2.019  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.914  -0.486  -1.298  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.183   0.020  -2.445  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.515   1.407  -1.349  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.876   0.471  -2.185  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.025  -2.646  -0.331  1.00  0.00           H  
HETATM   36  H17 UNL     1      -2.538  -1.990  -0.994  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.112  -2.119  -2.064  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5   17   25
CONECT    5    6
CONECT    6    7    7   16
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   15
CONECT   10   11
CONECT   11   12   13   13   14
CONECT   11   14
CONECT   12   28   29   30
CONECT   15   16   16   31
CONECT   16   17
CONECT   17   18   19
CONECT   18   32   33   34
CONECT   19   35   36   37
END

HMDB0252019
     RDKit          3D
Ethofumesate
 37 38  0  0  0  0  0  0  0  0999 V2000
   -5.3616    0.8194    0.2267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8741    0.9522    0.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210   -0.2847    0.2839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905   -0.0851    0.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.9099    1.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.9266    1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0401   -1.1167    2.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -1.0830    1.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6838   -0.8549    0.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -0.8157    0.1868 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.6795    0.1941 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.7817    1.4438   -1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2293    0.4065    0.6601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1594    1.5899    1.1795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367   -0.6650   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.6992    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9721   -0.5356   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    0.4459   -1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4378   -1.8907   -1.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8168    1.7884    0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8377    0.0338    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5465    0.6901   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7237    1.3174    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4889    1.7315   -0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513    0.9727    0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133   -1.3007    3.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1893   -1.2307    2.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7551    2.5658   -1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7314    1.1993   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295    1.1043   -2.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -0.4861   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826    0.0198   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5148    1.4073   -1.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8762    0.4715   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251   -2.6456   -0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5382   -1.9900   -0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122   -2.1189   -2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  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  1  0
 11 12  1  0
 11 13  2  0
 11 14  2  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17  4  1  0
 16  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethofumesic acid	Generator
2-Ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate	MeSH

Chemical Formula

C₁₃H₁₈O₅S

Average Molecular Weight

286.344

Monoisotopic Molecular Weight

286.087494376

IUPAC Name

2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate

Traditional Name

ethofumesate

CAS Registry Number

Not Available

SMILES

CCOC1OC2=CC=C(OS(C)(=O)=O)C=C2C1(C)C

InChI Identifier

InChI=1S/C13H18O5S/c1-5-16-12-13(2,3)10-8-9(18-19(4,14)15)6-7-11(10)17-12/h6-8,12H,5H2,1-4H3

InChI Key

IRCMYGHHKLLGHV-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
Benzenoid
Organosulfonic acid ester
Sulfonic acid ester
Methanesulfonate
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid or derivatives
Acetal
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:83768 )
ether (CHEBI:83768 )
methanesulfonate ester (CHEBI:83768 )
Pesticides (C18829 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Microsome (HMDB: HMDB0252019)
Membrane (HMDB: HMDB0252019)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Metabolic Pathways (HMDB: HMDB0252019)

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	2.72	ALOGPS
logP	2.34	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.96 m³·mol⁻¹	ChemAxon
Polarizability	29.54 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]+	170.121	30932474
DeepCCS	[M-H]-	167.763	30932474
DeepCCS	[M-2H]-	200.648	30932474
DeepCCS	[M+Na]+	176.214	30932474
AllCCS	[M+H]+	163.8	32859911
AllCCS	[M+H-H2O]+	160.4	32859911
AllCCS	[M+NH4]+	167.0	32859911
AllCCS	[M+Na]+	167.9	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	166.2	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethofumesate	CCOC1OC2=CC=C(OS(C)(=O)=O)C=C2C1(C)C	3245.5	Standard polar	33892256
Ethofumesate	CCOC1OC2=CC=C(OS(C)(=O)=O)C=C2C1(C)C	1960.5	Standard non polar	33892256
Ethofumesate	CCOC1OC2=CC=C(OS(C)(=O)=O)C=C2C1(C)C	1950.8	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 - Ethofumesate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-5490000000-9f6ed569ee8be556136d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethofumesate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0bti-3950000000-bb5ae2f4bc2e05f7cd7d	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 - Ethofumesate 50V, Positive-QTOF	splash10-0089-0900000000-288e2b18ea2e7c4c7b3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 10V, Positive-QTOF	splash10-0a4r-0290000000-48ba852c4ff99204eace	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 20V, Positive-QTOF	splash10-03k9-0910000000-0fc33d2efa9c2b1c7019	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 40V, Positive-QTOF	splash10-01q9-0900000000-5bab7affcda66cc9ebfc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 30V, Positive-QTOF	splash10-03di-0900000000-00974e2c585b1e28071b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 35V, Positive-QTOF	splash10-0a4i-0190000000-13690ff908cb0fd24861	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 90V, Positive-QTOF	splash10-0kwf-3900000000-f738e52385b85f4a5bcf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 30V, Positive-QTOF	splash10-00di-0920000000-6c76a611c18ddd70e79c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 45V, Positive-QTOF	splash10-0229-0900000000-456c13299af4dd9a3051	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 15V, Positive-QTOF	splash10-0a4r-0290000000-72bce28b60e94c917faf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 15V, Positive-QTOF	splash10-0a4r-0290000000-3bd9bef548148f4af7df	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 35V, Positive-QTOF	splash10-0a4i-0190000000-3239c173a75beb2730c2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 90V, Positive-QTOF	splash10-0pec-3900000000-660df0551a7a18e0b659	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 60V, Positive-QTOF	splash10-0229-0900000000-bb731e966cc7cb09fd4c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 75V, Positive-QTOF	splash10-05gl-1900000000-b8ce45b7e646cac693dd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 45V, Positive-QTOF	splash10-0229-0900000000-bcaa4cc58b7f029697aa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 30V, Positive-QTOF	splash10-00di-0920000000-b72c1ef054935211fd8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 60V, Positive-QTOF	splash10-0229-0900000000-8b6b07f95a62eeb21474	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethofumesate 75V, Positive-QTOF	splash10-05gl-1900000000-5f7920b6e65a110ed990	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethofumesate 10V, Positive-QTOF	splash10-000i-0090000000-2423c05b7ef6d1a29a3c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethofumesate 20V, Positive-QTOF	splash10-052r-0590000000-2552ffebfca472cb32fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethofumesate 40V, Positive-QTOF	splash10-0400-5890000000-33b2133ab268f25223ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethofumesate 10V, Negative-QTOF	splash10-000i-1090000000-a6bb039bcf816d5adedb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethofumesate 20V, Negative-QTOF	splash10-0a6r-5390000000-261569f359603f3eb50d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethofumesate 40V, Negative-QTOF	splash10-004i-9400000000-9fc91190569718d0014b	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

30816

KEGG Compound ID

C18829

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

83768

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1313151

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 Ethofumesate (HMDB0252019)

MOL for HMDB0252019 (Ethofumesate)

3D MOL for HMDB0252019 (Ethofumesate)

3D SDF for HMDB0252019 (Ethofumesate)

3D-SDF for HMDB0252019 (Ethofumesate)

PDB for HMDB0252019 (Ethofumesate)

3D PDB for HMDB0252019 (Ethofumesate)

SMILES for HMDB0252019 (Ethofumesate)

INCHI for HMDB0252019 (Ethofumesate)

Structure for HMDB0252019 (Ethofumesate)

3D Structure for HMDB0252019 (Ethofumesate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra