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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:24:06 UTC

Update Date

2022-03-07 02:55:13 UTC

HMDB ID

HMDB0037158

Secondary Accession Numbers

HMDB37158

Metabolite Identification

Common Name

3-[(2-Methyl-3-furanyl)thio]-4-heptanone

Description

3-[(2-Methyl-3-furanyl)thio]-4-heptanone belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group. 3-[(2-Methyl-3-furanyl)thio]-4-heptanone is a meaty and roasted tasting compound. Based on a literature review very few articles have been published on 3-[(2-Methyl-3-furanyl)thio]-4-heptanone.

Structure

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

HMDB0037158
     RDKit          3D
3-[(2-Methyl-3-furanyl)thio]-4-heptanone
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.8879    1.5806    1.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848    1.7779   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8236    1.2751   -1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6074   -0.1669   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3948   -0.7480    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.8555   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4278   -2.2936   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -3.0622   -1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    0.0019   -1.1226 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.1509    0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165   -0.2974    1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    0.0606    2.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499    0.6791    2.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.7708    0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8670    1.4344    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    1.3230    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173    2.5221    1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5513    0.7490    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372    1.1714   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2110    2.8523   -0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    1.4651   -2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9479    1.8335   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6565   -0.8879   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -2.4580    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -2.7537   -1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025   -2.5273   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -4.0163   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553   -3.3774   -2.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1803   -0.8374    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8142   -0.1360    3.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675    2.5231   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8481    1.3064    0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8127    0.9402   -0.9718 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 10  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
M  END


  Mrv0541 05061309362D          

 15 15  0  0  0  0            999 V2000
   -4.2241    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518   -0.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879    2.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663    0.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    0.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164    1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    2.4337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    0.9186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518    1.6087    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  3  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037158

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)C(CC)SC1=C(C)OC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O2S/c1-4-6-10(13)11(5-2)15-12-7-8-14-9(12)3/h7-8,11H,4-6H2,1-3H3

> <INCHI_KEY>
GFRRQSASJZMMJC-UHFFFAOYSA-N

> <FORMULA>
C12H18O2S

> <MOLECULAR_WEIGHT>
226.335

> <EXACT_MASS>
226.10275051

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.47704360733633

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2-methylfuran-3-yl)sulfanyl]heptan-4-one

> <ALOGPS_LOGP>
3.86

> <JCHEM_LOGP>
3.6739358849999997

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.44030720287767

> <JCHEM_PKA_STRONGEST_BASIC>
-2.628744236368602

> <JCHEM_POLAR_SURFACE_AREA>
30.21

> <JCHEM_REFRACTIVITY>
64.5091

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2-methylfuran-3-yl)sulfanyl]heptan-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037158
     RDKit          3D
3-[(2-Methyl-3-furanyl)thio]-4-heptanone
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.8879    1.5806    1.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848    1.7779   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8236    1.2751   -1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6074   -0.1669   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3948   -0.7480    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.8555   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4278   -2.2936   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -3.0622   -1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    0.0019   -1.1226 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.1509    0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165   -0.2974    1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    0.0606    2.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499    0.6791    2.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.7708    0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8670    1.4344    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    1.3230    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173    2.5221    1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5513    0.7490    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372    1.1714   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2110    2.8523   -0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    1.4651   -2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9479    1.8335   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6565   -0.8879   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -2.4580    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -2.7537   -1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025   -2.5273   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -4.0163   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553   -3.3774   -2.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1803   -0.8374    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8142   -0.1360    3.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675    2.5231   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8481    1.3064    0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8127    0.9402   -0.9718 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 10  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -7.885   2.233   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.217  -0.077   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.844   4.366   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.551   3.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.550   0.693   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.218   2.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.278   0.701   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.784   0.381   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.524   2.859   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.884   3.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.550   2.233   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.117   2.233   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.884   4.543   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.554   1.715   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0      -1.217   3.003   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    9                                                            
CONECT    4    1    6                                                       
CONECT    5    2   11                                                       
CONECT    6    4   10                                                       
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9    3   12   14                                                  
CONECT   10    6   11   13                                                  
CONECT   11    5   10   15                                                  
CONECT   12    7    9   15                                                  
CONECT   13   10                                                            
CONECT   14    8    9                                                       
CONECT   15   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0037158
HETATM    1  C1  UNL     1       2.888   1.581   1.179  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.085   1.778  -0.297  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.824   1.275  -1.011  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.607  -0.167  -0.717  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.395  -0.748   0.005  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.435  -0.855  -1.313  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.428  -2.294  -0.876  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.734  -3.062  -1.440  1.00  0.00           C  
HETATM    9  S1  UNL     1      -1.103   0.002  -1.123  1.00  0.00           S  
HETATM   10  C8  UNL     1      -1.686   0.151   0.525  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.117  -0.297   1.695  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.955   0.061   2.731  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.950   0.679   2.193  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.859   0.771   0.888  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.867   1.434   0.008  1.00  0.00           C  
HETATM   16  H1  UNL     1       1.841   1.323   1.453  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.117   2.522   1.719  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.551   0.749   1.499  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.937   1.171  -0.706  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.211   2.852  -0.528  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.874   1.465  -2.100  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.948   1.833  -0.588  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.657  -0.888  -2.423  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.496  -2.458   0.197  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.361  -2.754  -1.318  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.703  -2.527  -1.352  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.804  -4.016  -0.850  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.555  -3.377  -2.494  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.180  -0.837   1.823  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.814  -0.136   3.804  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.668   2.523  -0.095  1.00  0.00           H  
HETATM   32  H17 UNL     1      -4.848   1.306   0.486  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.813   0.940  -0.972  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5    5    6
CONECT    6    7    9   23
CONECT    7    8   24   25
CONECT    8   26   27   28
CONECT    9   10
CONECT   10   11   14   14
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14
CONECT   14   15
CONECT   15   31   32   33
END

HMDB0037158
     RDKit          3D
3-[(2-Methyl-3-furanyl)thio]-4-heptanone
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.8879    1.5806    1.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0848    1.7779   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8236    1.2751   -1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6074   -0.1669   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3948   -0.7480    0.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -0.8555   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4278   -2.2936   -0.8756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7339   -3.0622   -1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    0.0019   -1.1226 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6859    0.1509    0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165   -0.2974    1.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    0.0606    2.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499    0.6791    2.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.7708    0.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8670    1.4344    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    1.3230    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173    2.5221    1.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5513    0.7490    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372    1.1714   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2110    2.8523   -0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    1.4651   -2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9479    1.8335   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6565   -0.8879   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -2.4580    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -2.7537   -1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025   -2.5273   -1.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -4.0163   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553   -3.3774   -2.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1803   -0.8374    1.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8142   -0.1360    3.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675    2.5231   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8481    1.3064    0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8127    0.9402   -0.9718 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 10  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Diethylacetonyl 3-methyl-3-furyl sulfide	HMDB
3-((2-Methyl-3-furanyl)thio)-4-heptanone	HMDB
3-((2-Methyl-3-furyl)thio)-4-heptanone	HMDB
3-((2-Methyl-3-furyl)thio)heptan-4-one	HMDB
FEMA 3570	HMDB
3-[(2-Methylfuran-3-yl)sulphanyl]heptan-4-one	Generator

Chemical Formula

C₁₂H₁₈O₂S

Average Molecular Weight

226.335

Monoisotopic Molecular Weight

226.10275051

IUPAC Name

3-[(2-methylfuran-3-yl)sulfanyl]heptan-4-one

Traditional Name

3-[(2-methylfuran-3-yl)sulfanyl]heptan-4-one

CAS Registry Number

61295-41-8

SMILES

CCCC(=O)C(CC)SC1=C(C)OC=C1

InChI Identifier

InChI=1S/C12H18O2S/c1-4-6-10(13)11(5-2)15-12-7-8-14-9(12)3/h7-8,11H,4-6H2,1-3H3

InChI Key

GFRRQSASJZMMJC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Aryl thioethers

Alternative Parents

Substituents

Aryl thioether
Alkylarylthioether
Heteroaromatic compound
Furan
Ketone
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0037158)
Cell membrane (HMDB: HMDB0037158)

Source

Exogenous

Exogenous (HMDB: HMDB0037158)

Food

Food (HMDB: HMDB0037158)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037158)

Biological role

Nutrient (HMDB: HMDB0037158)

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
Water Solubility	0.039 g/L	ALOGPS
logP	3.86	ALOGPS
logP	3.67	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	19.44	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	64.51 m³·mol⁻¹	ChemAxon
Polarizability	25.48 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
DarkChem	[M+H]+	152.518	31661259
DarkChem	[M-H]-	147.911	31661259
DeepCCS	[M+H]+	153.51	30932474
DeepCCS	[M-H]-	151.152	30932474
DeepCCS	[M-2H]-	186.039	30932474
DeepCCS	[M+Na]+	161.307	30932474
AllCCS	[M+H]+	152.4	32859911
AllCCS	[M+H-H2O]+	148.7	32859911
AllCCS	[M+NH4]+	155.8	32859911
AllCCS	[M+Na]+	156.8	32859911
AllCCS	[M-H]-	156.0	32859911
AllCCS	[M+Na-2H]-	156.9	32859911
AllCCS	[M+HCOO]-	158.0	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.	6.97 minutes	32390414
Predicted by Siyang on May 30, 2022	18.4162 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.13 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2327.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	633.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	236.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	374.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	290.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	749.6 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	878.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	137.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1555.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	565.6 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	1669.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	487.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	478.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	473.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	608.0 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	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-[(2-Methyl-3-furanyl)thio]-4-heptanone	CCCC(=O)C(CC)SC1=C(C)OC=C1	2077.9	Standard polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone	CCCC(=O)C(CC)SC1=C(C)OC=C1	1502.1	Standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone	CCCC(=O)C(CC)SC1=C(C)OC=C1	1561.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TMS,isomer #1	CCCC(O[Si](C)(C)C)=C(CC)SC1=C(C)OC=C1	1831.7	Semi standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TMS,isomer #1	CCCC(O[Si](C)(C)C)=C(CC)SC1=C(C)OC=C1	1655.0	Standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TMS,isomer #2	CCC=C(O[Si](C)(C)C)C(CC)SC1=C(C)OC=C1	1777.4	Semi standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TMS,isomer #2	CCC=C(O[Si](C)(C)C)C(CC)SC1=C(C)OC=C1	1643.9	Standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TBDMS,isomer #1	CCCC(O[Si](C)(C)C(C)(C)C)=C(CC)SC1=C(C)OC=C1	2063.6	Semi standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TBDMS,isomer #1	CCCC(O[Si](C)(C)C(C)(C)C)=C(CC)SC1=C(C)OC=C1	1865.8	Standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TBDMS,isomer #2	CCC=C(O[Si](C)(C)C(C)(C)C)C(CC)SC1=C(C)OC=C1	2008.5	Semi standard non polar	33892256
3-[(2-Methyl-3-furanyl)thio]-4-heptanone,1TBDMS,isomer #2	CCC=C(O[Si](C)(C)C(C)(C)C)C(CC)SC1=C(C)OC=C1	1857.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03kc-9700000000-2bf228614d8d4f5699cf	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 10V, Positive-QTOF	splash10-004i-1790000000-b0578902e27a3bf8666b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 20V, Positive-QTOF	splash10-0200-9860000000-d16736aa22d08a3e2c61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 40V, Positive-QTOF	splash10-0229-9600000000-f5e018a4106062a95160	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 10V, Negative-QTOF	splash10-01t9-1890000000-fa6777ca5f4226a8ecd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 20V, Negative-QTOF	splash10-08fr-4920000000-7c5ce5a098a0368e353e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 40V, Negative-QTOF	splash10-001i-9300000000-ab6466f2c8d5c0285f36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 10V, Negative-QTOF	splash10-03di-4900000000-de3441391642004295a6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 20V, Negative-QTOF	splash10-03di-5900000000-5fb5d7031f9f67772483	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 40V, Negative-QTOF	splash10-0089-9200000000-3d1b75bb054ba78b9398	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 10V, Positive-QTOF	splash10-014i-2940000000-9a96da3b8c0ec7ac948c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 20V, Positive-QTOF	splash10-00or-9500000000-cdd0d4d76a58a01220d6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[(2-Methyl-3-furanyl)thio]-4-heptanone 40V, Positive-QTOF	splash10-03di-9700000000-34b96083eabceda2084e	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB016153

KNApSAcK ID

Not Available

Chemspider ID

39738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

43598

PDB ID

Not Available

ChEBI ID

Not Available

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3-[(2-Methyl-3-furanyl)thio]-4-heptanone (HMDB0037158)

MOL for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

3D MOL for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

3D SDF for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

3D-SDF for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

PDB for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

3D PDB for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

SMILES for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

INCHI for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

Structure for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

3D Structure for HMDB0037158 (3-[(2-Methyl-3-furanyl)thio]-4-heptanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra