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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:23:12 UTC

Update Date

2022-03-07 02:55:12 UTC

HMDB ID

HMDB0037141

Secondary Accession Numbers

HMDB37141

Metabolite Identification

Common Name

4-[(2-Methyl-3-furanyl)thio]-5-nonanone

Description

4-[(2-Methyl-3-furanyl)thio]-5-nonanone 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. 4-[(2-Methyl-3-furanyl)thio]-5-nonanone is a meaty and roasted tasting compound. Based on a literature review very few articles have been published on 4-[(2-Methyl-3-furanyl)thio]-5-nonanone.

Structure

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

HMDB0037141
     RDKit          3D
4-[(2-Methyl-3-furanyl)thio]-5-nonanone
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.6085    1.9046    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677    1.6929    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823    0.4564    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190    0.3871    0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807   -0.8081   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508   -1.4788   -0.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016   -1.2322    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -2.5211   -0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3775   -3.6869   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091   -4.9209   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0363    0.0150   -0.3483 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    1.4921    0.6001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5551    1.8582    1.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590    3.1500    2.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7164    3.5372    1.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508    2.6067    0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6400    2.6890   -1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702    0.9458    0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    2.4878   -0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889    2.4986    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761    2.5708    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324    1.5645    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.5166   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038   -0.4495    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.3984    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541    1.3121    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.4159    1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -2.8191   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -2.3884   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -3.9981    0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6939   -3.5743   -0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -4.9201   -1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5513   -5.8569   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -4.8886   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9336    1.2057    2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    3.7070    2.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5986    2.1414   -0.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    3.7219   -1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984    2.0993   -1.8853 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 12  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END


  Mrv0541 05061309362D          

 17 17  0  0  0  0            999 V2000
   -5.0735    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127    0.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2876    4.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2633    1.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4827    1.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7233    1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2929    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9131    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374    1.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9560    2.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3896    3.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127    2.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629    2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6431    3.1440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1120    2.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0228    2.8322    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
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 11  3  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15 12  2  0  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037141

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(=O)C(CCC)SC1=C(C)OC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O2S/c1-4-6-8-12(15)14(7-5-2)17-13-9-10-16-11(13)3/h9-10,14H,4-8H2,1-3H3

> <INCHI_KEY>
PEYZZTQOVLTVHN-UHFFFAOYSA-N

> <FORMULA>
C14H22O2S

> <MOLECULAR_WEIGHT>
254.388

> <EXACT_MASS>
254.134050638

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.442347388872097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2-methylfuran-3-yl)sulfanyl]nonan-5-one

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.563073215

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.288994157787343

> <JCHEM_PKA_STRONGEST_BASIC>
-2.628799163855514

> <JCHEM_POLAR_SURFACE_AREA>
30.21

> <JCHEM_REFRACTIVITY>
73.7111

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2-methylfuran-3-yl)sulfanyl]nonan-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037141
     RDKit          3D
4-[(2-Methyl-3-furanyl)thio]-5-nonanone
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.6085    1.9046    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677    1.6929    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823    0.4564    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190    0.3871    0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807   -0.8081   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508   -1.4788   -0.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016   -1.2322    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -2.5211   -0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3775   -3.6869   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091   -4.9209   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0363    0.0150   -0.3483 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    1.4921    0.6001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5551    1.8582    1.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590    3.1500    2.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7164    3.5372    1.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508    2.6067    0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6400    2.6890   -1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702    0.9458    0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    2.4878   -0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889    2.4986    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761    2.5708    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324    1.5645    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.5166   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038   -0.4495    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.3984    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541    1.3121    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.4159    1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -2.8191   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -2.3884   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -3.9981    0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6939   -3.5743   -0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -4.9201   -1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5513   -5.8569   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -4.8886   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9336    1.2057    2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    3.7070    2.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5986    2.1414   -0.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    3.7219   -1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984    2.0993   -1.8853 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 12  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  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      -9.471   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.397   0.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.537   7.576   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.958   2.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.901   2.376   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.950   3.541   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.413   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.438   3.249   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.256   3.601   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.785   3.792   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.727   6.048   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.430   4.414   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.397   4.996   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.917   4.123   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.934   5.869   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.076   5.304   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      -1.909   5.287   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3   11                                                            
CONECT    4    1    6                                                       
CONECT    5    2    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   14                                                       
CONECT    8    6   12                                                       
CONECT    9   10   13                                                       
CONECT   10    9   16                                                       
CONECT   11    3   13   16                                                  
CONECT   12    8   14   15                                                  
CONECT   13    9   11   17                                                  
CONECT   14    7   12   17                                                  
CONECT   15   12                                                            
CONECT   16   10   11                                                       
CONECT   17   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0037141
HETATM    1  C1  UNL     1      -4.609   1.905   0.326  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.168   1.693   0.706  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.582   0.456   0.072  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.119   0.387   0.556  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.481  -0.808  -0.030  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.151  -1.479  -0.794  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.902  -1.232   0.248  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.214  -2.521  -0.472  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.378  -3.687  -0.088  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.809  -4.921  -0.896  1.00  0.00           C  
HETATM   11  S1  UNL     1       2.036   0.015  -0.348  1.00  0.00           S  
HETATM   12  C10 UNL     1       2.119   1.492   0.600  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.555   1.858   1.807  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.959   3.150   2.056  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.716   3.537   1.064  1.00  0.00           O  
HETATM   16  C13 UNL     1       2.851   2.607   0.172  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.640   2.689  -1.091  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.170   0.946   0.232  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.725   2.488  -0.597  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.089   2.499   1.158  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.576   2.571   0.394  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.132   1.565   1.807  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.578   0.517  -1.027  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.104  -0.450   0.444  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.159   0.398   1.645  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.654   1.312   0.126  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.038  -1.416   1.361  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.287  -2.819  -0.285  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.130  -2.388  -1.589  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.561  -3.998   0.986  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.694  -3.574  -0.188  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.903  -4.920  -1.066  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.551  -5.857  -0.351  1.00  0.00           H  
HETATM   34  H17 UNL     1       0.269  -4.889  -1.853  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.934   1.206   2.396  1.00  0.00           H  
HETATM   36  H19 UNL     1       1.667   3.707   2.944  1.00  0.00           H  
HETATM   37  H20 UNL     1       4.599   2.141  -0.931  1.00  0.00           H  
HETATM   38  H21 UNL     1       3.776   3.722  -1.428  1.00  0.00           H  
HETATM   39  H22 UNL     1       3.098   2.099  -1.885  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8   11   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   32   33   34
CONECT   11   12
CONECT   12   13   16   16
CONECT   13   14   14   35
CONECT   14   15   36
CONECT   15   16
CONECT   16   17
CONECT   17   37   38   39
END

HMDB0037141
     RDKit          3D
4-[(2-Methyl-3-furanyl)thio]-5-nonanone
 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.6085    1.9046    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677    1.6929    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823    0.4564    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1190    0.3871    0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807   -0.8081   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1508   -1.4788   -0.7939 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016   -1.2322    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -2.5211   -0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3775   -3.6869   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091   -4.9209   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0363    0.0150   -0.3483 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186    1.4921    0.6001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5551    1.8582    1.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9590    3.1500    2.0559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7164    3.5372    1.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508    2.6067    0.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6400    2.6890   -1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1702    0.9458    0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    2.4878   -0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0889    2.4986    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761    2.5708    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324    1.5645    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781    0.5166   -1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1038   -0.4495    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.3984    1.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541    1.3121    0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.4159    1.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -2.8191   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -2.3884   -1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -3.9981    0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6939   -3.5743   -0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9032   -4.9201   -1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5513   -5.8569   -0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -4.8886   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9336    1.2057    2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    3.7070    2.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5986    2.1414   -0.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    3.7219   -1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984    2.0993   -1.8853 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 12  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Dipropylacetonyl 2-methyl-3-furyl sulfide	HMDB
4-((2-Methyl-3-furanyl)thio)-5-nonanone	HMDB
4-((2-Methyl-3-furyl)thio)-5-nonanone	HMDB
4-((2-Methyl-3-furyl)thio)nonan-5-one	HMDB
FEMA 3571	HMDB
4-[(2-Methylfuran-3-yl)sulphanyl]nonan-5-one	Generator

Chemical Formula

C₁₄H₂₂O₂S

Average Molecular Weight

254.388

Monoisotopic Molecular Weight

254.134050638

IUPAC Name

4-[(2-methylfuran-3-yl)sulfanyl]nonan-5-one

Traditional Name

4-[(2-methylfuran-3-yl)sulfanyl]nonan-5-one

CAS Registry Number

61295-50-9

SMILES

CCCCC(=O)C(CCC)SC1=C(C)OC=C1

InChI Identifier

InChI=1S/C14H22O2S/c1-4-6-8-12(15)14(7-5-2)17-13-9-10-16-11(13)3/h9-10,14H,4-8H2,1-3H3

InChI Key

PEYZZTQOVLTVHN-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: HMDB0037141)
Cell membrane (HMDB: HMDB0037141)

Source

Exogenous

Exogenous (HMDB: HMDB0037141)

Food

Food (HMDB: HMDB0037141)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037141)

Biological role

Nutrient (HMDB: HMDB0037141)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	102.00 to 103.00 °C. @ 0.25 mm Hg	The Good Scents Company Information System
Water Solubility	4.61 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.551 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	4.67	ALOGPS
logP	4.56	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	19.29	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	8	ChemAxon
Refractivity	73.71 m³·mol⁻¹	ChemAxon
Polarizability	29.44 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]+	159.683	31661259
DarkChem	[M-H]-	160.49	31661259
DeepCCS	[M+H]+	167.457	30932474
DeepCCS	[M-H]-	165.099	30932474
DeepCCS	[M-2H]-	198.585	30932474
DeepCCS	[M+Na]+	174.195	30932474
AllCCS	[M+H]+	161.9	32859911
AllCCS	[M+H-H2O]+	158.4	32859911
AllCCS	[M+NH4]+	165.1	32859911
AllCCS	[M+Na]+	166.0	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	166.9	32859911
AllCCS	[M+HCOO]-	168.0	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.	8.31 minutes	32390414
Predicted by Siyang on May 30, 2022	20.7841 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.96 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2539.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	701.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	264.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	418.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	896.4 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	955.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	129.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1832.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	623.5 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	1846.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	585.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	535.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	511.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	656.9 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-[(2-Methyl-3-furanyl)thio]-5-nonanone	CCCCC(=O)C(CCC)SC1=C(C)OC=C1	2251.6	Standard polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone	CCCCC(=O)C(CCC)SC1=C(C)OC=C1	1679.2	Standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone	CCCCC(=O)C(CCC)SC1=C(C)OC=C1	1746.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TMS,isomer #1	CCCCC(O[Si](C)(C)C)=C(CCC)SC1=C(C)OC=C1	2006.3	Semi standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TMS,isomer #1	CCCCC(O[Si](C)(C)C)=C(CCC)SC1=C(C)OC=C1	1770.2	Standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TMS,isomer #2	CCCC=C(O[Si](C)(C)C)C(CCC)SC1=C(C)OC=C1	1947.5	Semi standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TMS,isomer #2	CCCC=C(O[Si](C)(C)C)C(CCC)SC1=C(C)OC=C1	1772.6	Standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TBDMS,isomer #1	CCCCC(O[Si](C)(C)C(C)(C)C)=C(CCC)SC1=C(C)OC=C1	2236.9	Semi standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TBDMS,isomer #1	CCCCC(O[Si](C)(C)C(C)(C)C)=C(CCC)SC1=C(C)OC=C1	1966.4	Standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TBDMS,isomer #2	CCCC=C(O[Si](C)(C)C(C)(C)C)C(CCC)SC1=C(C)OC=C1	2187.9	Semi standard non polar	33892256
4-[(2-Methyl-3-furanyl)thio]-5-nonanone,1TBDMS,isomer #2	CCCC=C(O[Si](C)(C)C(C)(C)C)C(CCC)SC1=C(C)OC=C1	1962.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-06tr-9620000000-520afc1495ed2c990741	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 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 - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 10V, Positive-QTOF	splash10-0a4i-0690000000-299ff51c371b87a2c6f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 20V, Positive-QTOF	splash10-0a4u-9560000000-32eabf8b559cf6fd4f83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 40V, Positive-QTOF	splash10-029i-9600000000-252e23a29adb3ba8964b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 10V, Negative-QTOF	splash10-0udi-1590000000-8c8571640239388ef06e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 20V, Negative-QTOF	splash10-08fr-5930000000-8e2d9cfa86c1f05634c5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 40V, Negative-QTOF	splash10-001i-9400000000-5c8ad30b210271dfa4df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 10V, Negative-QTOF	splash10-03di-3900000000-bfd91363438e574b789d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 20V, Negative-QTOF	splash10-03di-4900000000-7891a8aa6503dc891b2a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 40V, Negative-QTOF	splash10-03dr-9700000000-438efec7fe68ab2b97af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 10V, Positive-QTOF	splash10-014i-2930000000-c811a3cf9689490eb15a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 20V, Positive-QTOF	splash10-00kb-8900000000-72be895f72812e94dbd5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-[(2-Methyl-3-furanyl)thio]-5-nonanone 40V, Positive-QTOF	splash10-03di-9700000000-b214f475484765eb7db0	2021-09-24	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

FDB016136

KNApSAcK ID

Not Available

Chemspider ID

56002

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62182

PDB ID

Not Available

ChEBI ID

168976

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1036861

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 4-[(2-Methyl-3-furanyl)thio]-5-nonanone (HMDB0037141)

MOL for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

3D MOL for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

3D SDF for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

3D-SDF for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

PDB for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

3D PDB for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

SMILES for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

INCHI for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

Structure for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

3D Structure for HMDB0037141 (4-[(2-Methyl-3-furanyl)thio]-5-nonanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra