Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:33:23 UTC

Update Date

2022-03-07 02:56:25 UTC

HMDB ID

HMDB0040005

Secondary Accession Numbers

HMDB40005

Metabolite Identification

Common Name

2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine

Description

2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Based on a literature review very few articles have been published on 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine.

Structure

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

HMDB0040005
     RDKit          3D
2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine
 35 35  0  0  0  0  0  0  0  0999 V2000
    5.2365    0.1841    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3711   -1.4317   -0.0149 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9079   -1.3733    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8911   -0.3744    0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4686   -0.8197   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013    0.0688   -1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    0.1763   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661   -0.5344    0.2993 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2380   -0.4229    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511   -1.1861    2.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699    0.4551    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.5978    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9272    1.1977   -0.6662 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7464    1.0663   -1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019    1.8443   -2.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478    0.7977   -0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3195    0.0680   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987    0.6795    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -2.3580    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -1.0178    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0497   -0.3591    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433    0.6424    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -1.8779   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961   -0.8628   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903    1.0899   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3378   -0.1973   -2.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -0.5885    3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103   -1.8916    2.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4433   -1.8381    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7714   -0.2425    1.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2554    0.8629    0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962    1.5038    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    2.5570   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299    1.1738   -3.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    2.4109   -2.2718 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv0541 05061311342D          

 15 15  0  0  0  0            999 V2000
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  9  1  0  0  0  0
 11  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040005

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCCCC1=C(C)N=C(C)C(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N2S/c1-9-10(2)14-12(11(3)13-9)7-5-6-8-15-4/h5-8H2,1-4H3

> <INCHI_KEY>
KGBPITFLJDEWLV-UHFFFAOYSA-N

> <FORMULA>
C12H20N2S

> <MOLECULAR_WEIGHT>
224.366

> <EXACT_MASS>
224.13471934

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.41738671437253

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3,5-trimethyl-6-[4-(methylsulfanyl)butyl]pyrazine

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
1.8547548043333324

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.067774461497821

> <JCHEM_POLAR_SURFACE_AREA>
25.78

> <JCHEM_REFRACTIVITY>
66.5474

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,5-trimethyl-6-[4-(methylsulfanyl)butyl]pyrazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040005
     RDKit          3D
2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine
 35 35  0  0  0  0  0  0  0  0999 V2000
    5.2365    0.1841    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3711   -1.4317   -0.0149 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9079   -1.3733    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8911   -0.3744    0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4686   -0.8197   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013    0.0688   -1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    0.1763   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661   -0.5344    0.2993 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2380   -0.4229    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511   -1.1861    2.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699    0.4551    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.5978    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9272    1.1977   -0.6662 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7464    1.0663   -1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019    1.8443   -2.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478    0.7977   -0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3195    0.0680   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987    0.6795    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -2.3580    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -1.0178    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0497   -0.3591    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433    0.6424    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -1.8779   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961   -0.8628   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903    1.0899   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3378   -0.1973   -2.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -0.5885    3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103   -1.8916    2.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4433   -1.8381    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7714   -0.2425    1.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2554    0.8629    0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962    1.5038    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    2.5570   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299    1.1738   -3.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    2.4109   -2.2718 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  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      17.338   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.338   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      14.671   3.850   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      14.671   6.930   0.000  0.00  0.00           N+0
HETATM   15  S   UNK     0       6.668   6.930   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   15                                                       
CONECT    9    1   10   13                                                  
CONECT   10    2    9   14                                                  
CONECT   11    3   12   13                                                  
CONECT   12    7   11   14                                                  
CONECT   13    9   11                                                       
CONECT   14   10   12                                                       
CONECT   15    4    8                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0040005
HETATM    1  C1  UNL     1       5.237   0.184   0.031  1.00  0.00           C  
HETATM    2  S1  UNL     1       4.371  -1.432  -0.015  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.908  -1.373   1.087  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.891  -0.374   0.507  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.469  -0.820  -0.869  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.501   0.069  -1.546  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.773   0.176  -0.804  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.066  -0.534   0.299  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.238  -0.423   0.941  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.551  -1.186   2.136  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.170   0.455   0.444  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.453   0.598   1.114  1.00  0.00           C  
HETATM   13  N2  UNL     1      -2.927   1.198  -0.666  1.00  0.00           N  
HETATM   14  C11 UNL     1      -1.746   1.066  -1.289  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.402   1.844  -2.513  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.748   0.798  -0.760  1.00  0.00           H  
HETATM   17  H2  UNL     1       6.319   0.068  -0.172  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.099   0.679   1.019  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.436  -2.358   1.092  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.261  -1.018   2.065  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.050  -0.359   1.194  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.343   0.642   0.473  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.109  -1.878  -0.849  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.396  -0.863  -1.498  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.990   1.090  -1.613  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.338  -0.197  -2.621  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.677  -0.588   3.056  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.710  -1.892   2.347  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.443  -1.838   1.938  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.771  -0.243   1.744  1.00  0.00           H  
HETATM   31  H16 UNL     1      -5.255   0.863   0.363  1.00  0.00           H  
HETATM   32  H17 UNL     1      -4.396   1.504   1.781  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.194   2.557  -2.760  1.00  0.00           H  
HETATM   34  H19 UNL     1      -1.230   1.174  -3.385  1.00  0.00           H  
HETATM   35  H20 UNL     1      -0.460   2.411  -2.272  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    8   14
CONECT    8    9
CONECT    9   10   11   11
CONECT   10   27   28   29
CONECT   11   12   13
CONECT   12   30   31   32
CONECT   13   14   14
CONECT   14   15
CONECT   15   33   34   35
END

HMDB0040005
     RDKit          3D
2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine
 35 35  0  0  0  0  0  0  0  0999 V2000
    5.2365    0.1841    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3711   -1.4317   -0.0149 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9079   -1.3733    1.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8911   -0.3744    0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4686   -0.8197   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013    0.0688   -1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733    0.1763   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0661   -0.5344    0.2993 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2380   -0.4229    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5511   -1.1861    2.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1699    0.4551    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    0.5978    1.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9272    1.1977   -0.6662 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7464    1.0663   -1.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4019    1.8443   -2.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478    0.7977   -0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3195    0.0680   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987    0.6795    1.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -2.3580    1.0925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2609   -1.0178    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0497   -0.3591    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433    0.6424    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089   -1.8779   -0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961   -0.8628   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903    1.0899   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3378   -0.1973   -2.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773   -0.5885    3.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103   -1.8916    2.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4433   -1.8381    1.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7714   -0.2425    1.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2554    0.8629    0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962    1.5038    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    2.5570   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299    1.1738   -3.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    2.4109   -2.2718 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3,5-Trimethyl-6-[4-(methylsulphanyl)butyl]pyrazine	HMDB

Chemical Formula

C₁₂H₂₀N₂S

Average Molecular Weight

224.366

Monoisotopic Molecular Weight

224.13471934

IUPAC Name

2,3,5-trimethyl-6-[4-(methylsulfanyl)butyl]pyrazine

Traditional Name

2,3,5-trimethyl-6-[4-(methylsulfanyl)butyl]pyrazine

CAS Registry Number

92233-83-5

SMILES

CSCCCCC1=C(C)N=C(C)C(C)=N1

InChI Identifier

InChI=1S/C12H20N2S/c1-9-10(2)14-12(11(3)13-9)7-5-6-8-15-4/h5-8H2,1-4H3

InChI Key

KGBPITFLJDEWLV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Pyrazines

Alternative Parents

Substituents

Pyrazine
Heteroaromatic compound
Azacycle
Dialkylthioether
Sulfenyl compound
Thioether
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040005)
Cell membrane (HMDB: HMDB0040005)

Source

Exogenous

Exogenous (HMDB: HMDB0040005)

Food

Food (HMDB: HMDB0040005)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040005)

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	23.06 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	3.25	ALOGPS
logP	1.85	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	2.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.55 m³·mol⁻¹	ChemAxon
Polarizability	27.42 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]+	152.331	31661259
DarkChem	[M-H]-	151.56	31661259
DeepCCS	[M+H]+	155.456	30932474
DeepCCS	[M-H]-	151.729	30932474
DeepCCS	[M-2H]-	188.643	30932474
DeepCCS	[M+Na]+	164.329	30932474
AllCCS	[M+H]+	152.0	32859911
AllCCS	[M+H-H2O]+	148.3	32859911
AllCCS	[M+NH4]+	155.4	32859911
AllCCS	[M+Na]+	156.4	32859911
AllCCS	[M-H]-	159.1	32859911
AllCCS	[M+Na-2H]-	160.0	32859911
AllCCS	[M+HCOO]-	161.2	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.	5.09 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9789 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	60.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	716.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	246.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	131.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	150.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	332.0 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	450.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	568.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	855.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	257.3 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	1237.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	307.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	378.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	512.2 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	132.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine	CSCCCCC1=C(C)N=C(C)C(C)=N1	2223.9	Standard polar	33892256
2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine	CSCCCCC1=C(C)N=C(C)C(C)=N1	1760.0	Standard non polar	33892256
2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine	CSCCCCC1=C(C)N=C(C)C(C)=N1	1819.2	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 - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01rb-8920000000-d42571aca74a9554a2cc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 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 - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 10V, Positive-QTOF	splash10-004i-0190000000-59292b936d88a19cf458	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 20V, Positive-QTOF	splash10-004i-3790000000-363dbdcc9989983384d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 40V, Positive-QTOF	splash10-0006-9500000000-6f7c3d98e21fd80ef4fe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 10V, Negative-QTOF	splash10-00dj-6290000000-7125a5de37a2b02dba65	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 20V, Negative-QTOF	splash10-0002-9020000000-3138313f4d3b925c5053	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 40V, Negative-QTOF	splash10-0002-9000000000-f2bb3e9b6ebc8d4d9eee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 10V, Negative-QTOF	splash10-00di-0090000000-ec369e07f6294ed3cd06	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 20V, Negative-QTOF	splash10-00di-0090000000-b9340cd99ed5da0b6e11	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 40V, Negative-QTOF	splash10-00l5-3900000000-6e62f02c4bab672b9da5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 10V, Positive-QTOF	splash10-004i-0090000000-63bf7b571c9050daa542	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 20V, Positive-QTOF	splash10-004i-0930000000-25f4640fbc20456b22df	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine 40V, Positive-QTOF	splash10-000f-6900000000-19d902a7de1e5ec11184	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

FDB019687

KNApSAcK ID

Not Available

Chemspider ID

28709356

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71328884

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1881391

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 2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine (HMDB0040005)

MOL for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

3D MOL for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

3D SDF for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

3D-SDF for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

PDB for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

3D PDB for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

SMILES for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

INCHI for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

Structure for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

3D Structure for HMDB0040005 (2,3,5-Trimethyl-6-[4-(methylthio)butyl]pyrazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra