Showing metabocard for Trimethylpyrazine (MMDBc0017830)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 08:07:37 UTC
Update Date2024-09-29 10:56:18 UTC
Metabolite IDMMDBc0017830
Metabolite Identification
Common NameTrimethylpyrazine
DescriptionTrimethylpyrazine, also known as fema 3244, 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. Trimethylpyrazine is a cocoa, earthy, and hazelnut tasting compound. trimethylpyrazine is found, on average, in the highest concentration in kohlrabis. trimethylpyrazine has also been detected, but not quantified, in several different foods, such as green vegetables, pepper (c. annuum), orange bell peppers, potato, and red bell peppers. This could make trimethylpyrazine a potential biomarker for the consumption of these foods. Found in many foodstuffs e.g. asparagus, baked potato, wheat bread, Swiss cheese, coffee, black tea, roasted filbert and peanut, and soybean.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9228f2fca8>


  Mrv1652304272019112D          

  9  9  0  0  0  0            999 V2000
    0.8250   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  7  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9228f2fca8>

HMDB0031844
     RDKit          3D
Trimethylpyrazine
 19 19  0  0  0  0  0  0  0  0999 V2000
    3.1043    0.6022   -0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856    0.1578   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535   -1.0302   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -1.4634   -0.8138 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323   -0.7414   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3500   -1.1808   -0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972    0.4453    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    1.2658    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.8804    0.4154 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292    1.4867   -0.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -0.2047   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760    0.8875    1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -1.6061   -1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154   -1.4739    0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0023   -0.4656   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.1201   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6596    1.0452    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3308    0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911    1.1845    1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  6 15  1  0
  6 16  1  0
  8 17  1  0
  8 18  1  0
  8 19  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9228f2fca8>


  Mrv1652304272019112D          

  9  9  0  0  0  0            999 V2000
    0.8250   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  7  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017830

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CN=C(C)C(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3

> <INCHI_KEY>
IAEGWXHKWJGQAZ-UHFFFAOYSA-N

> <FORMULA>
C7H10N2

> <MOLECULAR_WEIGHT>
122.1677

> <EXACT_MASS>
122.08439833

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
13.94124903813873

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,5-trimethylpyrazine

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
-0.06798853099999991

> <ALOGPS_LOGS>
-0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.0771269222209257

> <JCHEM_POLAR_SURFACE_AREA>
25.78

> <JCHEM_REFRACTIVITY>
35.5187

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.16e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyrazine, trimethyl-

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9228f2fca8>

HMDB0031844
     RDKit          3D
Trimethylpyrazine
 19 19  0  0  0  0  0  0  0  0999 V2000
    3.1043    0.6022   -0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856    0.1578   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535   -1.0302   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -1.4634   -0.8138 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323   -0.7414   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3500   -1.1808   -0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972    0.4453    0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    1.2658    0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719    0.8804    0.4154 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292    1.4867   -0.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -0.2047   -0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760    0.8875    1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1936   -1.6061   -1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154   -1.4739    0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0023   -0.4656   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658   -2.1201   -0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6596    1.0452    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    2.3308    0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911    1.1845    1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  6 14  1  0
  6 15  1  0
  6 16  1  0
  8 17  1  0
  8 18  1  0
  8 19  1  0
M  END
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PDB for #<Metabolite:0x00007f9228f2fca8>

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       1.540  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.540   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.770   1.334   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      -0.770  -1.334   0.000  0.00  0.00           N+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4    5    8                                                       
CONECT    5    1    4    9                                                  
CONECT    6    2    7    8                                                  
CONECT    7    3    6    9                                                  
CONECT    8    4    6                                                       
CONECT    9    5    7                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007f9228f2fca8>

COMPND    HMDB0031844
HETATM    1  C1  UNL     1       3.104   0.602  -0.005  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.686   0.158  -0.095  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.353  -1.030  -0.714  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.083  -1.463  -0.814  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.932  -0.741  -0.304  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.350  -1.181  -0.391  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.597   0.445   0.314  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.695   1.266   0.888  1.00  0.00           C  
HETATM    9  N2  UNL     1       0.672   0.880   0.415  1.00  0.00           N  
HETATM   10  H1  UNL     1       3.229   1.487  -0.671  1.00  0.00           H  
HETATM   11  H2  UNL     1       3.765  -0.205  -0.326  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.376   0.888   1.048  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.194  -1.606  -1.124  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.715  -1.474   0.631  1.00  0.00           H  
HETATM   15  H6  UNL     1      -3.002  -0.466  -0.895  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.366  -2.120  -0.986  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.660   1.045   0.432  1.00  0.00           H  
HETATM   18  H9  UNL     1      -1.453   2.331   0.619  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.691   1.184   1.977  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    9
CONECT    3    4   13
CONECT    4    5    5
CONECT    5    6    7
CONECT    6   14   15   16
CONECT    7    8    9    9
CONECT    8   17   18   19
END
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SMILES for #<Metabolite:0x00007f9228f2fca8>

CC1=CN=C(C)C(C)=N1
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INCHI for #<Metabolite:0x00007f9228f2fca8>

InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
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Synonyms
ValueSource
235-Trimethyl-pyrazineChEMBL, HMDB
2,3,5-TRIMETHYL pyrazineHMDB, MeSH
2,3,5-Trimethyl-pyrazineHMDB
2,3,6-TrimethylpyrazineHMDB
FEMA 3244HMDB
Pyrazine, 2,3,5-trimethylHMDB
Trimethyl-pyrazineHMDB
Molecular FormulaC7H10N2
Average Mass122.1677
Monoisotopic Mass122.08439833
IUPAC Name2,3,5-trimethylpyrazine
Traditional Namepyrazine, trimethyl-
CAS Registry NumberNot Available
SMILES
CC1=CN=C(C)C(C)=N1
InChI Identifier
InChI=1S/C7H10N2/c1-5-4-8-6(2)7(3)9-5/h4H,1-3H3
InChI KeyIAEGWXHKWJGQAZ-UHFFFAOYSA-N