Showing metabocard for 2,6-Dimethylpyrazine (MMDBc0033570)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:54:01 UTC
Update Date2022-08-31 22:36:48 UTC
Metabolite IDMMDBc0033570
Metabolite Identification
Common Name2,6-Dimethylpyrazine
Description2,6-Dimethylpyrazine, also known as fema 3273 or 2,5-DMP, 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. Alkylpyrazines are chemical compounds based on pyrazine with different substitution patterns. 2,6-Dimethylpyrazine is a cocoa, roastbeef, and roastednut tasting compound. 2,6-Dimethylpyrazine has been detected, but not quantified, in tea. This could make 2,6-dimethylpyrazine a potential biomarker for the consumption of these foods. Alkylpyrazines are also formed during the cooking of some foods via Maillard reactions. It occurs naturally in asparagus, black or green tea, crispbread, malt, raw shrimp, soya, squid, Swiss cheeses, and wheat bread. It occurs naturally in baked potato, black or green tea, crispbread, French fries, malt, peated malt, raw asparagus, roasted barley, roasted filberts or pecans, squid, wheat bread, wild rice (Zizania aquatica), and wort.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560bdfc461e8>


  Mrv1652303202019002D          

  8  8  0  0  0  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560bdfc461e8>

HMDB0035248
     RDKit          3D
2,6-Dimethylpyrazine
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.4191   -0.8737   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -0.0873   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168    1.2909   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0716    1.9992   -0.1124 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295    1.3590   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892   -0.0169    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4856   -0.7376    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399   -0.6989    0.0366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8160   -0.8382   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2705   -1.8982    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -0.3809    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.7552   -0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650    1.8873    0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -1.5917   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3329   -0.0467   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6389   -1.1213    1.2158 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
  6  7  1  0
  6  8  2  0
  8  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  5 13  1  0
  7 14  1  0
  7 15  1  0
  7 16  1  0
M  END
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3D SDF for #<Metabolite:0x0000560bdfc461e8>


  Mrv1652303202019002D          

  8  8  0  0  0  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033570

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H8N2/c1-5-3-7-4-6(2)8-5/h3-4H,1-2H3

> <INCHI_KEY>
HJFZAYHYIWGLNL-UHFFFAOYSA-N

> <FORMULA>
C6H8N2

> <MOLECULAR_WEIGHT>
108.1411

> <EXACT_MASS>
108.068748266

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.868847178660205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,6-dimethylpyrazine

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
-0.19935869999999986

> <ALOGPS_LOGS>
0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.137536803906645

> <JCHEM_POLAR_SURFACE_AREA>
25.78

> <JCHEM_REFRACTIVITY>
30.9272

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pyrazine, 2,6-dimethyl-

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x0000560bdfc461e8>

HMDB0035248
     RDKit          3D
2,6-Dimethylpyrazine
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.4191   -0.8737   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1717   -0.0873   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168    1.2909   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0716    1.9992   -0.1124 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295    1.3590   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892   -0.0169    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4856   -0.7376    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399   -0.6989    0.0366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8160   -0.8382   -1.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2705   -1.8982    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -0.3809    0.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    1.7552   -0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650    1.8873    0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4233   -1.5917   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3329   -0.0467   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6389   -1.1213    1.2158 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
  6  7  1  0
  6  8  2  0
  8  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  5 13  1  0
  7 14  1  0
  7 15  1  0
  7 16  1  0
M  END
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PDB for #<Metabolite:0x0000560bdfc461e8>

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    5    7                                                       
CONECT    4    6    7                                                       
CONECT    5    1    3    8                                                  
CONECT    6    2    4    8                                                  
CONECT    7    3    4                                                       
CONECT    8    5    6                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x0000560bdfc461e8>

COMPND    HMDB0035248
HETATM    1  C1  UNL     1      -2.419  -0.874  -0.092  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.172  -0.087  -0.063  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.217   1.291  -0.139  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.072   1.999  -0.112  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.129   1.359  -0.011  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.189  -0.017   0.065  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.486  -0.738   0.175  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.040  -0.699   0.037  1.00  0.00           N  
HETATM    9  H1  UNL     1      -2.816  -0.838  -1.114  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.270  -1.898   0.291  1.00  0.00           H  
HETATM   11  H3  UNL     1      -3.139  -0.381   0.580  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.200   1.755  -0.218  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.065   1.887   0.013  1.00  0.00           H  
HETATM   14  H6  UNL     1       2.423  -1.592  -0.545  1.00  0.00           H  
HETATM   15  H7  UNL     1       3.333  -0.047  -0.082  1.00  0.00           H  
HETATM   16  H8  UNL     1       2.639  -1.121   1.216  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    8
CONECT    3    4   12
CONECT    4    5    5
CONECT    5    6   13
CONECT    6    7    8    8
CONECT    7   14   15   16
END
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SMILES for #<Metabolite:0x0000560bdfc461e8>

CC1=CN=CC(C)=N1
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INCHI for #<Metabolite:0x0000560bdfc461e8>

InChI=1S/C6H8N2/c1-5-3-7-4-6(2)8-5/h3-4H,1-2H3
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Synonyms
ValueSource
2,6-Dimethyl-1,4-diazineHMDB
2,6-Dimethyl-pyrazineHMDB
2,6-DimethylparadiazineHMDB
2,6-DimethylpiazineHMDB
3,5-DimethylpyrazineHMDB
FEMA 3273HMDB
2,5-DimethylpyrazineHMDB
2,5-DMPHMDB
Molecular FormulaC6H8N2
Average Mass108.1411
Monoisotopic Mass108.068748266
IUPAC Name2,6-dimethylpyrazine
Traditional Namepyrazine, 2,6-dimethyl-
CAS Registry Number108-50-9
SMILES
CC1=CN=CC(C)=N1
InChI Identifier
InChI=1S/C6H8N2/c1-5-3-7-4-6(2)8-5/h3-4H,1-2H3
InChI KeyHJFZAYHYIWGLNL-UHFFFAOYSA-N