Showing metabocard for 2,5-Dimethylpyrazine (MMDBc0033568)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:53:57 UTC
Update Date2024-09-29 10:37:29 UTC
Metabolite IDMMDBc0033568
Metabolite Identification
Common Name2,5-Dimethylpyrazine
Description2,5-Dimethylpyrazine, also known as fema 3272 or pyrazine,2,5-dimethyl, 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. 2,5-Dimethylpyrazine is a cocoa, grass, and medicinal tasting compound. 2,5-Dimethylpyrazine is found, on average, in the highest concentration within kohlrabis. 2,5-Dimethylpyrazine has also been detected, but not quantified, in several different foods, such as green vegetables, soy beans, asparagus, tortilla chips, and fenugreeks. This could make 2,5-dimethylpyrazine a potential biomarker for the consumption of these foods. 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. Alkylpyrazines are chemical compounds based on pyrazine with different substitution patterns. Some alkylpyrazines are naturally occurring highly aromatic substances which often have a very low odor threshold and contribute to the taste and aroma of various foods including coffee and wines. Alkylpyrazines are also formed during the cooking of some foods via Maillard reactions.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9204891d70>


  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   -1.2375    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
    0.0000    0.0000    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
    0.7145   -0.4125    0.0000 C   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
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  8  6  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9204891d70>

HMDB0035289
     RDKit          3D
2,5-Dimethylpyrazine
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.8767   -0.0356    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814   -0.0202    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038    1.0452   -0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6502    1.0652   -0.5434 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3772    0.0299   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646    0.0325   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.0344    0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -1.0547    0.5562 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3009   -0.4841   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1406   -0.7304    1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2632    0.9759    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    1.8652   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1561    0.4600   -1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2870   -0.9782   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123    0.7224    0.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2844   -1.8586    0.8303 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  2  0
  8  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
  7 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9204891d70>


  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   -1.2375    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
    0.0000    0.0000    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
    0.7145   -0.4125    0.0000 C   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
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  8  6  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033568

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
LCZUOKDVTBMCMX-UHFFFAOYSA-N

> <FORMULA>
C6H8N2

> <MOLECULAR_WEIGHT>
108.1411

> <EXACT_MASS>
108.068748266

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.91272955330324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dimethylpyrazine

> <ALOGPS_LOGP>
0.62

> <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>
1.5864940624182493

> <JCHEM_POLAR_SURFACE_AREA>
25.78

> <JCHEM_REFRACTIVITY>
30.9272

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dimethylpyrazine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9204891d70>

HMDB0035289
     RDKit          3D
2,5-Dimethylpyrazine
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.8767   -0.0356    0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814   -0.0202    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038    1.0452   -0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6502    1.0652   -0.5434 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3772    0.0299   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646    0.0325   -0.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.0344    0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -1.0547    0.5562 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3009   -0.4841   -0.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1406   -0.7304    1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2632    0.9759    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    1.8652   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1561    0.4600   -1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2870   -0.9782   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123    0.7224    0.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2844   -1.8586    0.8303 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  2  0
  8  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
  7 16  1  0
M  END
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PDB for #<Metabolite:0x00007f9204891d70>

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  -2.310   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       0.000   0.000   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    5    8                                                       
CONECT    4    6    7                                                       
CONECT    5    1    3    7                                                  
CONECT    6    2    4    8                                                  
CONECT    7    4    5                                                       
CONECT    8    3    6                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007f9204891d70>

COMPND    HMDB0035289
HETATM    1  C1  UNL     1      -2.877  -0.036   0.195  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.381  -0.020   0.100  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.704   1.045  -0.454  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.650   1.065  -0.543  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.377   0.030  -0.086  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.865   0.032  -0.175  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.701  -1.034   0.467  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.654  -1.055   0.556  1.00  0.00           N  
HETATM    9  H1  UNL     1      -3.301  -0.484  -0.737  1.00  0.00           H  
HETATM   10  H2  UNL     1      -3.141  -0.730   1.015  1.00  0.00           H  
HETATM   11  H3  UNL     1      -3.263   0.976   0.393  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.312   1.865  -0.814  1.00  0.00           H  
HETATM   13  H5  UNL     1       3.156   0.460  -1.180  1.00  0.00           H  
HETATM   14  H6  UNL     1       3.287  -0.978  -0.149  1.00  0.00           H  
HETATM   15  H7  UNL     1       3.312   0.722   0.584  1.00  0.00           H  
HETATM   16  H8  UNL     1       1.284  -1.859   0.830  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    7
CONECT    6   13   14   15
CONECT    7    8    8   16
END
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SMILES for #<Metabolite:0x00007f9204891d70>

CC1=CN=C(C)C=N1
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INCHI for #<Metabolite:0x00007f9204891d70>

InChI=1S/C6H8N2/c1-5-3-8-6(2)4-7-5/h3-4H,1-2H3
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Synonyms
ValueSource
25-Dimethyl-pyrazineChEMBL, HMDB
2, 5-DimethylpyrazineHMDB
2,5-Dimethyl pyrazineHMDB
2,5-Dimethyl-1,4-diazineHMDB
2,5-Dimethyl-pyrazineHMDB
2,5-DimethylparadiazineHMDB
2,5-DimethylpiazineHMDB
FEMA 3272HMDB
PYRAZINE,2,5-dimethylHMDB
2,6-DimethylpyrazineMeSH
2,5-DMPMeSH
Molecular FormulaC6H8N2
Average Mass108.1411
Monoisotopic Mass108.068748266
IUPAC Name2,5-dimethylpyrazine
Traditional Name2,5-dimethylpyrazine
CAS Registry Number123-32-0
SMILES
CC1=CN=C(C)C=N1
InChI Identifier
InChI=1S/C6H8N2/c1-5-3-8-6(2)4-7-5/h3-4H,1-2H3
InChI KeyLCZUOKDVTBMCMX-UHFFFAOYSA-N