NP-MRD: Showing NP-Card for 2,5-Diethyl-3,6-dimethylpyrazine (NP0006763)

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Record Information

Version

2.0

Created at

2020-12-09 03:41:54 UTC

Updated at

2021-08-19 23:59:40 UTC

NP-MRD ID

NP0006763

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,5-Diethyl-3,6-dimethylpyrazine

Provided By

NPAtlas

Description

2,5-Diethyl-3,6-dimethylpyrazine 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-Diethyl-3,6-dimethylpyrazine has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2,5-diethyl-3,6-dimethylpyrazine a potential biomarker for the consumption of these foods. 2,5-Diethyl-3,6-dimethylpyrazine is found in Flavobacterium. Based on a literature review very few articles have been published on 2,5-Diethyl-3,6-dimethylpyrazine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118343D          

 28 28  0  0  0  0            999 V2000
   -3.6327   -0.1795   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    0.0634    0.9559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3273    0.0229    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5731   -1.0474    0.8167 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7171   -1.1225    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5080   -2.3063    0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947   -0.0685   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7095   -0.0696   -0.6659 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6325    0.2151    0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.9884   -0.4969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701    1.0714   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    2.3022   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5968    0.3865   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1661    0.1922   -1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9094   -1.2430   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0556    1.0001    1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394   -0.7987    1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033   -2.7711    1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4699   -3.0219   -0.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5699   -2.1028    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936   -1.1164   -0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    0.6825   -1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -0.4385    0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    0.1732    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392    1.2544    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6156    2.2998   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213    2.4686    0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    3.1655   -0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11  3  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  2 16  1  0  0  0  0
  2 17  1  0  0  0  0
  6 18  1  0  0  0  0
  6 19  1  0  0  0  0
  6 20  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 12 28  1  0  0  0  0
M  END


  Mrv1652306242118343D          

 28 28  0  0  0  0            999 V2000
   -3.6327   -0.1795   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188    0.0634    0.9559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3273    0.0229    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5731   -1.0474    0.8167 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7171   -1.1225    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5080   -2.3063    0.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947   -0.0685   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7095   -0.0696   -0.6659 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6325    0.2151    0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.9884   -0.4969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7701    1.0714   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996    2.3022   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5968    0.3865   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1661    0.1922   -1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9094   -1.2430   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0556    1.0001    1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394   -0.7987    1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033   -2.7711    1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4699   -3.0219   -0.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5699   -2.1028    0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9936   -1.1164   -0.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    0.6825   -1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5311   -0.4385    0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0884    0.1732    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0392    1.2544    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6156    2.2998   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213    2.4686    0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    3.1655   -0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11  3  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  2 16  1  0  0  0  0
  2 17  1  0  0  0  0
  6 18  1  0  0  0  0
  6 19  1  0  0  0  0
  6 20  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 12 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006763

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])C1=NC(=C(N=C1C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2/c1-5-9-7(3)12-10(6-2)8(4)11-9/h5-6H2,1-4H3

> <INCHI_KEY>
WOKWCTYNOKUPRA-UHFFFAOYSA-N

> <FORMULA>
C10H16N2

> <MOLECULAR_WEIGHT>
164.2474

> <EXACT_MASS>
164.131348522

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
19.864157065900635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,5-diethyl-3,6-dimethylpyrazine

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
1.464453332

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.9796426093606918

> <JCHEM_POLAR_SURFACE_AREA>
25.78

> <JCHEM_REFRACTIVITY>
49.364

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-diethyl-3,6-dimethylpyrazine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.633  -0.180  -0.238  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.719   0.063   0.956  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.327   0.023   0.541  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.573  -1.047   0.817  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.717  -1.123   0.450  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.508  -2.306   0.767  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.295  -0.069  -0.233  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.709  -0.070  -0.666  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.632   0.215   0.515  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.523   0.988  -0.497  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.770   1.071  -0.133  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.500   2.302  -0.492  0.00  0.00           C+0
HETATM   13  H   UNK     0      -4.597   0.387  -0.109  0.00  0.00           H+0
HETATM   14  H   UNK     0      -3.166   0.192  -1.165  0.00  0.00           H+0
HETATM   15  H   UNK     0      -3.909  -1.243  -0.344  0.00  0.00           H+0
HETATM   16  H   UNK     0      -3.056   1.000   1.415  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.939  -0.799   1.653  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.103  -2.771   1.699  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.470  -3.022  -0.080  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.570  -2.103   0.956  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.994  -1.116  -0.989  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.861   0.683  -1.447  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.531  -0.439   0.505  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.088   0.173   1.476  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.039   1.254   0.459  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.616   2.300  -1.608  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.421   2.469   0.055  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.816   3.166  -0.287  0.00  0.00           H+0
CONECT    1    2   13   14   15                                             
CONECT    2    1    3   16   17                                             
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5   18   19   20                                             
CONECT    7    5    8   10                                                  
CONECT    8    7    9   21   22                                             
CONECT    9    8   23   24   25                                             
CONECT   10    7   11                                                       
CONECT   11   10   12    3                                                  
CONECT   12   11   26   27   28                                             
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    2                                                            
CONECT   17    2                                                            
CONECT   18    6                                                            
CONECT   19    6                                                            
CONECT   20    6                                                            
CONECT   21    8                                                            
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24    9                                                            
CONECT   25    9                                                            
CONECT   26   12                                                            
CONECT   27   12                                                            
CONECT   28   12                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆N₂

Average Mass

164.2474 Da

Monoisotopic Mass

164.13135 Da

IUPAC Name

2,5-diethyl-3,6-dimethylpyrazine

Traditional Name

2,5-diethyl-3,6-dimethylpyrazine

CAS Registry Number

Not Available

SMILES

CCC1=NC(C)=C(CC)N=C1C

InChI Identifier

InChI=1S/C10H16N2/c1-5-9-7(3)12-10(6-2)8(4)11-9/h5-6H2,1-4H3

InChI Key

WOKWCTYNOKUPRA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Coffea arabica L.	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephora	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Flavobacterium	NPAtlas	17191983

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
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	221.00 to 222.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	144 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.226 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	2.61	ALOGPS
logP	1.46	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	1.98	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	2	ChemAxon
Refractivity	49.36 m³·mol⁻¹	ChemAxon
Polarizability	19.86 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

External Links

NPAtlas ID

NPA008429

HMDB ID

HMDB0039979

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019661

KNApSAcK ID

Not Available

Chemspider ID

10307217

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12669071

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1630191

References

General References

Showing NP-Card for 2,5-Diethyl-3,6-dimethylpyrazine (NP0006763)

MOL for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

3D MOL for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

3D SDF for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

3D-SDF for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

PDB for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

3D PDB for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

SMILES for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

INCHI for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

Structure for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)

3D Structure for NP0006763 (2,5-Diethyl-3,6-dimethylpyrazine)