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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:14:03 UTC

Update Date

2022-03-07 02:57:04 UTC

HMDB ID

HMDB0041543

Secondary Accession Numbers

HMDB41543

Metabolite Identification

Common Name

2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine

Description

2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring. 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make 2,5-dibenzyl-3-hydroxy-6-methoxypyrazine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine.

Structure

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

HMDB0041543
     RDKit          3D
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.8615   -3.2268    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448   -2.1257   -0.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6057   -0.9548   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -0.8882    0.6663 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030    0.2359    0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    0.3283    1.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    0.2391    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -0.9870    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599   -1.0754   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1391    0.0551   -0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6282    1.2754   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739    1.3552    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358    1.3106   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4386    2.4200   -0.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303    1.2505   -0.7465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    0.1138   -0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250    0.0482   -1.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541    0.1591   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0615    1.3675   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2292    1.3997    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9198    0.2527    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4332   -0.9576    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2586   -0.9785   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3402   -4.1763    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486   -3.0325    1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467   -3.2831    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413    1.2556    2.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513   -0.5054    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876   -1.8691    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8631   -2.0360   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0424   -0.0159   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1190    2.1969   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    2.3270    0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    2.0662   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -0.8724   -2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197    0.8807   -2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040    2.2812   -0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6175    2.3468    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8414    0.2329    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9574   -1.9022    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9444   -1.9861   -0.7255 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16  3  2  0
 23 18  1  0
 12  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
M  END


  Mrv0541 05061312442D          

 23 25  0  0  0  0            999 V2000
    5.1147    1.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7747    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7747    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1147    3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3721    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3721    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6296    1.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272    1.8146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246    1.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246    0.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772    1.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5772    3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8246    3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272    3.4647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698    3.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6296    3.4647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 22  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 20  2  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041543

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC2=CC=CC=C2)NC(=O)C(CC2=CC=CC=C2)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O2/c1-23-19-17(13-15-10-6-3-7-11-15)20-18(22)16(21-19)12-14-8-4-2-5-9-14/h2-11H,12-13H2,1H3,(H,20,22)

> <INCHI_KEY>
HDGSSKSUEFFBRK-UHFFFAOYSA-N

> <FORMULA>
C19H18N2O2

> <MOLECULAR_WEIGHT>
306.3584

> <EXACT_MASS>
306.13682783

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.84378435167112

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,6-dibenzyl-5-methoxy-1,2-dihydropyrazin-2-one

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
3.615066055

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.487662014239305

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5588384008535834

> <JCHEM_POLAR_SURFACE_AREA>
50.69

> <JCHEM_REFRACTIVITY>
100.26069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-dibenzyl-5-methoxy-1H-pyrazin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041543
     RDKit          3D
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.8615   -3.2268    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448   -2.1257   -0.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6057   -0.9548   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -0.8882    0.6663 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030    0.2359    0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    0.3283    1.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    0.2391    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -0.9870    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599   -1.0754   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1391    0.0551   -0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6282    1.2754   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739    1.3552    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358    1.3106   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4386    2.4200   -0.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303    1.2505   -0.7465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    0.1138   -0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250    0.0482   -1.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541    0.1591   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0615    1.3675   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2292    1.3997    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9198    0.2527    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4332   -0.9576    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2586   -0.9785   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3402   -4.1763    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486   -3.0325    1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467   -3.2831    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413    1.2556    2.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513   -0.5054    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876   -1.8691    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8631   -2.0360   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0424   -0.0159   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1190    2.1969   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    2.3270    0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    2.0662   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -0.8724   -2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197    0.8807   -2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040    2.2812   -0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6175    2.3468    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8414    0.2329    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9574   -1.9022    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9444   -1.9861   -0.7255 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16  3  2  0
 23 18  1  0
 12  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  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       9.547   3.387   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.779   4.157   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.779   5.697   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.547   6.467   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.161   5.697   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.161   4.157   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.775   3.387   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.544   4.157   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.157   3.387   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.771   4.157   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.539   3.387   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.539   1.847   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.153   4.157   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.077   3.387   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.463   4.157   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.463   5.697   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.077   6.467   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.153   5.697   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.539   6.467   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.771   5.697   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       4.157   6.467   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       5.544   5.697   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.775   6.467   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   22                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   14   18                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   13   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   10   19   21                                                  
CONECT   21   20   22                                                       
CONECT   22    8   21   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0041543
HETATM    1  C1  UNL     1      -0.862  -3.227   0.709  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.345  -2.126  -0.033  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.606  -0.955  -0.037  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.563  -0.888   0.666  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.303   0.236   0.679  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.560   0.328   1.428  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.785   0.239   0.603  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.313  -0.987   0.209  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.460  -1.075  -0.550  1.00  0.00           C  
HETATM   10  C8  UNL     1       6.139   0.055  -0.954  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.628   1.275  -0.571  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.474   1.355   0.192  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.836   1.311  -0.042  1.00  0.00           C  
HETATM   14  O2  UNL     1       1.439   2.420  -0.109  1.00  0.00           O  
HETATM   15  N2  UNL     1      -0.330   1.251  -0.746  1.00  0.00           N  
HETATM   16  C12 UNL     1      -1.073   0.114  -0.756  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.325   0.048  -1.501  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.554   0.159  -0.713  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.061   1.368  -0.262  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.229   1.400   0.464  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.920   0.253   0.762  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.433  -0.958   0.324  1.00  0.00           C  
HETATM   23  C19 UNL     1      -4.259  -0.979  -0.406  1.00  0.00           C  
HETATM   24  H1  UNL     1      -1.340  -4.176   0.432  1.00  0.00           H  
HETATM   25  H2  UNL     1      -1.149  -3.033   1.779  1.00  0.00           H  
HETATM   26  H3  UNL     1       0.247  -3.283   0.681  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.541   1.256   2.042  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.551  -0.505   2.191  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.788  -1.869   0.522  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.863  -2.036  -0.852  1.00  0.00           H  
HETATM   31  H8  UNL     1       7.042  -0.016  -1.551  1.00  0.00           H  
HETATM   32  H9  UNL     1       6.119   2.197  -0.859  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.084   2.327   0.494  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.662   2.066  -1.279  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.405  -0.872  -2.141  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.320   0.881  -2.268  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.504   2.281  -0.503  1.00  0.00           H  
HETATM   38  H15 UNL     1      -5.618   2.347   0.812  1.00  0.00           H  
HETATM   39  H16 UNL     1      -6.841   0.233   1.330  1.00  0.00           H  
HETATM   40  H17 UNL     1      -5.957  -1.902   0.540  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.944  -1.986  -0.726  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4   16   16
CONECT    4    5    5
CONECT    5    6   13
CONECT    6    7   27   28
CONECT    7    8    8   12
CONECT    8    9   29
CONECT    9   10   10   30
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   12   33
CONECT   13   14   14   15
CONECT   15   16   34
CONECT   16   17
CONECT   17   18   35   36
CONECT   18   19   19   23
CONECT   19   20   37
CONECT   20   21   21   38
CONECT   21   22   39
CONECT   22   23   23   40
CONECT   23   41
END

HMDB0041543
     RDKit          3D
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.8615   -3.2268    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448   -2.1257   -0.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6057   -0.9548   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -0.8882    0.6663 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030    0.2359    0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    0.3283    1.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7854    0.2391    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3131   -0.9870    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599   -1.0754   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1391    0.0551   -0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6282    1.2754   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739    1.3552    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358    1.3106   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4386    2.4200   -0.1088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3303    1.2505   -0.7465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729    0.1138   -0.7558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250    0.0482   -1.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541    0.1591   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0615    1.3675   -0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2292    1.3997    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9198    0.2527    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4332   -0.9576    0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2586   -0.9785   -0.4059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3402   -4.1763    0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486   -3.0325    1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467   -3.2831    0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413    1.2556    2.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5513   -0.5054    2.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876   -1.8691    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8631   -2.0360   -0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0424   -0.0159   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1190    2.1969   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    2.3270    0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615    2.0662   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -0.8724   -2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3197    0.8807   -2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040    2.2812   -0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6175    2.3468    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8414    0.2329    1.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9574   -1.9022    0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9444   -1.9861   -0.7255 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16  3  2  0
 23 18  1  0
 12  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10,10-dibromo-9(10H)-Anthracenone	HMDB
5-Methoxy-3,6-bis(phenylmethyl)-2(1H)-pyrazinone, 9ci	HMDB
3,6-Dibenzyl-2-hydroxy-5-methoxypyrazine	MeSH
3,6-DBHM-Pyrazine	MeSH

Chemical Formula

C₁₉H₁₈N₂O₂

Average Molecular Weight

306.3584

Monoisotopic Molecular Weight

306.13682783

IUPAC Name

3,6-dibenzyl-5-methoxy-1,2-dihydropyrazin-2-one

Traditional Name

3,6-dibenzyl-5-methoxy-1H-pyrazin-2-one

CAS Registry Number

132213-65-1

SMILES

COC1=C(CC2=CC=CC=C2)NC(=O)C(CC2=CC=CC=C2)=N1

InChI Identifier

InChI=1S/C19H18N2O2/c1-23-19-17(13-15-10-6-3-7-11-15)20-18(22)16(21-19)12-14-8-4-2-5-9-14/h2-11H,12-13H2,1H3,(H,20,22)

InChI Key

HDGSSKSUEFFBRK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxypyrazines. These are pyrazines containing a methoxyl group attached to the pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Methoxypyrazines

Alternative Parents

Substituents

Methoxypyrazine
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Lactam
Azacycle
Ether
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041543)

Cellular substructure

Membrane (HMDB: HMDB0041543)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041543)

Source

Exogenous

Food

Food (HMDB: HMDB0041543)

Plant (HMDB: HMDB0041543)

Not Available

Nutrient (HMDB: HMDB0041543)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	159 - 161 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7.09 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	0.011 g/L	ALOGPS
logP	3.3	ALOGPS
logP	3.62	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	10.49	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.26 m³·mol⁻¹	ChemAxon
Polarizability	32.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.944	31661259
DarkChem	[M-H]-	172.439	31661259
DeepCCS	[M+H]+	174.609	30932474
DeepCCS	[M-H]-	172.251	30932474
DeepCCS	[M-2H]-	205.648	30932474
DeepCCS	[M+Na]+	180.875	30932474
AllCCS	[M+H]+	174.1	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	177.2	32859911
AllCCS	[M+Na]+	178.2	32859911
AllCCS	[M-H]-	177.9	32859911
AllCCS	[M+Na-2H]-	177.2	32859911
AllCCS	[M+HCOO]-	176.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine	COC1=C(CC2=CC=CC=C2)NC(=O)C(CC2=CC=CC=C2)=N1	3798.7	Standard polar	33892256
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine	COC1=C(CC2=CC=CC=C2)NC(=O)C(CC2=CC=CC=C2)=N1	2547.7	Standard non polar	33892256
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine	COC1=C(CC2=CC=CC=C2)NC(=O)C(CC2=CC=CC=C2)=N1	2772.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine,1TMS,isomer #1	COC1=C(CC2=CC=CC=C2)N([Si](C)(C)C)C(=O)C(CC2=CC=CC=C2)=N1	2575.0	Semi standard non polar	33892256
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine,1TMS,isomer #1	COC1=C(CC2=CC=CC=C2)N([Si](C)(C)C)C(=O)C(CC2=CC=CC=C2)=N1	2631.8	Standard non polar	33892256
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine,1TBDMS,isomer #1	COC1=C(CC2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C(=O)C(CC2=CC=CC=C2)=N1	2774.0	Semi standard non polar	33892256
2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine,1TBDMS,isomer #1	COC1=C(CC2=CC=CC=C2)N([Si](C)(C)C(C)(C)C)C(=O)C(CC2=CC=CC=C2)=N1	2824.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-3291000000-570dc8894559e1ff0d85	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 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 - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 10V, Positive-QTOF	splash10-0a4i-0019000000-c01c84c6aa4b6480d66c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 20V, Positive-QTOF	splash10-0a4i-1279000000-a2a1a6da84c852d27868	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 40V, Positive-QTOF	splash10-0006-7910000000-b140b195ca4c32fa41f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 10V, Negative-QTOF	splash10-0a4i-4009000000-bd1781b3ebc444bcf3e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 20V, Negative-QTOF	splash10-0a4i-6449000000-d7b9f234e8e0173afe02	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 40V, Negative-QTOF	splash10-014i-1900000000-c7399d1e754dc91791ed	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 10V, Positive-QTOF	splash10-0a4i-0009000000-b85a21c0a3cc44338f51	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 20V, Positive-QTOF	splash10-0a4l-7029000000-221893b7fa330d00b9c1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 40V, Positive-QTOF	splash10-0f6x-9530000000-956204fd749801114b6e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 10V, Negative-QTOF	splash10-0a4i-0009000000-430256da82780f6af30c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 20V, Negative-QTOF	splash10-0a4i-4039000000-d6e945b497e93b487d3f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine 40V, Negative-QTOF	splash10-00kf-5900000000-06330b75015f048b6266	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB021523

KNApSAcK ID

C00054708

Chemspider ID

8670267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10494866

PDB ID

Not Available

ChEBI ID

174933

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1893231

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 2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine (HMDB0041543)

MOL for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

3D MOL for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

3D SDF for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

3D-SDF for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

PDB for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

3D PDB for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

SMILES for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

INCHI for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

Structure for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

3D Structure for HMDB0041543 (2,5-Dibenzyl-3-hydroxy-6-methoxypyrazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra