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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:35:30 UTC

Update Date

2021-09-26 22:52:10 UTC

HMDB ID

HMDB0244432

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one

Description

6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one, also known as MCLA, belongs to the class of organic compounds known as imidazopyrazines. These are organic heteropolycyclic compounds containing a pyrazine ring fused to an imidazole ring. These also include hydrogenated derivatives of the imidazopyrazine moiety. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyrazine is a 6-membered ring consisting of six carbon atoms and two nitrogen centers at ring positions 1 and 4. Based on a literature review a significant number of articles have been published on 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-(4-methoxyphenyl)-2-methyl-7h-imidazo[1,2-a]pyrazin-3-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244432
     RDKit          3D
6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one
 32 34  0  0  0  0  0  0  0  0999 V2000
    6.2985   -0.1561    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    0.2916   -0.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439    0.1758   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9732    0.6097   -1.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.4967   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -0.0565    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1713   -0.1806    0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1619    0.2334   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    0.0913    0.0604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733    0.4425   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560    1.0390   -1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6171    0.0792    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0666    0.2542   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1158   -0.4636    1.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7753   -0.4592    1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -0.8920    2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -0.7412    1.7227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -0.4861    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683   -0.3816    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2989    0.1279   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2960   -1.2780    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0460    0.2975    1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399    1.0557   -2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    0.8680   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517    0.6891   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0904    0.5030   -2.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2959   -0.0568   -1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544    1.3073    0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6636   -0.4062    0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0586   -1.3308    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -0.9335    2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.7395    1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
M  END

  Mrv1652309102123352D          

 19 21  0  0  0  0            999 V2000
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244432

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=CN2C(C=N1)=NC(C)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C14H13N3O2/c1-9-14(18)17-8-12(15-7-13(17)16-9)10-3-5-11(19-2)6-4-10/h3-8,18H,1-2H3

> <INCHI_KEY>
QHIMEFKYTNKHCI-UHFFFAOYSA-N

> <FORMULA>
C14H13N3O2

> <MOLECULAR_WEIGHT>
255.277

> <EXACT_MASS>
255.100776671

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
27.415564840301105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(4-methoxyphenyl)-2-methylimidazo[1,2-a]pyrazin-3-ol

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
1.3343772753333334

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.622709078586155

> <JCHEM_PKA_STRONGEST_BASIC>
2.969617760097512

> <JCHEM_POLAR_SURFACE_AREA>
59.650000000000006

> <JCHEM_REFRACTIVITY>
70.8326

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(4-methoxyphenyl)-2-methylimidazo[1,2-a]pyrazin-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244432
     RDKit          3D
6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one
 32 34  0  0  0  0  0  0  0  0999 V2000
    6.2985   -0.1561    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    0.2916   -0.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439    0.1758   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9732    0.6097   -1.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.4967   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -0.0565    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1713   -0.1806    0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1619    0.2334   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    0.0913    0.0604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733    0.4425   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560    1.0390   -1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6171    0.0792    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0666    0.2542   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1158   -0.4636    1.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7753   -0.4592    1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -0.8920    2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -0.7412    1.7227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -0.4861    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683   -0.3816    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2989    0.1279   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2960   -1.2780    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0460    0.2975    1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399    1.0557   -2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    0.8680   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517    0.6891   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0904    0.5030   -2.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2959   -0.0568   -1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544    1.3073    0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6636   -0.4062    0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0586   -1.3308    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -0.9335    2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.7395    1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.590  -0.533   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.258  -2.073   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       7.591   0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.591   1.777   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.925   2.547   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.259   1.777   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.259   0.237   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.592   2.547   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.592   4.087   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.650   1.408   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    2                                                       
CONECT   11    6   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18                                                       
CONECT   18   17                                                            
CONECT   19    3                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0244432
HETATM    1  C1  UNL     1       6.298  -0.156   0.130  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.297   0.292  -0.766  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.944   0.176  -0.450  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.973   0.610  -1.318  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.616   0.497  -1.009  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.244  -0.057   0.182  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.171  -0.181   0.518  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.162   0.233  -0.307  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.450   0.091   0.060  1.00  0.00           N  
HETATM   10  C8  UNL     1      -3.573   0.442  -0.625  1.00  0.00           C  
HETATM   11  O2  UNL     1      -3.656   1.039  -1.884  1.00  0.00           O  
HETATM   12  C9  UNL     1      -4.617   0.079   0.198  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.067   0.254  -0.097  1.00  0.00           C  
HETATM   14  N2  UNL     1      -4.116  -0.464   1.322  1.00  0.00           N  
HETATM   15  C11 UNL     1      -2.775  -0.459   1.243  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.774  -0.892   2.108  1.00  0.00           C  
HETATM   17  N3  UNL     1      -0.511  -0.741   1.723  1.00  0.00           N  
HETATM   18  C13 UNL     1       2.231  -0.486   1.040  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.568  -0.382   0.749  1.00  0.00           C  
HETATM   20  H1  UNL     1       7.299   0.128  -0.210  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.296  -1.278   0.188  1.00  0.00           H  
HETATM   22  H3  UNL     1       6.046   0.297   1.124  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.240   1.056  -2.276  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.931   0.868  -1.759  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.952   0.689  -1.283  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.090   0.503  -2.650  1.00  0.00           H  
HETATM   27  H8  UNL     1      -6.296  -0.057  -1.157  1.00  0.00           H  
HETATM   28  H9  UNL     1      -6.354   1.307   0.077  1.00  0.00           H  
HETATM   29  H10 UNL     1      -6.664  -0.406   0.556  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.059  -1.331   3.051  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.979  -0.934   2.000  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.324  -0.740   1.468  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   18
CONECT    7    8    8   17
CONECT    8    9   25
CONECT    9   10   15
CONECT   10   11   12   12
CONECT   11   26
CONECT   12   13   14
CONECT   13   27   28   29
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   30
CONECT   18   19   19   31
CONECT   19   32
END

HMDB0244432
     RDKit          3D
6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one
 32 34  0  0  0  0  0  0  0  0999 V2000
    6.2985   -0.1561    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972    0.2916   -0.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439    0.1758   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9732    0.6097   -1.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.4967   -1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -0.0565    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1713   -0.1806    0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1619    0.2334   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    0.0913    0.0604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5733    0.4425   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560    1.0390   -1.8837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6171    0.0792    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0666    0.2542   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1158   -0.4636    1.3220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7753   -0.4592    1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -0.8920    2.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -0.7412    1.7227 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2311   -0.4861    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683   -0.3816    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2989    0.1279   -0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2960   -1.2780    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0460    0.2975    1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2399    1.0557   -2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    0.8680   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517    0.6891   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0904    0.5030   -2.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2959   -0.0568   -1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3544    1.3073    0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6636   -0.4062    0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0586   -1.3308    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -0.9335    2.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.7395    1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  2  0
 19  3  1  0
 17  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  8 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 18 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methyl-6-(4-methoxyphenyl)-3,7-dihydroimidazo(1,2-alpha)pyrazin-3-one	HMDB
6-(4-Methoxyphenyl)imidazo(1,2-a)pyrazin-3(7H)-one	HMDB
MCLA	HMDB

Chemical Formula

C₁₄H₁₃N₃O₂

Average Molecular Weight

255.277

Monoisotopic Molecular Weight

255.100776671

IUPAC Name

6-(4-methoxyphenyl)-2-methylimidazo[1,2-a]pyrazin-3-ol

Traditional Name

6-(4-methoxyphenyl)-2-methylimidazo[1,2-a]pyrazin-3-ol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=CN2C(C=N1)=NC(C)=C2O

InChI Identifier

InChI=1S/C14H13N3O2/c1-9-14(18)17-8-12(15-7-13(17)16-9)10-3-5-11(19-2)6-4-10/h3-8,18H,1-2H3

InChI Key

QHIMEFKYTNKHCI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazopyrazines. These are organic heteropolycyclic compounds containing a pyrazine ring fused to an imidazole ring. These also include hydrogenated derivatives of the imidazopyrazine moiety. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyrazine is a 6-membered ring consisting of six carbon atoms and two nitrogen centers at ring positions 1 and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrazines

Sub Class

Not Available

Direct Parent

Imidazopyrazines

Alternative Parents

Substituents

Imidazopyrazine
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyrazine
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Ether
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.62	ALOGPS
logP	1.33	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	10.62	ChemAxon
pKa (Strongest Basic)	2.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.65 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.83 m³·mol⁻¹	ChemAxon
Polarizability	27.42 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
DeepCCS	[M+H]+	161.194	30932474
DeepCCS	[M-H]-	158.836	30932474
DeepCCS	[M-2H]-	191.722	30932474
DeepCCS	[M+Na]+	167.287	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one	COC1=CC=C(C=C1)C1=CN2C(C=N1)=NC(C)=C2O	3246.8	Standard polar	33892256
6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one	COC1=CC=C(C=C1)C1=CN2C(C=N1)=NC(C)=C2O	2489.5	Standard non polar	33892256
6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one	COC1=CC=C(C=C1)C1=CN2C(C=N1)=NC(C)=C2O	2746.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1590000000-7bbacf780952e8d98a7b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one 10V, Positive-QTOF	splash10-0a4i-0090000000-3e3d6d8bbd6d007cb0a4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one 20V, Positive-QTOF	splash10-0a4i-0090000000-5c6072576d94515d9e63	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one 40V, Positive-QTOF	splash10-0ug0-0790000000-7be22b7fcb7f25af0b38	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one 10V, Negative-QTOF	splash10-0udi-0090000000-ad83e4c626a6f6ce07ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one 20V, Negative-QTOF	splash10-0udi-0090000000-3385c0d0121efd16c5fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one 40V, Negative-QTOF	splash10-0231-0930000000-f465745b30dab64f7ef6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25049483

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135400190

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one (HMDB0244432)

MOL for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

3D MOL for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

3D SDF for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

3D-SDF for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

PDB for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

3D PDB for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

SMILES for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

INCHI for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

Structure for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

3D Structure for HMDB0244432 (6-(4-Methoxyphenyl)-2-methyl-7H-imidazo[1,2-a]pyrazin-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra