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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:42:58 UTC

Update Date

2021-09-26 22:59:56 UTC

HMDB ID

HMDB0249212

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bimakalim

Description

Bimakalim belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Based on a literature review a significant number of articles have been published on Bimakalim. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bimakalim is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bimakalim 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

HMDB0249212
     RDKit          3D
Bimakalim
 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.9016   -2.3839   -1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612   -1.6073   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -2.3951    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3480   -1.4366   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2556   -0.2424    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6227   -0.2095    0.4346 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3889   -1.1167   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022   -1.3508   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.6246    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684    0.2784    1.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151    0.4960    1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855    1.3409    2.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551    0.9357   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    2.2008    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    3.3500   -0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1766    4.6569   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107    5.7073    0.0221 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116    3.1882   -0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6919    1.9494   -0.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    0.8331   -0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4593   -0.4143   -0.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -1.7137   -2.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300   -2.8824   -1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850   -3.1867   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7719   -3.2695    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247   -1.6995    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463   -2.6139    0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736   -2.3091    0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9035   -1.6920   -1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368   -2.0886   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -0.7821    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.8494    2.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367    2.3500    0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207    4.0598   -0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    1.8230   -0.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
 14 15  1  0
 15 16  1  0
 16 17  3  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21  2  1  0
 11  6  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 14 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv1652309112105432D          

 21 23  0  0  0  0            999 V2000
   -0.9966    0.3627    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   -1.6500    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   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5269   -0.5558    0.0000 C   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  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  3  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249212

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(C=C(C=C2)C#N)C(=C1)N1C=CC=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14N2O2/c1-17(2)10-14(19-8-4-3-5-16(19)20)13-9-12(11-18)6-7-15(13)21-17/h3-10H,1-2H3

> <INCHI_KEY>
JTVSKASWNROQQF-UHFFFAOYSA-N

> <FORMULA>
C17H14N2O2

> <MOLECULAR_WEIGHT>
278.311

> <EXACT_MASS>
278.105527699

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.373669743975757

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2-dimethyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-chromene-6-carbonitrile

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
2.2052344286666665

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.769410031527069

> <JCHEM_POLAR_SURFACE_AREA>
53.33

> <JCHEM_REFRACTIVITY>
82.74599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-dimethyl-4-(2-oxopyridin-1-yl)chromene-6-carbonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249212
     RDKit          3D
Bimakalim
 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.9016   -2.3839   -1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612   -1.6073   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -2.3951    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3480   -1.4366   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2556   -0.2424    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6227   -0.2095    0.4346 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3889   -1.1167   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022   -1.3508   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.6246    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684    0.2784    1.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151    0.4960    1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855    1.3409    2.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551    0.9357   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    2.2008    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    3.3500   -0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1766    4.6569   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107    5.7073    0.0221 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116    3.1882   -0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6919    1.9494   -0.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    0.8331   -0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4593   -0.4143   -0.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -1.7137   -2.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300   -2.8824   -1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850   -3.1867   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7719   -3.2695    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247   -1.6995    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463   -2.6139    0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736   -2.3091    0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9035   -1.6920   -1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368   -2.0886   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -0.7821    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.8494    2.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367    2.3500    0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207    4.0598   -0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    1.8230   -0.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
 14 15  1  0
 15 16  1  0
 16 17  3  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21  2  1  0
 11  6  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 14 33  1  0
 18 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.860   0.677   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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   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  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.668  -3.850   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.850  -1.037   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   21                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    5                                                       
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    4   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21    2                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0249212
HETATM    1  C1  UNL     1      -1.902  -2.384  -1.715  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.761  -1.607  -0.410  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.393  -2.395   0.741  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.348  -1.437  -0.071  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.256  -0.242   0.111  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.623  -0.210   0.435  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.389  -1.117  -0.258  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.702  -1.351  -0.042  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.334  -0.625   0.952  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.568   0.278   1.643  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.215   0.496   1.399  1.00  0.00           C  
HETATM   12  O1  UNL     1       1.586   1.341   2.103  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.555   0.936  -0.089  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.030   2.201   0.007  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.791   3.350  -0.206  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.177   4.657  -0.085  1.00  0.00           C  
HETATM   17  N2  UNL     1       0.311   5.707   0.022  1.00  0.00           N  
HETATM   18  C15 UNL     1      -2.112   3.188  -0.525  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.692   1.949  -0.643  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.909   0.833  -0.429  1.00  0.00           C  
HETATM   21  O2  UNL     1      -2.459  -0.414  -0.560  1.00  0.00           O  
HETATM   22  H1  UNL     1      -2.121  -1.714  -2.570  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.930  -2.882  -1.905  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.685  -3.187  -1.600  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.772  -3.270   0.975  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.325  -1.700   1.627  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.446  -2.614   0.562  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.274  -2.309   0.047  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.903  -1.692  -1.041  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.237  -2.089  -0.636  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.385  -0.782   1.153  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.055   0.849   2.421  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.037   2.350   0.175  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.721   4.060  -0.690  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.746   1.823  -0.899  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   21
CONECT    3   25   26   27
CONECT    4    5    5   28
CONECT    5    6   13
CONECT    6    7   11
CONECT    7    8    8   29
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12
CONECT   13   14   14   20
CONECT   14   15   33
CONECT   15   16   18   18
CONECT   16   17   17   17
CONECT   18   19   34
CONECT   19   20   20   35
CONECT   20   21
END

HMDB0249212
     RDKit          3D
Bimakalim
 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.9016   -2.3839   -1.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612   -1.6073   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -2.3951    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3480   -1.4366   -0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2556   -0.2424    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6227   -0.2095    0.4346 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3889   -1.1167   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022   -1.3508   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.6246    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684    0.2784    1.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151    0.4960    1.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5855    1.3409    2.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5551    0.9357   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    2.2008    0.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7915    3.3500   -0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1766    4.6569   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107    5.7073    0.0221 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1116    3.1882   -0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6919    1.9494   -0.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9086    0.8331   -0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4593   -0.4143   -0.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207   -1.7137   -2.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9300   -2.8824   -1.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850   -3.1867   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7719   -3.2695    0.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247   -1.6995    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463   -2.6139    0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736   -2.3091    0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9035   -1.6920   -1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368   -2.0886   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -0.7821    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.8494    2.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367    2.3500    0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207    4.0598   -0.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    1.8230   -0.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
 14 15  1  0
 15 16  1  0
 16 17  3  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21  2  1  0
 11  6  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 14 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-(1,2-Dihydro-2-oxo-1-pyridyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile	HMDB

Chemical Formula

C₁₇H₁₄N₂O₂

Average Molecular Weight

278.311

Monoisotopic Molecular Weight

278.105527699

IUPAC Name

2,2-dimethyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-chromene-6-carbonitrile

Traditional Name

2,2-dimethyl-4-(2-oxopyridin-1-yl)chromene-6-carbonitrile

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C=C(C=C2)C#N)C(=C1)N1C=CC=CC1=O

InChI Identifier

InChI=1S/C17H14N2O2/c1-17(2)10-14(19-8-4-3-5-16(19)20)13-9-12(11-18)6-7-15(13)21-17/h3-10H,1-2H3

InChI Key

JTVSKASWNROQQF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Alkyl aryl ether
Dihydropyridine
Pyridinone
Hydropyridine
Pyridine
Benzenoid
Heteroaromatic compound
Lactam
Oxacycle
Nitrile
Carbonitrile
Ether
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen 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	2.79	ALOGPS
logP	2.21	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.33 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.75 m³·mol⁻¹	ChemAxon
Polarizability	29.37 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]+	165.937	30932474
DeepCCS	[M-H]-	163.579	30932474
DeepCCS	[M-2H]-	196.465	30932474
DeepCCS	[M+Na]+	172.031	30932474
AllCCS	[M+H]+	162.7	32859911
AllCCS	[M+H-H2O]+	158.9	32859911
AllCCS	[M+NH4]+	166.1	32859911
AllCCS	[M+Na]+	167.1	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	168.3	32859911
AllCCS	[M+HCOO]-	167.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.872 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1751.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	307.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	165.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	90.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	472.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	455.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	108.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1022.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	406.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1113.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	406.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bimakalim	CC1(C)OC2=C(C=C(C=C2)C#N)C(=C1)N1C=CC=CC1=O	3204.9	Standard polar	33892256
Bimakalim	CC1(C)OC2=C(C=C(C=C2)C#N)C(=C1)N1C=CC=CC1=O	2260.1	Standard non polar	33892256
Bimakalim	CC1(C)OC2=C(C=C(C=C2)C#N)C(=C1)N1C=CC=CC1=O	2422.8	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 - Bimakalim GC-MS (Non-derivatized) - 70eV, Positive	splash10-0560-3790000000-1cff4259de9f29b1b2eb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bimakalim 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 - Bimakalim 10V, Positive-QTOF	splash10-004i-0390000000-0e2bb2d0cda2c8f545f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bimakalim 20V, Positive-QTOF	splash10-004i-0190000000-3aaa8038ccc128e9fa21	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bimakalim 40V, Positive-QTOF	splash10-074u-0690000000-f48cf741fff0a1401060	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bimakalim 10V, Negative-QTOF	splash10-004i-0090000000-1d9854ec3b274e7638e7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bimakalim 20V, Negative-QTOF	splash10-004i-0190000000-dd0fa192e20e6150b586	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bimakalim 40V, Negative-QTOF	splash10-0a59-0490000000-b8fadb0cdecfa2489ef6	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

54683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bimakalim

METLIN ID

Not Available

PubChem Compound

60674

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 Bimakalim (HMDB0249212)

MOL for HMDB0249212 (Bimakalim)

3D MOL for HMDB0249212 (Bimakalim)

3D SDF for HMDB0249212 (Bimakalim)

3D-SDF for HMDB0249212 (Bimakalim)

PDB for HMDB0249212 (Bimakalim)

3D PDB for HMDB0249212 (Bimakalim)

SMILES for HMDB0249212 (Bimakalim)

INCHI for HMDB0249212 (Bimakalim)

Structure for HMDB0249212 (Bimakalim)

3D Structure for HMDB0249212 (Bimakalim)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra