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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:46:47 UTC

Update Date

2021-09-26 23:17:39 UTC

HMDB ID

HMDB0259841

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Visoltricin

Description

methyl 3-[1-methyl-4-(3-methylbut-2-en-1-yl)-1H-imidazol-5-yl]prop-2-enoate belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Based on a literature review very few articles have been published on methyl 3-[1-methyl-4-(3-methylbut-2-en-1-yl)-1H-imidazol-5-yl]prop-2-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Visoltricin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Visoltricin 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

HMDB0259841
     RDKit          3D
Visoltricin
 35 35  0  0  0  0  0  0  0  0999 V2000
    5.0710    1.7103    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1686    0.6242    1.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.4755    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9907    1.3625   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533   -0.6348    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265   -1.0991    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3510   -0.7407   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0542   -0.9386   -1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461   -1.4037    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720   -0.3566    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.0989    1.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3160    1.1709    2.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5365   -0.4084    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -0.6324   -2.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.2619   -3.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7715   -0.3240   -2.2313 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092   -0.0510   -2.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467    2.0768    2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4771    2.5240    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8976    1.4739    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -1.2746    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7181   -2.0495    0.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491   -1.7947   -0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2871   -2.2354    0.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.0752    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3136    1.6143    2.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0489    1.9584    2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6931    0.7003    3.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5522   -1.5078    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6880    0.0983   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3597   -0.1377    1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272    0.0463   -4.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    1.0069   -2.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074   -0.5611   -2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286   -0.6047   -3.7648 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
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END


  Mrv1533004241501232D          

 17 17  0  0  0  0            999 V2000
   -0.8612    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913    1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    1.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1475    2.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5891    1.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    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
  5  3  1  4  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259841

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C=CC1=C(CC=C(C)C)N=CN1C

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N2O2/c1-10(2)5-6-11-12(15(3)9-14-11)7-8-13(16)17-4/h5,7-9H,6H2,1-4H3

> <INCHI_KEY>
LFPQYOYKAPGCGM-UHFFFAOYSA-N

> <FORMULA>
C13H18N2O2

> <MOLECULAR_WEIGHT>
234.299

> <EXACT_MASS>
234.136827828

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.037858682966835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[1-methyl-4-(3-methylbut-2-en-1-yl)-1H-imidazol-5-yl]prop-2-enoate

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
2.143003776666667

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.116356005622668

> <JCHEM_POLAR_SURFACE_AREA>
44.12

> <JCHEM_REFRACTIVITY>
69.37700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[3-methyl-5-(3-methylbut-2-en-1-yl)imidazol-4-yl]prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259841
     RDKit          3D
Visoltricin
 35 35  0  0  0  0  0  0  0  0999 V2000
    5.0710    1.7103    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1686    0.6242    1.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.4755    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9907    1.3625   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533   -0.6348    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265   -1.0991    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3510   -0.7407   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0542   -0.9386   -1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461   -1.4037    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720   -0.3566    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.0989    1.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3160    1.1709    2.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5365   -0.4084    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -0.6324   -2.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.2619   -3.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7715   -0.3240   -2.2313 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092   -0.0510   -2.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467    2.0768    2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4771    2.5240    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8976    1.4739    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -1.2746    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7181   -2.0495    0.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491   -1.7947   -0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2871   -2.2354    0.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.0752    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3136    1.6143    2.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0489    1.9584    2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6931    0.7003    3.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5522   -1.5078    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6880    0.0983   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3597   -0.1377    1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272    0.0463   -4.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    1.0069   -2.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074   -0.5611   -2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286   -0.6047   -3.7648 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
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.608   8.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.608   6.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.274   5.930   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.060   6.700   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.770   1.651   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.091   3.157   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.555   3.633   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.875   5.139   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.700   2.602   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.830  -0.290   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    7   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0259841
HETATM    1  C1  UNL     1       5.071   1.710   1.247  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.169   0.624   1.414  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.050   0.475   0.526  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.991   1.362  -0.341  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.153  -0.635   0.721  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.127  -1.099   0.139  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.351  -0.741  -1.038  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.054  -0.939  -1.131  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.846  -1.404   0.034  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.072  -0.357   1.036  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.247   0.099   1.433  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.316   1.171   2.465  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.536  -0.408   0.894  1.00  0.00           C  
HETATM   14  N1  UNL     1      -1.407  -0.632  -2.355  1.00  0.00           N  
HETATM   15  C12 UNL     1      -0.340  -0.262  -3.033  1.00  0.00           C  
HETATM   16  N2  UNL     1       0.772  -0.324  -2.231  1.00  0.00           N  
HETATM   17  C13 UNL     1       2.109  -0.051  -2.765  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.447   2.077   2.232  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.477   2.524   0.755  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.898   1.474   0.554  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.435  -1.275   1.647  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.718  -2.050   0.676  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.849  -1.795  -0.291  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.287  -2.235   0.502  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.184   0.075   1.486  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.314   1.614   2.683  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.049   1.958   2.202  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.693   0.700   3.401  1.00  0.00           H  
HETATM   29  H12 UNL     1      -4.552  -1.508   0.788  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.688   0.098  -0.088  1.00  0.00           H  
HETATM   31  H14 UNL     1      -5.360  -0.138   1.558  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.327   0.046  -4.064  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.320   1.007  -2.910  1.00  0.00           H  
HETATM   34  H17 UNL     1       2.907  -0.561  -2.193  1.00  0.00           H  
HETATM   35  H18 UNL     1       2.129  -0.605  -3.765  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   21
CONECT    6    7   22
CONECT    7    8    8   16
CONECT    8    9   14
CONECT    9   10   23   24
CONECT   10   11   11   25
CONECT   11   12   13
CONECT   12   26   27   28
CONECT   13   29   30   31
CONECT   14   15   15
CONECT   15   16   32
CONECT   16   17
CONECT   17   33   34   35
END

HMDB0259841
     RDKit          3D
Visoltricin
 35 35  0  0  0  0  0  0  0  0999 V2000
    5.0710    1.7103    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1686    0.6242    1.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0503    0.4755    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9907    1.3625   -0.3413 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533   -0.6348    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265   -1.0991    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3510   -0.7407   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0542   -0.9386   -1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8461   -1.4037    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720   -0.3566    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    0.0989    1.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3160    1.1709    2.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5365   -0.4084    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069   -0.6324   -2.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.2619   -3.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7715   -0.3240   -2.2313 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092   -0.0510   -2.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467    2.0768    2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4771    2.5240    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8976    1.4739    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -1.2746    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7181   -2.0495    0.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491   -1.7947   -0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2871   -2.2354    0.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    0.0752    1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3136    1.6143    2.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0489    1.9584    2.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6931    0.7003    3.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5522   -1.5078    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6880    0.0983   -0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3597   -0.1377    1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272    0.0463   -4.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    1.0069   -2.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074   -0.5611   -2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286   -0.6047   -3.7648 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
  3  5  1  0
  5  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  8 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
 15 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 3-[1-methyl-4-(3-methylbut-2-en-1-yl)-1H-imidazol-5-yl]prop-2-enoic acid	Generator

Chemical Formula

C₁₃H₁₈N₂O₂

Average Molecular Weight

234.299

Monoisotopic Molecular Weight

234.136827828

IUPAC Name

methyl 3-[1-methyl-4-(3-methylbut-2-en-1-yl)-1H-imidazol-5-yl]prop-2-enoate

Traditional Name

methyl 3-[3-methyl-5-(3-methylbut-2-en-1-yl)imidazol-4-yl]prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)C=CC1=C(CC=C(C)C)N=CN1C

InChI Identifier

InChI=1S/C13H18N2O2/c1-10(2)5-6-11-12(15(3)9-14-11)7-8-13(16)17-4/h5,7-9H,6H2,1-4H3

InChI Key

LFPQYOYKAPGCGM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Imidazolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Imidazolyl carboxylic acid derivative
Fatty acid ester
N-substituted imidazole
Fatty acyl
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	2.33	ALOGPS
logP	2.14	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	6.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.12 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	69.38 m³·mol⁻¹	ChemAxon
Polarizability	26.04 Å³	ChemAxon
Number of Rings	1	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
AllCCS	[M+H]+	155.127	32859911
AllCCS	[M+H-H2O]+	151.351	32859911
AllCCS	[M+Na]+	159.647	32859911
AllCCS	[M+NH4]+	158.637	32859911
AllCCS	[M-H]-	158.434	32859911
AllCCS	[M+Na-2H]-	158.957	32859911
AllCCS	[M+HCOO]-	159.642	32859911
DeepCCS	[M+H]+	157.129	30932474
DeepCCS	[M-H]-	154.771	30932474
DeepCCS	[M-2H]-	188.369	30932474
DeepCCS	[M+Na]+	163.428	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Visoltricin	COC(=O)C=CC1=C(CC=C(C)C)N=CN1C	2535.1	Standard polar	33892256
Visoltricin	COC(=O)C=CC1=C(CC=C(C)C)N=CN1C	1817.5	Standard non polar	33892256
Visoltricin	COC(=O)C=CC1=C(CC=C(C)C)N=CN1C	2062.2	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 - Visoltricin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gdl-3950000000-ca1cc8beb30150cc6fb4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Visoltricin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

112454

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

126559

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 Visoltricin (HMDB0259841)

MOL for HMDB0259841 (Visoltricin)

3D MOL for HMDB0259841 (Visoltricin)

3D SDF for HMDB0259841 (Visoltricin)

3D-SDF for HMDB0259841 (Visoltricin)

PDB for HMDB0259841 (Visoltricin)

3D PDB for HMDB0259841 (Visoltricin)

SMILES for HMDB0259841 (Visoltricin)

INCHI for HMDB0259841 (Visoltricin)

Structure for HMDB0259841 (Visoltricin)

3D Structure for HMDB0259841 (Visoltricin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra