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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:10:33 UTC

Update Date

2022-11-23 22:29:16 UTC

HMDB ID

HMDB0254052

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Levomedetomidine

Description

Medetomidine, also known as domitor or MPV-785, belongs to the class of organic compounds known as o-xylenes. These are aromatic compounds that contain a o-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 2-positions. Medetomidine is a synthetic compound used as a surgical anesthetic and analgesic. Medetomidine is a very strong basic compound (based on its pKa). Medetomidine is a potentially toxic compound. The marketed product is a racemic mixture of two stereoisomers from which dexmedetomidine is the main active isomer. In Canada, medetomidine is distributed by Novartis Animal Health. The drug has been developed by Orion Pharma. Medetomidine is an intravenously available alpha-2 adrenergic agonist. In the United States, it is currently approved for its veterinary use in dogs and distributed by Pfizer Animal Health. It is normally found as its hydrochloride salt, medetomidine hydrochloride. This compound has been identified in human blood as reported by (PMID: 31557052 ). Levomedetomidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Levomedetomidine 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

HMDB0254052
     RDKit          3D
levomedetomidine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.3225    0.2391   -0.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    0.4815    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6436    1.2564    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6821    1.4667    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    0.9145    2.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.1217    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.4608    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393   -1.9564    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0788    0.1190   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6922    1.3539   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3304    1.5321   -1.4063 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1283    0.4511   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -0.4075   -1.4778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210   -0.0858    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7734   -0.8801   -1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    0.9131   -0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8771    0.4081   -1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6905   -0.8011   -0.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    1.6610    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9380    2.0746    3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298    1.0798    2.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8349   -0.1188    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392   -2.4214    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -2.4031    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983   -2.3317    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    2.0816    0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507    0.3409   -3.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0601   -1.3459   -1.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.2494   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7771   -1.2695   -1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587   -1.7636   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  2  0
 14 15  1  0
 14  2  1  0
 13  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END


  Mrv0541 02241205572D          

 15 16  0  0  0  0            999 V2000
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -1.2991    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
  3  7  1  0  0  0  0
  2  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254052

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1=CN=CN1)C1=CC=CC(C)=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13/h4-8,11H,1-3H3,(H,14,15)

> <INCHI_KEY>
CUHVIMMYOGQXCV-UHFFFAOYSA-N

> <FORMULA>
C13H16N2

> <MOLECULAR_WEIGHT>
200.2795

> <EXACT_MASS>
200.131348522

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.114792798819224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
3.1024790886666667

> <ALOGPS_LOGS>
-3.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.13363548475758

> <JCHEM_PKA_STRONGEST_BASIC>
7.0728219874557645

> <JCHEM_POLAR_SURFACE_AREA>
28.68

> <JCHEM_REFRACTIVITY>
63.33550000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
medetomidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0254052
     RDKit          3D
levomedetomidine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.3225    0.2391   -0.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    0.4815    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6436    1.2564    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6821    1.4667    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    0.9145    2.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.1217    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.4608    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393   -1.9564    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0788    0.1190   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6922    1.3539   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3304    1.5321   -1.4063 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1283    0.4511   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -0.4075   -1.4778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210   -0.0858    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7734   -0.8801   -1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    0.9131   -0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8771    0.4081   -1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6905   -0.8011   -0.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    1.6610    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9380    2.0746    3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298    1.0798    2.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8349   -0.1188    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392   -2.4214    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -2.4031    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983   -2.3317    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    2.0816    0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507    0.3409   -3.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0601   -1.3459   -1.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.2494   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7771   -1.2695   -1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587   -1.7636   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  2  0
 14 15  1  0
 14  2  1  0
 13  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.572  -4.795   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.556  -3.330   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.803   1.425   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.803  -0.115   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.137  -0.885   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.469  -2.425   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    3                                                       
CONECT    8    2    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0254052
HETATM    1  C1  UNL     1      -3.323   0.239  -0.892  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.289   0.482   0.168  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.644   1.256   1.247  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.682   1.467   2.207  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.427   0.914   2.071  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.067   0.122   0.966  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.267  -0.461   0.830  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.339  -1.956   0.903  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.079   0.119  -0.287  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.692   1.354  -0.247  1.00  0.00           C  
HETATM   11  N1  UNL     1       3.330   1.532  -1.406  1.00  0.00           N  
HETATM   12  C11 UNL     1       3.128   0.451  -2.151  1.00  0.00           C  
HETATM   13  N2  UNL     1       2.371  -0.407  -1.478  1.00  0.00           N  
HETATM   14  C12 UNL     1      -1.021  -0.086   0.014  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.773  -0.880  -1.174  1.00  0.00           C  
HETATM   16  H1  UNL     1      -4.192   0.913  -0.753  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.877   0.408  -1.912  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.691  -0.801  -0.863  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.644   1.661   1.295  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.938   2.075   3.068  1.00  0.00           H  
HETATM   21  H6  UNL     1       0.330   1.080   2.827  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.835  -0.119   1.758  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.839  -2.421   0.006  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.355  -2.403   1.135  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.998  -2.332   1.747  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.683   2.082   0.563  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.551   0.341  -3.165  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.060  -1.346  -1.831  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.354  -0.249  -2.012  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.777  -1.270  -1.540  1.00  0.00           H  
HETATM   31  H16 UNL     1      -0.159  -1.764  -1.094  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   14
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   21
CONECT    6    7   14   14
CONECT    7    8    9   22
CONECT    8   23   24   25
CONECT    9   10   10   13
CONECT   10   11   26
CONECT   11   12   12
CONECT   12   13   27
CONECT   13   28
CONECT   14   15
CONECT   15   29   30   31
END

HMDB0254052
     RDKit          3D
levomedetomidine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.3225    0.2391   -0.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895    0.4815    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6436    1.2564    1.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6821    1.4667    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4269    0.9145    2.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666    0.1217    0.9656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.4608    0.8298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393   -1.9564    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0788    0.1190   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6922    1.3539   -0.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3304    1.5321   -1.4063 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1283    0.4511   -2.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3712   -0.4075   -1.4778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0210   -0.0858    0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7734   -0.8801   -1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    0.9131   -0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8771    0.4081   -1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6905   -0.8011   -0.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6443    1.6610    1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9380    2.0746    3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298    1.0798    2.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8349   -0.1188    1.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392   -2.4214    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3551   -2.4031    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983   -2.3317    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    2.0816    0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5507    0.3409   -3.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0601   -1.3459   -1.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.2494   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7771   -1.2695   -1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587   -1.7636   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  2  0
 14 15  1  0
 14  2  1  0
 13  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-4-(alpha,2,3-Trimethylbenzyl)imidazole	ChEBI
Medetomidina	ChEBI
Medetomidinum	ChEBI
Domitor	Kegg
(+-)-4-(a,2,3-Trimethylbenzyl)imidazole	Generator
(+-)-4-(Α,2,3-trimethylbenzyl)imidazole	Generator
Levomedetomidine	MeSH
Medetomidine hydrochloride	MeSH
Hydrochloride, medetomidine	MeSH
MPV-785	MeSH
MPV 785	MeSH

Chemical Formula

C₁₃H₁₆N₂

Average Molecular Weight

200.2795

Monoisotopic Molecular Weight

200.131348522

IUPAC Name

5-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole

Traditional Name

medetomidine

CAS Registry Number

Not Available

SMILES

CC(C1=CN=CN1)C1=CC=CC(C)=C1C

InChI Identifier

InChI=1S/C13H16N2/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13/h4-8,11H,1-3H3,(H,14,15)

InChI Key

CUHVIMMYOGQXCV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-xylenes. These are aromatic compounds that contain a o-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 2-positions.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Xylenes

Direct Parent

o-Xylenes

Alternative Parents

Substituents

O-xylene
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:48552 )

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	2.96	ALOGPS
logP	3.1	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.13	ChemAxon
pKa (Strongest Basic)	7.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	63.34 m³·mol⁻¹	ChemAxon
Polarizability	23.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	144.572	30932474
DeepCCS	[M-H]-	142.177	30932474
DeepCCS	[M-2H]-	176.051	30932474
DeepCCS	[M+Na]+	150.775	30932474
AllCCS	[M+H]+	142.8	32859911
AllCCS	[M+H-H2O]+	138.4	32859911
AllCCS	[M+NH4]+	146.9	32859911
AllCCS	[M+Na]+	148.1	32859911
AllCCS	[M-H]-	150.2	32859911
AllCCS	[M+Na-2H]-	150.4	32859911
AllCCS	[M+HCOO]-	150.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
levomedetomidine	CC(C1=CN=CN1)C1=CC=CC(C)=C1C	2503.1	Standard polar	33892256
levomedetomidine	CC(C1=CN=CN1)C1=CC=CC(C)=C1C	1762.6	Standard non polar	33892256
levomedetomidine	CC(C1=CN=CN1)C1=CC=CC(C)=C1C	1881.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
levomedetomidine,1TMS,isomer #1	CC1=CC=CC(C(C)C2=CN=CN2[Si](C)(C)C)=C1C	1906.8	Semi standard non polar	33892256
levomedetomidine,1TMS,isomer #1	CC1=CC=CC(C(C)C2=CN=CN2[Si](C)(C)C)=C1C	1869.0	Standard non polar	33892256
levomedetomidine,1TMS,isomer #1	CC1=CC=CC(C(C)C2=CN=CN2[Si](C)(C)C)=C1C	2175.9	Standard polar	33892256
levomedetomidine,1TBDMS,isomer #1	CC1=CC=CC(C(C)C2=CN=CN2[Si](C)(C)C(C)(C)C)=C1C	2164.1	Semi standard non polar	33892256
levomedetomidine,1TBDMS,isomer #1	CC1=CC=CC(C(C)C2=CN=CN2[Si](C)(C)C(C)(C)C)=C1C	2041.1	Standard non polar	33892256
levomedetomidine,1TBDMS,isomer #1	CC1=CC=CC(C(C)C2=CN=CN2[Si](C)(C)C(C)(C)C)=C1C	2302.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Levomedetomidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001r-3900000000-6ddf8df46b60cbbf97bc	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Levomedetomidine 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 - Levomedetomidine 10V, Positive-QTOF	splash10-0udi-0290000000-a37775586d59da8a5c1d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 20V, Positive-QTOF	splash10-0uk9-1950000000-1f473c29f9a4392cf069	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 40V, Positive-QTOF	splash10-0a4i-1900000000-05caba97ecbe584d9c19	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 10V, Negative-QTOF	splash10-0002-0900000000-b4978ed90cadc637e3fb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 20V, Negative-QTOF	splash10-0002-1900000000-b7da7a8cb234743e8c21	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 40V, Negative-QTOF	splash10-0awc-4900000000-2ac7ce450e11fc5753d7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 10V, Positive-QTOF	splash10-0udi-1690000000-25384c2b2a9cdfdde94d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 20V, Positive-QTOF	splash10-0002-9820000000-afacb1a5733ec680ba25	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 40V, Positive-QTOF	splash10-016u-9800000000-4abb53cf4197dbae49a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 10V, Negative-QTOF	splash10-0002-1900000000-bb36123876a779fd4c00	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 20V, Negative-QTOF	splash10-016r-9700000000-af5360fd2dd430780f16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levomedetomidine 40V, Negative-QTOF	splash10-0690-7900000000-3cbf817f1a6352e6258d	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

DB11428

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Medetomidine

METLIN ID

Not Available

PubChem Compound

68602

PDB ID

Not Available

ChEBI ID

48552

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 Levomedetomidine (HMDB0254052)

MOL for HMDB0254052 (Levomedetomidine)

3D MOL for HMDB0254052 (Levomedetomidine)

3D SDF for HMDB0254052 (Levomedetomidine)

3D-SDF for HMDB0254052 (Levomedetomidine)

PDB for HMDB0254052 (Levomedetomidine)

3D PDB for HMDB0254052 (Levomedetomidine)

SMILES for HMDB0254052 (Levomedetomidine)

INCHI for HMDB0254052 (Levomedetomidine)

Structure for HMDB0254052 (Levomedetomidine)

3D Structure for HMDB0254052 (Levomedetomidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra