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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:55:59 UTC

Update Date

2021-09-26 23:17:47 UTC

HMDB ID

HMDB0259938

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Xylazine

Description

Xylazine, also known as chanazine or bay 1470, belongs to the class of organic compounds known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions. Based on a literature review a significant number of articles have been published on Xylazine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Xylazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Xylazine 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

HMDB0259938
     RDKit          3D
Xylazine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.0653   -2.5547    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.2873    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238   -1.2265    1.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4796   -0.0329    1.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    1.0841    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0975    1.0495    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    2.2733   -0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514   -0.1635   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -0.1660   -1.1013 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462    0.1142   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699    0.5438   -1.6659 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1623    0.8384   -1.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7782   -0.2859   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3691   -0.0643    0.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5362   -0.1397    0.8753 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -2.5897    0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -3.4275    0.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -2.5252   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784   -2.1344    2.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2842    0.0004    2.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549    2.0112    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183    2.6336   -0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6413    2.0234   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    3.0060   -0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639   -0.3865   -2.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1761    1.7992   -0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6644    1.0023   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3493   -1.2434   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8724   -0.2947   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7237    0.9523    1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -0.8096    1.5433 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
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8  2  1  0
 15 10  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
  7 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
M  END


  Mrv1572001261617422D          

 15 16  0  0  0  0            999 V2000
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  4  1  0  0  0  0
  9  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 10  6  2  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  2  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259938

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC(C)=C1NC1=NCCCS1

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2S/c1-9-5-3-6-10(2)11(9)14-12-13-7-4-8-15-12/h3,5-6H,4,7-8H2,1-2H3,(H,13,14)

> <INCHI_KEY>
BPICBUSOMSTKRF-UHFFFAOYSA-N

> <FORMULA>
C12H16N2S

> <MOLECULAR_WEIGHT>
220.33

> <EXACT_MASS>
220.103419697

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.76316855203423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2,6-dimethylphenyl)-5,6-dihydro-4H-1,3-thiazin-2-amine

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
3.6327140153333324

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
6.941358075703275

> <JCHEM_POLAR_SURFACE_AREA>
24.39

> <JCHEM_REFRACTIVITY>
68.8221

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xylazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0259938
     RDKit          3D
Xylazine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.0653   -2.5547    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.2873    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238   -1.2265    1.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4796   -0.0329    1.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    1.0841    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0975    1.0495    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    2.2733   -0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514   -0.1635   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -0.1660   -1.1013 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462    0.1142   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699    0.5438   -1.6659 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1623    0.8384   -1.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7782   -0.2859   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3691   -0.0643    0.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5362   -0.1397    0.8753 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -2.5897    0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -3.4275    0.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -2.5252   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784   -2.1344    2.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2842    0.0004    2.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549    2.0112    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183    2.6336   -0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6413    2.0234   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    3.0060   -0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639   -0.3865   -2.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1761    1.7992   -0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6644    1.0023   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3493   -1.2434   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8724   -0.2947   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7237    0.9523    1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -0.8096    1.5433 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
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8  2  1  0
 15 10  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
  7 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 26-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JAN-16         0                                  
HETATM    1  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.000   9.240   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.334   6.930   0.000  0.00  0.00           N+0
HETATM   15  S   UNK     0       2.667   9.240   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    5    6                                                       
CONECT    4    7    8                                                       
CONECT    5    3    9                                                       
CONECT    6    3   10                                                       
CONECT    7    4   13                                                       
CONECT    8    4   15                                                       
CONECT    9    1    5   11                                                  
CONECT   10    2    6   11                                                  
CONECT   11    9   10   14                                                  
CONECT   12   13   14   15                                                  
CONECT   13    7   12                                                       
CONECT   14   11   12                                                       
CONECT   15    8   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0259938
HETATM    1  C1  UNL     1      -1.065  -2.555   0.309  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.804  -1.287   0.577  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.824  -1.226   1.512  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.480  -0.033   1.727  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.110   1.084   1.008  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.098   1.049   0.071  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.706   2.273  -0.704  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.451  -0.163  -0.129  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.412  -0.166  -1.101  1.00  0.00           N  
HETATM   10  C9  UNL     1       0.946   0.114  -0.792  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.770   0.544  -1.666  1.00  0.00           N  
HETATM   12  C10 UNL     1       3.162   0.838  -1.379  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.778  -0.286  -0.587  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.369  -0.064   0.878  1.00  0.00           C  
HETATM   15  S1  UNL     1       1.536  -0.140   0.875  1.00  0.00           S  
HETATM   16  H1  UNL     1      -0.193  -2.590   0.965  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.739  -3.427   0.422  1.00  0.00           H  
HETATM   18  H3  UNL     1      -0.712  -2.525  -0.743  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.078  -2.134   2.054  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.284   0.000   2.470  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.655   2.011   1.208  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.718   2.634  -0.417  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.641   2.023  -1.802  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.522   3.006  -0.610  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.664  -0.386  -2.097  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.176   1.799  -0.799  1.00  0.00           H  
HETATM   27  H12 UNL     1       3.664   1.002  -2.357  1.00  0.00           H  
HETATM   28  H13 UNL     1       3.349  -1.243  -0.953  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.872  -0.295  -0.616  1.00  0.00           H  
HETATM   30  H15 UNL     1       3.724   0.952   1.133  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.808  -0.810   1.543  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    8
CONECT    3    4   19
CONECT    4    5    5   20
CONECT    5    6   21
CONECT    6    7    8    8
CONECT    7   22   23   24
CONECT    8    9
CONECT    9   10   25
CONECT   10   11   11   15
CONECT   11   12
CONECT   12   13   26   27
CONECT   13   14   28   29
CONECT   14   15   30   31
END

HMDB0259938
     RDKit          3D
Xylazine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.0653   -2.5547    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.2873    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8238   -1.2265    1.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4796   -0.0329    1.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    1.0841    1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0975    1.0495    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    2.2733   -0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514   -0.1635   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -0.1660   -1.1013 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9462    0.1142   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699    0.5438   -1.6659 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1623    0.8384   -1.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7782   -0.2859   -0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3691   -0.0643    0.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5362   -0.1397    0.8753 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -2.5897    0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -3.4275    0.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118   -2.5252   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0784   -2.1344    2.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2842    0.0004    2.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6549    2.0112    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183    2.6336   -0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6413    2.0234   -1.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215    3.0060   -0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6639   -0.3865   -2.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1761    1.7992   -0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6644    1.0023   -2.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3493   -1.2434   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8724   -0.2947   -0.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7237    0.9523    1.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080   -0.8096    1.5433 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
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  8  2  1  0
 15 10  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
  7 23  1  0
  7 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(2,6-Dimethylanilino)-5,6-dihydro-4H-1,3-thiazine	ChEBI
2-(2,6-Dimethylphenylamino)-4H-5,6-dihydro-1,3-thiazine	ChEBI
5,6-Dihydro-2-(2,6-xylidino)-4H-1,3-thiazine	ChEBI
BAY 1470	ChEBI
Chanazine	ChEBI
N-(5,6-Dihydro-4H-1,3-thiazinyl)-2,6-xylidine	ChEBI
Rompun	ChEBI
WH 7286	ChEBI
Xilazina	ChEBI
Xilazine	ChEBI
Xylazinum	ChEBI
BAY va 1470	MeSH
BAY-va 1470	MeSH
BAYVa 1470	MeSH
Xylaxine	MeSH
Xylazin	MeSH
Xylazine	MeSH
Xylazine hydrochloride	MeSH
Xylazine monohydrochloride	MeSH
Xylazine phosphate (1:1)	MeSH

Chemical Formula

C₁₂H₁₆N₂S

Average Molecular Weight

220.33

Monoisotopic Molecular Weight

220.103419697

IUPAC Name

N-(2,6-dimethylphenyl)-5,6-dihydro-4H-1,3-thiazin-2-amine

Traditional Name

xylazine

CAS Registry Number

Not Available

SMILES

CC1=CC=CC(C)=C1NC1=NCCCS1

InChI Identifier

InChI=1S/C12H16N2S/c1-9-5-3-6-10(2)11(9)14-12-13-7-4-8-15-12/h3,5-6H,4,7-8H2,1-2H3,(H,13,14)

InChI Key

BPICBUSOMSTKRF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Xylenes

Direct Parent

m-Xylenes

Alternative Parents

Substituents

M-xylene
Aniline or substituted anilines
Meta-thiazine
Isothiourea
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
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	3.23	ALOGPS
logP	3.63	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	6.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.39 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.82 m³·mol⁻¹	ChemAxon
Polarizability	24.76 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
AllCCS	[M+H]+	147.338	32859911
AllCCS	[M+H-H2O]+	143.26	32859911
AllCCS	[M+Na]+	152.225	32859911
AllCCS	[M+NH4]+	151.132	32859911
AllCCS	[M-H]-	152.594	32859911
AllCCS	[M+Na-2H]-	152.88	32859911
AllCCS	[M+HCOO]-	153.288	32859911
DeepCCS	[M+H]+	149.865	30932474
DeepCCS	[M-H]-	147.507	30932474
DeepCCS	[M-2H]-	182.316	30932474
DeepCCS	[M+Na]+	156.958	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Xylazine	CC1=CC=CC(C)=C1NC1=NCCCS1	2639.3	Standard polar	33892256
Xylazine	CC1=CC=CC(C)=C1NC1=NCCCS1	2027.8	Standard non polar	33892256
Xylazine	CC1=CC=CC(C)=C1NC1=NCCCS1	1979.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Xylazine,1TMS,isomer #1	CC1=CC=CC(C)=C1N(C1=NCCCS1)[Si](C)(C)C	1964.1	Semi standard non polar	33892256
Xylazine,1TMS,isomer #1	CC1=CC=CC(C)=C1N(C1=NCCCS1)[Si](C)(C)C	1899.9	Standard non polar	33892256
Xylazine,1TMS,isomer #1	CC1=CC=CC(C)=C1N(C1=NCCCS1)[Si](C)(C)C	2860.8	Standard polar	33892256
Xylazine,1TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C1=NCCCS1)[Si](C)(C)C(C)(C)C	2143.6	Semi standard non polar	33892256
Xylazine,1TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C1=NCCCS1)[Si](C)(C)C(C)(C)C	2151.9	Standard non polar	33892256
Xylazine,1TBDMS,isomer #1	CC1=CC=CC(C)=C1N(C1=NCCCS1)[Si](C)(C)C(C)(C)C	2952.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Xylazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-2920000000-828d7051a7615e6674a1	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Xylazine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Xylazine LC-ESI-qTof , Positive-QTOF	splash10-0229-3920000000-b822873abe0cc77b6500	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Xylazine , positive-QTOF	splash10-0229-3920000000-b822873abe0cc77b6500	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xylazine 10V, Positive-QTOF	splash10-00di-5190000000-4a2426f255239ce7000f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xylazine 20V, Positive-QTOF	splash10-00di-2890000000-e9d742e119aa7bebbf65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xylazine 40V, Positive-QTOF	splash10-0006-9100000000-874da3019fe4c2a17d31	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xylazine 10V, Negative-QTOF	splash10-0159-1940000000-9ca9274ae36bfc2ed740	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xylazine 20V, Negative-QTOF	splash10-03ka-2900000000-ab30d3e7c0d334cfbb33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Xylazine 40V, Negative-QTOF	splash10-0c0c-9700000000-d509da0c01ee84ed9b7f	2016-08-03	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

DB11477

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Xylazine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

92386

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 Xylazine (HMDB0259938)

MOL for HMDB0259938 (Xylazine)

3D MOL for HMDB0259938 (Xylazine)

3D SDF for HMDB0259938 (Xylazine)

3D-SDF for HMDB0259938 (Xylazine)

PDB for HMDB0259938 (Xylazine)

3D PDB for HMDB0259938 (Xylazine)

SMILES for HMDB0259938 (Xylazine)

INCHI for HMDB0259938 (Xylazine)

Structure for HMDB0259938 (Xylazine)

3D Structure for HMDB0259938 (Xylazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra