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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:43:58 UTC

Update Date

2022-11-23 22:29:21 UTC

HMDB ID

HMDB0259235

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Trimetazidine

Description

Trimetazidine, also known as dilatan, belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine. Based on a literature review very few articles have been published on Trimetazidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Trimetazidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Trimetazidine 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

HMDB0259235
     RDKit          3D
TRIMETAZIDINE
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.2227   -2.8646   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.6253    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202   -1.1020   -0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.8042   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750   -1.2541   -0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034   -0.0457   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173    0.5627   -0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204   -0.1579   -1.0873 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995   -1.4248   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0382   -1.3729   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1081   -0.3189    0.9232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0062    0.9341    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.6891   -1.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756    0.6675    0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    1.8921    1.0171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247    3.1313    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.1227    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3692    0.7692    1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.6693    0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930   -3.0880   -0.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939   -2.8125   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784   -3.6614   -0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8810   -2.7719   -1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -1.8497   -1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1464    1.5681   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5726    0.8500    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966   -1.7993    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737   -2.1586   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2605   -2.3338    0.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7621   -1.2850   -0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3694   -0.3841    1.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4328    1.6820    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221    1.3435    0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399    0.3347   -1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0928    1.7135   -1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9853    3.5538    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    3.8198    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    3.0580   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8156    2.1570   -0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130    1.1511    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5304    2.4449    1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

  Mrv1533007101513152D          

 19 20  0  0  0  0            999 V2000
    2.8578    2.4750    0.0000 C   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    2.8578   -2.4750    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
    3.5723   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 11  4  1  0  0  0  0
 11 10  1  0  0  0  0
 12  5  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 17  1  1  0  0  0  0
 17 12  1  0  0  0  0
 18  2  1  0  0  0  0
 18 13  1  0  0  0  0
 19  3  1  0  0  0  0
 19 14  1  0  0  0  0
 16  8  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259235

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C(OC)=C(CN2CCNCC2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N2O3/c1-17-12-5-4-11(13(18-2)14(12)19-3)10-16-8-6-15-7-9-16/h4-5,15H,6-10H2,1-3H3

> <INCHI_KEY>
UHWVSEOVJBQKBE-UHFFFAOYSA-N

> <FORMULA>
C14H22N2O3

> <MOLECULAR_WEIGHT>
266.341

> <EXACT_MASS>
266.163042576

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.154820146078933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2,3,4-trimethoxyphenyl)methyl]piperazine

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
0.9057004276666669

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.2147612185944

> <JCHEM_POLAR_SURFACE_AREA>
42.96000000000001

> <JCHEM_REFRACTIVITY>
74.74570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimetazidine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259235
     RDKit          3D
TRIMETAZIDINE
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.2227   -2.8646   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.6253    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202   -1.1020   -0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.8042   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750   -1.2541   -0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034   -0.0457   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173    0.5627   -0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204   -0.1579   -1.0873 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995   -1.4248   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0382   -1.3729   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1081   -0.3189    0.9232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0062    0.9341    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.6891   -1.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756    0.6675    0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    1.8921    1.0171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247    3.1313    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.1227    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3692    0.7692    1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.6693    0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930   -3.0880   -0.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939   -2.8125   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784   -3.6614   -0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8810   -2.7719   -1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -1.8497   -1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1464    1.5681   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5726    0.8500    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966   -1.7993    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737   -2.1586   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2605   -2.3338    0.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7621   -1.2850   -0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3694   -0.3841    1.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4328    1.6820    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221    1.3435    0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399    0.3347   -1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0928    1.7135   -1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9853    3.5538    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    3.8198    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    3.0580   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8156    2.1570   -0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130    1.1511    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5304    2.4449    1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 10-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-15         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    8   15                                                       
CONECT    7    9   15                                                       
CONECT    8    6   16                                                       
CONECT    9    7   16                                                       
CONECT   10   11   16                                                       
CONECT   11    4   10   13                                                  
CONECT   12    5   14   17                                                  
CONECT   13   11   14   18                                                  
CONECT   14   12   13   19                                                  
CONECT   15    6    7                                                       
CONECT   16    8    9   10                                                  
CONECT   17    1   12                                                       
CONECT   18    2   13                                                       
CONECT   19    3   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0259235
HETATM    1  C1  UNL     1       4.223  -2.865  -0.513  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.913  -1.625   0.069  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.620  -1.102  -0.059  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.657  -1.804  -0.754  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.375  -1.254  -0.864  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.103  -0.046  -0.286  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.217   0.563  -0.385  1.00  0.00           C  
HETATM    8  N1  UNL     1      -2.220  -0.158  -1.087  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.599  -1.425  -0.573  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.038  -1.373  -0.039  1.00  0.00           C  
HETATM   11  N2  UNL     1      -4.108  -0.319   0.923  1.00  0.00           N  
HETATM   12  C9  UNL     1      -4.006   0.934   0.183  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.392   0.689  -1.185  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.076   0.668   0.418  1.00  0.00           C  
HETATM   15  O2  UNL     1       0.842   1.892   1.017  1.00  0.00           O  
HETATM   16  C12 UNL     1       1.025   3.131   0.377  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.334   0.123   0.523  1.00  0.00           C  
HETATM   18  O3  UNL     1       3.369   0.769   1.211  1.00  0.00           O  
HETATM   19  C14 UNL     1       4.246   1.669   0.570  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.293  -3.088  -0.387  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.994  -2.812  -1.587  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.578  -3.661  -0.079  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.881  -2.772  -1.215  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.325  -1.850  -1.422  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.146   1.568  -0.904  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.573   0.850   0.645  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.997  -1.799   0.278  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.674  -2.159  -1.419  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.260  -2.334   0.503  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.762  -1.285  -0.848  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.369  -0.384   1.629  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.433   1.682   0.730  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.022   1.344   0.004  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.140   0.335  -1.905  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.093   1.713  -1.553  1.00  0.00           H  
HETATM   36  H17 UNL     1       1.985   3.554   0.753  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.206   3.820   0.700  1.00  0.00           H  
HETATM   38  H19 UNL     1       1.095   3.058  -0.719  1.00  0.00           H  
HETATM   39  H20 UNL     1       3.816   2.157  -0.308  1.00  0.00           H  
HETATM   40  H21 UNL     1       5.213   1.151   0.318  1.00  0.00           H  
HETATM   41  H22 UNL     1       4.530   2.445   1.328  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   14
CONECT    7    8   25   26
CONECT    8    9   13
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   31
CONECT   12   13   32   33
CONECT   13   34   35
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   36   37   38
CONECT   17   18
CONECT   18   19
CONECT   19   39   40   41
END

HMDB0259235
     RDKit          3D
TRIMETAZIDINE
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.2227   -2.8646   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.6253    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202   -1.1020   -0.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6572   -1.8042   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750   -1.2541   -0.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034   -0.0457   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173    0.5627   -0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204   -0.1579   -1.0873 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995   -1.4248   -0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0382   -1.3729   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1081   -0.3189    0.9232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0062    0.9341    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3921    0.6891   -1.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0756    0.6675    0.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    1.8921    1.0171 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247    3.1313    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.1227    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3692    0.7692    1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2461    1.6693    0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2930   -3.0880   -0.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939   -2.8125   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5784   -3.6614   -0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8810   -2.7719   -1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -1.8497   -1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1464    1.5681   -0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5726    0.8500    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9966   -1.7993    0.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6737   -2.1586   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2605   -2.3338    0.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7621   -1.2850   -0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3694   -0.3841    1.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4328    1.6820    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221    1.3435    0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1399    0.3347   -1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0928    1.7135   -1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9853    3.5538    0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    3.8198    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949    3.0580   -0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8156    2.1570   -0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130    1.1511    0.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5304    2.4449    1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17  3  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dilatan	Kegg
Alpharma brand OF trimetazidine dihydrochloride	MeSH
Biopharma brand OF trimetazidine dihydrochloride	MeSH
Centrophène	MeSH
Danval brand OF trimetazidine dihydrochloride	MeSH
Dihydrochloride, trimetazidine	MeSH
Idaptan	MeSH
Irex brand OF trimetazidine dihydrochloride	MeSH
Trimetazidine dihydrochloride	MeSH
Trimétazidine irex	MeSH
Vasartel	MeSH
Vastarel	MeSH

Chemical Formula

C₁₄H₂₂N₂O₃

Average Molecular Weight

266.341

Monoisotopic Molecular Weight

266.163042576

IUPAC Name

1-[(2,3,4-trimethoxyphenyl)methyl]piperazine

Traditional Name

trimetazidine

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(OC)=C(CN2CCNCC2)C=C1

InChI Identifier

InChI=1S/C14H22N2O3/c1-17-12-5-4-11(13(18-2)14(12)19-3)10-16-8-6-15-7-9-16/h4-5,15H,6-10H2,1-3H3

InChI Key

UHWVSEOVJBQKBE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylmethylamines

Direct Parent

Phenylmethylamines

Alternative Parents

Substituents

Phenoxy compound
Anisole
Benzylamine
Phenol ether
Phenylmethylamine
Methoxybenzene
Alkyl aryl ether
Aralkylamine
N-alkylpiperazine
1,4-diazinane
Piperazine
Tertiary amine
Tertiary aliphatic amine
Secondary amine
Azacycle
Ether
Secondary aliphatic amine
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen 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)

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	0.85	ALOGPS
logP	0.91	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	9.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.96 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.75 m³·mol⁻¹	ChemAxon
Polarizability	29.15 Å³	ChemAxon
Number of Rings	2	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]+	163.648	30932474
DeepCCS	[M-H]-	161.29	30932474
DeepCCS	[M-2H]-	194.176	30932474
DeepCCS	[M+Na]+	169.741	30932474
AllCCS	[M+H]+	161.4	32859911
AllCCS	[M+H-H2O]+	157.8	32859911
AllCCS	[M+NH4]+	164.8	32859911
AllCCS	[M+Na]+	165.8	32859911
AllCCS	[M-H]-	166.9	32859911
AllCCS	[M+Na-2H]-	167.3	32859911
AllCCS	[M+HCOO]-	167.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
TRIMETAZIDINE	COC1=C(OC)C(OC)=C(CN2CCNCC2)C=C1	2630.0	Standard polar	33892256
TRIMETAZIDINE	COC1=C(OC)C(OC)=C(CN2CCNCC2)C=C1	2040.5	Standard non polar	33892256
TRIMETAZIDINE	COC1=C(OC)C(OC)=C(CN2CCNCC2)C=C1	2025.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
TRIMETAZIDINE,1TMS,isomer #1	COC1=CC=C(CN2CCN([Si](C)(C)C)CC2)C(OC)=C1OC	2208.6	Semi standard non polar	33892256
TRIMETAZIDINE,1TMS,isomer #1	COC1=CC=C(CN2CCN([Si](C)(C)C)CC2)C(OC)=C1OC	2207.2	Standard non polar	33892256
TRIMETAZIDINE,1TMS,isomer #1	COC1=CC=C(CN2CCN([Si](C)(C)C)CC2)C(OC)=C1OC	3100.3	Standard polar	33892256
TRIMETAZIDINE,1TBDMS,isomer #1	COC1=CC=C(CN2CCN([Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	2433.9	Semi standard non polar	33892256
TRIMETAZIDINE,1TBDMS,isomer #1	COC1=CC=C(CN2CCN([Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	2386.0	Standard non polar	33892256
TRIMETAZIDINE,1TBDMS,isomer #1	COC1=CC=C(CN2CCN([Si](C)(C)C(C)(C)C)CC2)C(OC)=C1OC	3227.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Trimetazidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-5290000000-031be15ad33358b71c86	2017-09-07	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trimetazidine 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 - Trimetazidine , positive-QTOF	splash10-014i-2900000000-9af80d4cc6e8d3139dd7	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimetazidine 10V, Positive-QTOF	splash10-014i-0090000000-3bd53af0cab7221b8595	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimetazidine 20V, Positive-QTOF	splash10-014i-2190000000-1b4544dd267cf6ab4a9f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimetazidine 40V, Positive-QTOF	splash10-000b-9840000000-9c903e8f30cbeae9bf0a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimetazidine 10V, Negative-QTOF	splash10-014i-0090000000-36803fec7c30ad6d4238	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimetazidine 20V, Negative-QTOF	splash10-014i-0190000000-4ca7d330826cdb2fed85	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimetazidine 40V, Negative-QTOF	splash10-000f-9420000000-68489280e04da881dde0	2017-07-26	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

DB09069

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

19853

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Trimetazidine

METLIN ID

Not Available

PubChem Compound

Not Available

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 Trimetazidine (HMDB0259235)

MOL for HMDB0259235 (Trimetazidine)

3D MOL for HMDB0259235 (Trimetazidine)

3D SDF for HMDB0259235 (Trimetazidine)

3D-SDF for HMDB0259235 (Trimetazidine)

PDB for HMDB0259235 (Trimetazidine)

3D PDB for HMDB0259235 (Trimetazidine)

SMILES for HMDB0259235 (Trimetazidine)

INCHI for HMDB0259235 (Trimetazidine)

Structure for HMDB0259235 (Trimetazidine)

3D Structure for HMDB0259235 (Trimetazidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra