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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (13)transporters (3) Show 16 proteins XML

enzymes (13)transporters (3) Show 16 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:46 UTC

HMDB ID

HMDB0014864

Secondary Accession Numbers

HMDB14864

Metabolite Identification

Common Name

Trimipramine

Description

Trimipramine, also known as RP-7162 or sapilent, belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Trimipramine is a drug which is used for the treatment of depression and depression accompanied by anxiety, agitation or sleep disturbance. Trimipramine is a very strong basic compound (based on its pKa). In humans, trimipramine is involved in imipramine action pathway. Trimipramine is a potentially toxic compound. If signs of toxicity occur at any time during this period, extended monitoring is required.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0014864
     RDKit          3D
Trimipramine
 48 50  0  0  0  0  0  0  0  0999 V2000
    1.1646   -0.9441    1.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3827   -0.8824   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8492   -1.0009   -0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167   -0.0619    0.2753 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901    1.2632   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0762   -0.5749    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    0.3446   -0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090    0.3073   -0.4704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2240    1.2997    0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    2.5021    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5316    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    3.3682    2.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    2.1407    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565    1.0811    1.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247   -0.1711    1.5753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6950   -0.6439    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7762   -1.0937   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3780   -2.0955   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992   -2.6623   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -2.2359   -2.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -1.2325   -2.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5077   -0.7056   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754   -0.9695    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5951   -0.0306    1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6836   -1.8228    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8333   -1.8088   -0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680   -1.0673   -1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -2.0626    0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008    1.3897   -1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7491    1.6470   -0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2736    1.9898    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6663   -0.0595    0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4906   -0.3481   -0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133   -1.6841    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664    1.1200   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695    0.6241   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993    2.5505   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395    4.4904    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2849    4.2038    2.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4208    2.0087    2.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3700   -0.9749    1.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054   -0.0099    2.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    0.2333   -0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3857   -1.4865    0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3695   -2.4737   -1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726   -3.4464   -3.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.6571   -3.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807   -0.8890   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 14  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
M  END

726
  Mrv0541 02231214572D          

 22 24  0  0  1  0            999 V2000
    3.8680    0.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959   -1.6597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820   -0.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5817    1.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542    1.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1819   -1.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    2.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719    2.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7580    1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9780    1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959   -0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777    0.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5581    0.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5425    2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1934    2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9680    0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7678    0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1516    1.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843    1.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959   -2.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8099   -1.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3 12  1  0  0  0  0
  5 10  1  0  0  0  0
  5 13  2  0  0  0  0
  6 11  1  0  0  0  0
  6 14  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 15  2  0  0  0  0
 11 16  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014864

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CN(C)C)CN1C2=CC=CC=C2CCC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3

> <INCHI_KEY>
ZSCDBOWYZJWBIY-UHFFFAOYSA-N

> <FORMULA>
C20H26N2

> <MOLECULAR_WEIGHT>
294.4338

> <EXACT_MASS>
294.209598842

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
35.671602589169126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3-{2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}-2-methylpropyl)dimethylamine

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.7578923536666675

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.421368596207449

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
95.02200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimipramine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014864
     RDKit          3D
Trimipramine
 48 50  0  0  0  0  0  0  0  0999 V2000
    1.1646   -0.9441    1.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3827   -0.8824   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8492   -1.0009   -0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167   -0.0619    0.2753 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901    1.2632   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0762   -0.5749    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    0.3446   -0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090    0.3073   -0.4704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2240    1.2997    0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    2.5021    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5316    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    3.3682    2.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    2.1407    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565    1.0811    1.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247   -0.1711    1.5753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6950   -0.6439    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7762   -1.0937   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3780   -2.0955   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992   -2.6623   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -2.2359   -2.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -1.2325   -2.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5077   -0.7056   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754   -0.9695    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5951   -0.0306    1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6836   -1.8228    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8333   -1.8088   -0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680   -1.0673   -1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -2.0626    0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008    1.3897   -1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7491    1.6470   -0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2736    1.9898    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6663   -0.0595    0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4906   -0.3481   -0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133   -1.6841    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664    1.1200   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695    0.6241   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993    2.5505   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395    4.4904    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2849    4.2038    2.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4208    2.0087    2.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3700   -0.9749    1.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054   -0.0099    2.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    0.2333   -0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3857   -1.4865    0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3695   -2.4737   -1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726   -3.4464   -3.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.6571   -3.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807   -0.8890   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 14  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 726                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       7.220   1.338   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0       4.659  -3.098   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.940  -0.880   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.220  -0.141   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.552   1.979   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.888   1.979   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.939  -2.359   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.960   4.577   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.481   4.577   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.882   3.421   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.559   3.421   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.659  -0.141   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.665   0.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.775   0.914   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.346   3.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.094   3.897   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.140   1.357   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.300   1.357   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.483   2.859   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.957   2.859   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.659  -4.577   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.378  -2.359   0.000  0.00  0.00           C+0
CONECT    1    4    5    6                                                  
CONECT    2    7   21   22                                                  
CONECT    3    4    7   12                                                  
CONECT    4    1    3                                                       
CONECT    5    1   10   13                                                  
CONECT    6    1   11   14                                                  
CONECT    7    2    3                                                       
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    5    8   15                                                  
CONECT   11    6    9   16                                                  
CONECT   12    3                                                            
CONECT   13    5   17                                                       
CONECT   14    6   18                                                       
CONECT   15   10   19                                                       
CONECT   16   11   20                                                       
CONECT   17   13   19                                                       
CONECT   18   14   20                                                       
CONECT   19   15   17                                                       
CONECT   20   16   18                                                       
CONECT   21    2                                                            
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0014864
HETATM    1  C1  UNL     1       1.165  -0.944   1.446  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.383  -0.882  -0.057  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.849  -1.001  -0.298  1.00  0.00           C  
HETATM    4  N1  UNL     1       3.717  -0.062   0.275  1.00  0.00           N  
HETATM    5  C4  UNL     1       3.690   1.263  -0.240  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.076  -0.575   0.212  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.710   0.345  -0.693  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.709   0.307  -0.470  1.00  0.00           N  
HETATM    9  C7  UNL     1      -1.224   1.300   0.439  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.569   2.502   0.296  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.960   3.532   1.102  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.974   3.368   2.023  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.613   2.141   2.139  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.256   1.081   1.354  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.025  -0.171   1.575  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.695  -0.644   0.325  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.776  -1.094  -0.748  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.378  -2.096  -1.496  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.699  -2.662  -2.573  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.436  -2.236  -2.900  1.00  0.00           C  
HETATM   21  C19 UNL     1      -0.811  -1.233  -2.165  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.508  -0.706  -1.121  1.00  0.00           C  
HETATM   23  H1  UNL     1       0.075  -0.970   1.662  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.595  -0.031   1.933  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.684  -1.823   1.815  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.833  -1.809  -0.392  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.068  -1.067  -1.420  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.111  -2.063   0.037  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.201   1.390  -1.220  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.749   1.647  -0.428  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.274   1.990   0.495  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.666  -0.060   0.972  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.491  -0.348  -0.804  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.113  -1.684   0.295  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.166   1.120  -0.000  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.070   0.624  -1.659  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.199   2.550  -0.461  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.439   4.490   0.990  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.285   4.204   2.671  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.421   2.009   2.871  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.370  -0.975   1.971  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.805  -0.010   2.338  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.312   0.233  -0.037  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.386  -1.487   0.552  1.00  0.00           H  
HETATM   45  H23 UNL     1      -4.369  -2.474  -1.289  1.00  0.00           H  
HETATM   46  H24 UNL     1      -3.173  -3.446  -3.156  1.00  0.00           H  
HETATM   47  H25 UNL     1      -0.872  -2.657  -3.738  1.00  0.00           H  
HETATM   48  H26 UNL     1       0.181  -0.889  -2.423  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    7   26
CONECT    3    4   27   28
CONECT    4    5    6
CONECT    5   29   30   31
CONECT    6   32   33   34
CONECT    7    8   35   36
CONECT    8    9   22
CONECT    9   10   10   14
CONECT   10   11   37
CONECT   11   12   12   38
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18   18   22
CONECT   18   19   45
CONECT   19   20   20   46
CONECT   20   21   47
CONECT   21   22   22   48
END

HMDB0014864
     RDKit          3D
Trimipramine
 48 50  0  0  0  0  0  0  0  0999 V2000
    1.1646   -0.9441    1.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3827   -0.8824   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8492   -1.0009   -0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167   -0.0619    0.2753 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6901    1.2632   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0762   -0.5749    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    0.3446   -0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090    0.3073   -0.4704 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2240    1.2997    0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    2.5021    0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9601    3.5316    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    3.3682    2.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    2.1407    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2565    1.0811    1.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247   -0.1711    1.5753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6950   -0.6439    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7762   -1.0937   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3780   -2.0955   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992   -2.6623   -2.5725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4362   -2.2359   -2.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8115   -1.2325   -2.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5077   -0.7056   -1.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754   -0.9695    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5951   -0.0306    1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6836   -1.8228    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8333   -1.8088   -0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680   -1.0673   -1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -2.0626    0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008    1.3897   -1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7491    1.6470   -0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2736    1.9898    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6663   -0.0595    0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4906   -0.3481   -0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1133   -1.6841    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1664    1.1200   -0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695    0.6241   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1993    2.5505   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4395    4.4904    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2849    4.2038    2.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4208    2.0087    2.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3700   -0.9749    1.9706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8054   -0.0099    2.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3119    0.2333   -0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3857   -1.4865    0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3695   -2.4737   -1.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726   -3.4464   -3.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.6571   -3.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807   -0.8890   -2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
 14  9  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10,11-Dihydro-N,N,beta-trimethyl-5H-dibenz[b,F]azepine-5-propanamine	ChEBI
5-(gamma-Dimethylamino-beta-methylpropyl)-10,11-dihydro-5H-dibenzo[b,F]azepine	ChEBI
5-[3-(Dimethylamino)-2-methylpropyl]-10,11-dihydro-5H-dibenz[b,F]azepine	ChEBI
beta-Methylimipramine	ChEBI
RP-7162	ChEBI
Sapilent	ChEBI
Trimeprimine	ChEBI
Trimeproprimine	ChEBI
10,11-Dihydro-N,N,b-trimethyl-5H-dibenz[b,F]azepine-5-propanamine	Generator
10,11-Dihydro-N,N,β-trimethyl-5H-dibenz[b,F]azepine-5-propanamine	Generator
5-(g-Dimethylamino-b-methylpropyl)-10,11-dihydro-5H-dibenzo[b,F]azepine	Generator
5-(Γ-dimethylamino-β-methylpropyl)-10,11-dihydro-5H-dibenzo[b,F]azepine	Generator
b-Methylimipramine	Generator
Β-methylimipramine	Generator
ApoTrimip	HMDB
Aventis brand OF trimipramine	HMDB
Eldoral	HMDB
Nu pharm brand OF trimipramine maleate	HMDB
Rhone-poulenc rorer brand OF trimipramine maleate	HMDB
Trimidura	HMDB
Trimipramine aventis brand	HMDB
Neurazpharm brand OF trimipramine maleate	HMDB
Aventis brand OF trimipramine maleate	HMDB
Azupharma brand OF trimipramine maleate	HMDB
Nu-pharm brand OF trimipramine maleate	HMDB
NuTrimipramine	HMDB
Odyssey brand OF trimipramine maleate	HMDB
Trimineurin maleate	HMDB
Trimipramin stada	HMDB
Trimipramine hexal brand	HMDB
Trimipramine maleate	HMDB
Trimipramine maleate (1:1)	HMDB
10,11 Dihydro-N,N,beta-trimethyl-5H-dibenz(b,F)azepine-5-propanamine	HMDB
AWD.pharma brand OF trimipramine maleate	HMDB
Apo trimip	HMDB
Merck dura brand OF trimipramine maleate	HMDB
Novo tripramine	HMDB
Novo-tripramine	HMDB
Novopharm brand OF trimipramine maleate	HMDB
Nu-trimipramine	HMDB
Rhodiapharm brand OF trimipramine maleate	HMDB
Rhotrimine	HMDB
Surmontil maleate	HMDB
Trimineurin	HMDB
Trimipramine maleate (1:1), (+)-isomer	HMDB
Trimipramine maleate (1:1), (+-)-isomer	HMDB
Trimipramine mesylate	HMDB
Trimipraminneurazpharm	HMDB
Betapharm brand OF trimipramine maleate	HMDB
Apo-trimip	HMDB
Apotex brand OF trimipramine maleate	HMDB
Herphonal	HMDB
Hexal brand OF trimipramine	HMDB
Neuro hexal brand OF trimipramine maleate	HMDB
NovoTripramine	HMDB
Nu trimipramine	HMDB
Rhone poulenc rorer brand OF trimipramine maleate	HMDB
Stadapharm brand OF trimipramine maleate	HMDB
Stangyl	HMDB
Surmontil	HMDB
Temmler brand OF trimipramine maleate	HMDB
Trimipramin azu	HMDB
Trimipramin beta	HMDB
Trimipramin neurazpharm	HMDB
Trimipramin-neurazpharm	HMDB
Trimipramine maleate (1:1), (-)-isomer	HMDB
Trimipramine monohydrochloride	HMDB
Trimipramine, (+-)-isomer	HMDB
Trimipramine, (-)-isomer	HMDB
beta, Trimipramin	MeSH

Chemical Formula

C₂₀H₂₆N₂

Average Molecular Weight

294.4338

Monoisotopic Molecular Weight

294.209598842

IUPAC Name

(3-{2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl}-2-methylpropyl)dimethylamine

Traditional Name

trimipramine

CAS Registry Number

739-71-9

SMILES

CC(CN(C)C)CN1C2=CC=CC=C2CCC2=CC=CC=C12

InChI Identifier

InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3

InChI Key

ZSCDBOWYZJWBIY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Dibenzazepines

Direct Parent

Dibenzazepines

Alternative Parents

Substituents

Dibenzazepine
Alkyldiarylamine
Tertiary aliphatic/aromatic amine
Azepine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:9738 )
dibenzoazepine (CHEBI:9738 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014864)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

antidepressant (HMDB: HMDB0014864)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	45 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.026 g/L	Not Available
LogP	4.2	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	171.2	30932474
[M+H]+	Not Available	169.949	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001053

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	4.67	ALOGPS
logP	4.76	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	9.42	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.02 m³·mol⁻¹	ChemAxon
Polarizability	35.67 Å³	ChemAxon
Number of Rings	3	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
DarkChem	[M+H]+	168.534	31661259
DarkChem	[M-H]-	171.366	31661259
DeepCCS	[M-2H]-	196.93	30932474
DeepCCS	[M+Na]+	172.495	30932474
AllCCS	[M+H]+	170.9	32859911
AllCCS	[M+H-H2O]+	167.5	32859911
AllCCS	[M+NH4]+	174.1	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	182.3	32859911
AllCCS	[M+Na-2H]-	182.1	32859911
AllCCS	[M+HCOO]-	182.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trimipramine	CC(CN(C)C)CN1C2=CC=CC=C2CCC2=CC=CC=C12	3388.0	Standard polar	33892256
Trimipramine	CC(CN(C)C)CN1C2=CC=CC=C2CCC2=CC=CC=C12	2247.1	Standard non polar	33892256
Trimipramine	CC(CN(C)C)CN1C2=CC=CC=C2CCC2=CC=CC=C12	2209.9	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 - Trimipramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-8190000000-adf34fd522dfa7cde9c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trimipramine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a4m-5790000000-53c724efbeeb45818f39	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0udi-0900000000-68bace4e48742b76d7b4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0002-0090000000-683044c8af33df070967	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0udj-1960000000-2c69c2591b0ff915ccc2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0zfr-3920000000-7c68e89e7f53026fdb80	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0zfr-4930000000-f1fe2a4f61bfbec6d778	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0pb9-7920000000-b085a14dd7e5d88d4922	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0a4l-9810000000-b67a0e6866c4bcb27488	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0002-0090000000-90da643ba602b4854ad4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0udj-1960000000-953dd8f5d50ce412ae55	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0zfr-2920000000-493d39be6384cb3b09d4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0zfr-4920000000-02c877be6bc360fbe70e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0pb9-6920000000-eb3878e47d12e4792744	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0a4l-8910000000-5341bd1feea3e6a75bc8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine LC-ESI-ITFT , positive-QTOF	splash10-0udi-0900000000-875e7a40df38e129227c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine 35V, Positive-QTOF	splash10-0udi-0900000000-875e7a40df38e129227c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine 15V, Positive-QTOF	splash10-0002-0090000000-c7676d9efba94a25f282	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine 90V, Positive-QTOF	splash10-0a4l-8910000000-0f071349530cec77e23e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine 90V, Positive-QTOF	splash10-0a4l-8910000000-2ed4e3c08247eb4c74a3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Trimipramine 75V, Positive-QTOF	splash10-0pb9-6920000000-bee472ec2568402ac0c5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimipramine 10V, Positive-QTOF	splash10-0f6t-0290000000-85938604c243b5e91c81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimipramine 20V, Positive-QTOF	splash10-0udi-4890000000-37dae27bffa887e150d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimipramine 40V, Positive-QTOF	splash10-0k9x-9410000000-a5bca37be9f86be7016b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimipramine 10V, Negative-QTOF	splash10-0006-0190000000-5907ba9e02f71d9f9d52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimipramine 20V, Negative-QTOF	splash10-0006-1390000000-55eb72cacf5106492312	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trimipramine 40V, Negative-QTOF	splash10-00kf-3910000000-883d550f0015aadef8b6	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00726	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00726	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00726

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Trimipramine

METLIN ID

Not Available

PubChem Compound

5584

PDB ID

Not Available

ChEBI ID

9738

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

Not Available

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Baumann P: Pharmacokinetic-pharmacodynamic relationship of the selective serotonin reuptake inhibitors. Clin Pharmacokinet. 1996 Dec;31(6):444-69. [PubMed:8968657 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Alpha-2B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:: ADRA2B
Uniprot ID:: P18089
Molecular weight:: 49953.1

References

Berger M, Gastpar M: Trimipramine: a challenge to current concepts on antidepressives. Eur Arch Psychiatry Clin Neurosci. 1996;246(5):235-9. [PubMed:8863001 ]

Enzyme Details

6. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Berger M, Gastpar M: Trimipramine: a challenge to current concepts on antidepressives. Eur Arch Psychiatry Clin Neurosci. 1996;246(5):235-9. [PubMed:8863001 ]

Enzyme Details

7. Sodium-dependent dopamine transporter

General function:: Involved in neurotransmitter:sodium symporter activity
Specific function:: Amine transporter. Terminates the action of dopamine by its high affinity sodium-dependent reuptake into presynaptic terminals.
Gene Name:: SLC6A3
Uniprot ID:: Q01959
Molecular weight:: 68494.255

References

Tatsumi M, Groshan K, Blakely RD, Richelson E: Pharmacological profile of antidepressants and related compounds at human monoamine transporters. Eur J Pharmacol. 1997 Dec 11;340(2-3):249-58. [PubMed:9537821 ]

Enzyme Details

8. 5-hydroxytryptamine receptor 1A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1A
Uniprot ID:: P08908
Molecular weight:: 46106.3

References

Berger M, Gastpar M: Trimipramine: a challenge to current concepts on antidepressives. Eur Arch Psychiatry Clin Neurosci. 1996;246(5):235-9. [PubMed:8863001 ]

Enzyme Details

9. 5-hydroxytryptamine receptor 2A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. This receptor is involved in tracheal smooth muscle contraction, bronchoconstriction, and control of aldosterone production
Gene Name:: HTR2A
Uniprot ID:: P28223
Molecular weight:: 52602.6

References

Berger M, Gastpar M: Trimipramine: a challenge to current concepts on antidepressives. Eur Arch Psychiatry Clin Neurosci. 1996;246(5):235-9. [PubMed:8863001 ]

Enzyme Details

10. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Berger M, Gastpar M: Trimipramine: a challenge to current concepts on antidepressives. Eur Arch Psychiatry Clin Neurosci. 1996;246(5):235-9. [PubMed:8863001 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Nagy H, Goda K, Fenyvesi F, Bacso Z, Szilasi M, Kappelmayer J, Lustyik G, Cianfriglia M, Szabo G Jr: Distinct groups of multidrug resistance modulating agents are distinguished by competition of P-glycoprotein-specific antibodies. Biochem Biophys Res Commun. 2004 Mar 19;315(4):942-9. [PubMed:14985103 ]

Enzyme Details

2. Sodium-dependent noradrenaline transporter

General function:: Involved in neurotransmitter:sodium symporter activity
Specific function:: Amine transporter. Terminates the action of noradrenaline by its high affinity sodium-dependent reuptake into presynaptic terminals.
Gene Name:: SLC6A2
Uniprot ID:: P23975
Molecular weight:: 69331.42

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

3. Sodium-dependent serotonin transporter

General function:: Involved in neurotransmitter:sodium symporter activity
Specific function:: Serotonin transporter whose primary function in the central nervous system involves the regulation of serotonergic signaling via transport of serotonin molecules from the synaptic cleft back into the pre-synaptic terminal for re-utilization. Plays a key role in mediating regulation of the availability of serotonin to other receptors of serotonergic systems. Terminates the action of serotonin and recycles it in a sodium-dependent manner.
Gene Name:: SLC6A4
Uniprot ID:: P31645
Molecular weight:: 70324.165

References

Diamond M, Kelly JP, Connor TJ: Antidepressants suppress production of the Th1 cytokine interferon-gamma, independent of monoamine transporter blockade. Eur Neuropsychopharmacol. 2006 Oct;16(7):481-90. Epub 2006 Jan 4. [PubMed:16388933 ]
Tatsumi M, Groshan K, Blakely RD, Richelson E: Pharmacological profile of antidepressants and related compounds at human monoamine transporters. Eur J Pharmacol. 1997 Dec 11;340(2-3):249-58. [PubMed:9537821 ]

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

Showing metabocard for Trimipramine (HMDB0014864)

MOL for HMDB0014864 (Trimipramine)

3D MOL for HMDB0014864 (Trimipramine)

3D SDF for HMDB0014864 (Trimipramine)

3D-SDF for HMDB0014864 (Trimipramine)

PDB for HMDB0014864 (Trimipramine)

3D PDB for HMDB0014864 (Trimipramine)

SMILES for HMDB0014864 (Trimipramine)

INCHI for HMDB0014864 (Trimipramine)

Structure for HMDB0014864 (Trimipramine)

3D Structure for HMDB0014864 (Trimipramine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References

Transporters

References

References

References