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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (19)transporters (8) Show 27 proteins XML

enzymes (19)transporters (8) Show 27 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2020-02-26 21:41:19 UTC

HMDB ID

HMDB0015282

Secondary Accession Numbers

HMDB15282

Metabolite Identification

Common Name

Desipramine

Description

Desipramine hydrochloride is a dibenzazepine-derivative tricyclic antidepressant (TCA). TCAs are structurally similar to phenothiazines. They contain a tricyclic ring system with an alkyl amine substituent on the central ring. In non-depressed individuals, desipramine does not affect mood or arousal, but may cause sedation. In depressed individuals, desipramine exerts a positive effect on mood. TCAs are potent inhibitors of serotonin and norepinephrine reuptake. Secondary amine TCAs, such as desipramine and nortriptyline, are more potent inhibitors of norepinephrine reuptake than tertiary amine TCAs, such as amitriptyline and doxepine. TCAs also down-regulate cerebral cortical β-adrenergic receptors and sensitize post-synaptic serotonergic receptors with chronic use. The antidepressant effects of TCAs are thought to be due to an overall increase in serotonergic neurotransmission. TCAs also block histamine-H₁ receptors, α₁-adrenergic receptors and muscarinic receptors, which accounts for their sedative, hypotensive and anticholinergic effects (e.g. blurred vision, dry mouth, constipation, urinary retention), respectively. See toxicity section below for a complete listing of side effects. Desipramine exerts less anticholinergic and sedative side effects compared to tertiary amine TCAs, such as amitriptyline and clomipramine. Desipramine may be used to treat depression, neuropathic pain (unlabeled use), agitation and insomnia (unlabeled use) and attention-deficit hyperactivity disorder (unlabeled use).

Structure

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

HMDB0015282
     RDKit          3D
Desipramine
 42 44  0  0  0  0  0  0  0  0999 V2000
    2.3090   -1.0566    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478   -0.1807    1.1737 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706    0.1053    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    1.0154   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1653    0.4164   -1.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    0.2253   -0.9972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -1.1329   -0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668   -1.9038   -1.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -3.2344   -1.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588   -3.7338   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590   -2.9620    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -1.6107    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5129   -0.9169    1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188    0.3067    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    1.3729    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2217    2.6307    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328    3.7853    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    3.7061   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318    2.4942   -1.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7463    1.3706   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4138   -1.0122    2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278   -2.1161    1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440   -0.8407    3.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800    0.7010    1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    0.6270    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1258   -0.8499   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388    1.9457   -0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203    1.1294   -1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1177    0.8053   -2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469   -0.6165   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121   -1.4172   -2.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -3.8314   -2.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4272   -4.7710   -0.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -3.3594    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -1.6269    2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759   -0.6813    2.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867   -0.0405    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6483    0.7646    2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768    2.6836    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.7640    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438    4.6071   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153    2.4385   -1.9338 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 12  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
M  END

1151
  Mrv0541 02231215172D          

 20 22  0  0  0  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
    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
    4.5817    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
    3.8680   -0.0755    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
    3.1820   -0.4715    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
    3.1819   -1.2637    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  5  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2 15  1  0  0  0  0
  2 20  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5  8  1  0  0  0  0
  5 11  2  0  0  0  0
  6  9  1  0  0  0  0
  6 12  2  0  0  0  0
  7 10  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  2  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015282

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCCN1C2=CC=CC=C2CCC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3

> <INCHI_KEY>
HCYAFALTSJYZDH-UHFFFAOYSA-N

> <FORMULA>
C18H22N2

> <MOLECULAR_WEIGHT>
266.3807

> <EXACT_MASS>
266.178298714

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.74414237765183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <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}propyl)(methyl)amine

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
3.895520857

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.018711766113656

> <JCHEM_POLAR_SURFACE_AREA>
15.27

> <JCHEM_REFRACTIVITY>
85.31090000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
desipramine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015282
     RDKit          3D
Desipramine
 42 44  0  0  0  0  0  0  0  0999 V2000
    2.3090   -1.0566    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478   -0.1807    1.1737 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706    0.1053    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    1.0154   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1653    0.4164   -1.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    0.2253   -0.9972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -1.1329   -0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668   -1.9038   -1.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -3.2344   -1.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588   -3.7338   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590   -2.9620    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -1.6107    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5129   -0.9169    1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188    0.3067    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    1.3729    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2217    2.6307    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328    3.7853    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    3.7061   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318    2.4942   -1.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7463    1.3706   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4138   -1.0122    2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278   -2.1161    1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440   -0.8407    3.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800    0.7010    1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    0.6270    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1258   -0.8499   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388    1.9457   -0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203    1.1294   -1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1177    0.8053   -2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469   -0.6165   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121   -1.4172   -2.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -3.8314   -2.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4272   -4.7710   -0.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -3.3594    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -1.6269    2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759   -0.6813    2.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867   -0.0405    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6483    0.7646    2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768    2.6836    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.7640    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438    4.6071   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153    2.4385   -1.9338 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 12  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1151                                              
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       7.960   4.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.481   4.577   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       7.220  -0.141   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.882   3.421   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.559   3.421   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.940  -0.880   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.665   0.914   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.775   0.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.346   3.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.094   3.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.939  -2.359   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.140   1.357   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.300   1.357   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.483   2.859   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.957   2.859   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.659  -4.577   0.000  0.00  0.00           C+0
CONECT    1    5    6    7                                                  
CONECT    2   15   20                                                       
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    1    8   11                                                  
CONECT    6    1    9   12                                                  
CONECT    7    1   10                                                       
CONECT    8    3    5   13                                                  
CONECT    9    4    6   14                                                  
CONECT   10    7   15                                                       
CONECT   11    5   16                                                       
CONECT   12    6   17                                                       
CONECT   13    8   18                                                       
CONECT   14    9   19                                                       
CONECT   15    2   10                                                       
CONECT   16   11   18                                                       
CONECT   17   12   19                                                       
CONECT   18   13   16                                                       
CONECT   19   14   17                                                       
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0015282
HETATM    1  C1  UNL     1       2.309  -1.057   2.184  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.748  -0.181   1.174  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.771   0.105   0.213  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.335   1.015  -0.913  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.165   0.416  -1.740  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.023   0.225  -0.997  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.467  -1.133  -0.796  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.167  -1.904  -1.896  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.517  -3.234  -1.873  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.159  -3.734  -0.739  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.459  -2.962   0.357  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.107  -1.611   0.344  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.513  -0.917   1.583  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.319   0.307   1.350  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.690   1.373   0.533  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.222   2.631   0.861  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.833   3.785   0.231  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.885   3.706  -0.763  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.332   2.494  -1.122  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.746   1.371  -0.467  1.00  0.00           C  
HETATM   21  H1  UNL     1       3.414  -1.012   2.174  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.028  -2.116   1.945  1.00  0.00           H  
HETATM   23  H3  UNL     1       1.944  -0.841   3.196  1.00  0.00           H  
HETATM   24  H4  UNL     1       1.480   0.701   1.666  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.602   0.627   0.716  1.00  0.00           H  
HETATM   26  H6  UNL     1       3.126  -0.850  -0.271  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.039   1.946  -0.418  1.00  0.00           H  
HETATM   28  H8  UNL     1       3.220   1.129  -1.573  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.118   0.805  -2.746  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.647  -0.616  -1.893  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.312  -1.417  -2.734  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.282  -3.831  -2.728  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.427  -4.771  -0.731  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.956  -3.359   1.229  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.176  -1.627   2.160  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.676  -0.681   2.274  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.287  -0.040   0.875  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.648   0.765   2.306  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.977   2.684   1.654  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.262   4.764   0.502  1.00  0.00           H  
HETATM   41  H21 UNL     1      -0.544   4.607  -1.295  1.00  0.00           H  
HETATM   42  H22 UNL     1       0.415   2.439  -1.934  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   20
CONECT    7    8    8   12
CONECT    8    9   31
CONECT    9   10   10   32
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13
CONECT   13   14   35   36
CONECT   14   15   37   38
CONECT   15   16   16   20
CONECT   16   17   39
CONECT   17   18   18   40
CONECT   18   19   41
CONECT   19   20   20   42
END

HMDB0015282
     RDKit          3D
Desipramine
 42 44  0  0  0  0  0  0  0  0999 V2000
    2.3090   -1.0566    2.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478   -0.1807    1.1737 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706    0.1053    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    1.0154   -0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1653    0.4164   -1.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    0.2253   -0.9972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -1.1329   -0.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668   -1.9038   -1.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172   -3.2344   -1.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588   -3.7338   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590   -2.9620    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -1.6107    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5129   -0.9169    1.5832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3188    0.3067    1.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    1.3729    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2217    2.6307    0.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328    3.7853    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845    3.7061   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318    2.4942   -1.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7463    1.3706   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4138   -1.0122    2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0278   -2.1161    1.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440   -0.8407    3.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800    0.7010    1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    0.6270    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1258   -0.8499   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388    1.9457   -0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203    1.1294   -1.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1177    0.8053   -2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469   -0.6165   -1.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121   -1.4172   -2.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2819   -3.8314   -2.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4272   -4.7710   -0.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -3.3594    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1757   -1.6269    2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759   -0.6813    2.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2867   -0.0405    0.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6483    0.7646    2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768    2.6836    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2616    4.7640    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438    4.6071   -1.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4153    2.4385   -1.9338 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  6  1  0
 12  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(10,11-DIHYDRO-5H-dibenzo[b,F]azepin-5-yl)-N-methylpropan-1-amine	ChEBI
5-(gamma-Methylaminopropyl)iminodibenzyl	ChEBI
Demethylimipramine	ChEBI
Desipramin	ChEBI
Desipramina	ChEBI
Desipraminum	ChEBI
Desmethylimipramine	ChEBI
DMI	ChEBI
Monodemethylimipramine	ChEBI
N-(3-Methylaminopropyl)iminobibenzyl	ChEBI
Norimipramine	ChEBI
5-(g-Methylaminopropyl)iminodibenzyl	Generator
5-(Γ-methylaminopropyl)iminodibenzyl	Generator
Desimipramine	HMDB
Desimpramine	HMDB
Dezipramine	HMDB
Dimethylimipramine	HMDB
Methylaminopropyliminodibenzyl	HMDB
Norpramine	HMDB
Hydrochloride, desipramine	HMDB
Norpramin	HMDB
Novartis brand OF desipramine hydrochloride	HMDB
Ratiopharm brand OF desipramine hydrochloride	HMDB
Apo-desipramine	HMDB
Apotex brand OF desipramine hydrochloride	HMDB
Novo-desipramine	HMDB
Novopharm brand OF desipramine hydrochloride	HMDB
Nu pharm brand OF desipramine hydrochloride	HMDB
Petylyl	HMDB
Rhône poulenc rorer brand OF desipramine hydrochloride	HMDB
Temmler brand OF desipramine hydrochloride	HMDB
Ratio-desipramine	HMDB
Aventis behring brand OF desipramine hydrochloride	HMDB
Desipramine hydrochloride	HMDB
Nu-desipramine	HMDB
Nu-pharm brand OF desipramine hydrochloride	HMDB
PMS-Desipramine	HMDB
Pertofran	HMDB
Pertofrane	HMDB
Rhône-poulenc rorer brand OF desipramine hydrochloride	HMDB
Aventis brand OF desipramine hydrochloride	HMDB
Pertrofran	HMDB
Pharmascience brand OF desipramine hydrochloride	HMDB
Apo desipramine	HMDB
Novo desipramine	HMDB
Nu desipramine	HMDB
PMS Desipramine	HMDB
Ratio desipramine	HMDB

Chemical Formula

C₁₈H₂₂N₂

Average Molecular Weight

266.3807

Monoisotopic Molecular Weight

266.178298714

IUPAC Name

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

Traditional Name

desipramine

CAS Registry Number

50-47-5

SMILES

CNCCCN1C2=CC=CC=C2CCC2=CC=CC=C12

InChI Identifier

InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3

InChI Key

HCYAFALTSJYZDH-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 amine
Azacycle
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

secondary amino compound (CHEBI:47781 )
dibenzoazepine (CHEBI:47781 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Biofluid or Excreta

Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Imipramine Action Pathway (PathBank: SMP0000422)
Desipramine Action Pathway (PathBank: SMP0000423)

Metabolic pathway

Imipramine Metabolism Pathway (PathBank: SMP0000625)
Desipramine Metabolism Pathway (PathBank: SMP0000626)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	214 - 218 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.04 g/L	Not Available
LogP	3.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	162.136	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000987

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	4.02	ALOGPS
logP	3.9	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	10.02	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.31 m³·mol⁻¹	ChemAxon
Polarizability	31.74 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]+	161.677	31661259
DarkChem	[M-H]-	161.426	31661259
DeepCCS	[M-2H]-	189.488	30932474
DeepCCS	[M+Na]+	165.053	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	160.9	32859911
AllCCS	[M+NH4]+	168.1	32859911
AllCCS	[M+Na]+	169.1	32859911
AllCCS	[M-H]-	172.9	32859911
AllCCS	[M+Na-2H]-	172.7	32859911
AllCCS	[M+HCOO]-	172.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desipramine	CNCCCN1C2=CC=CC=C2CCC2=CC=CC=C12	3390.9	Standard polar	33892256
Desipramine	CNCCCN1C2=CC=CC=C2CCC2=CC=CC=C12	2244.0	Standard non polar	33892256
Desipramine	CNCCCN1C2=CC=CC=C2CCC2=CC=CC=C12	2229.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desipramine,1TMS,isomer #1	CN(CCCN1C2=CC=CC=C2CCC2=CC=CC=C21)[Si](C)(C)C	2421.7	Semi standard non polar	33892256
Desipramine,1TMS,isomer #1	CN(CCCN1C2=CC=CC=C2CCC2=CC=CC=C21)[Si](C)(C)C	2576.4	Standard non polar	33892256
Desipramine,1TMS,isomer #1	CN(CCCN1C2=CC=CC=C2CCC2=CC=CC=C21)[Si](C)(C)C	3021.2	Standard polar	33892256
Desipramine,1TBDMS,isomer #1	CN(CCCN1C2=CC=CC=C2CCC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2636.8	Semi standard non polar	33892256
Desipramine,1TBDMS,isomer #1	CN(CCCN1C2=CC=CC=C2CCC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2896.4	Standard non polar	33892256
Desipramine,1TBDMS,isomer #1	CN(CCCN1C2=CC=CC=C2CCC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3136.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Desipramine EI-B (Non-derivatized)	splash10-0544-7980000000-e155fe1ae5cd0aa22da3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Desipramine EI-B (Non-derivatized)	splash10-0544-7980000000-e155fe1ae5cd0aa22da3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desipramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-7290000000-31dae7fdcf8b3c932db1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desipramine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-4970000000-810535cb33c37107abc5	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 - Desipramine 40V, Positive-QTOF	splash10-00di-9000000000-9d894f4aaf8e1b079ae9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 45V, Positive-QTOF	splash10-00di-9010000000-d95c9900b55a02d37d08	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 55V, Positive-QTOF	splash10-00di-9000000000-895ad2c1abb94cf08417	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 50V, Positive-QTOF	splash10-00di-9000000000-a3bcb8056f136f98462c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 70V, Positive-QTOF	splash10-00di-9100000000-c857242bee851cf6d962	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 75V, Positive-QTOF	splash10-00di-9200000000-13988b88ebe6d4f912ec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 65V, Positive-QTOF	splash10-00di-9100000000-902945e304be65e028f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 15V, Positive-QTOF	splash10-00di-9000000000-bd1a9a5833730277c98c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 5V, Positive-QTOF	splash10-00di-9050000000-e24b987ac494aaa66350	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 60V, Positive-QTOF	splash10-00di-9000000000-634aaae69ddb8e7c1704	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 35V, Positive-QTOF	splash10-00di-9000000000-f2982105b086747f3572	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 15V, Positive-QTOF	splash10-00di-9030000000-be667edd8614bddec865	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 30V, Positive-QTOF	splash10-00di-9000000000-e07f3a28db908bb8eb70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 15V, Positive-QTOF	splash10-00di-9030000000-829d9c4cefe3d8808afc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 25V, Positive-QTOF	splash10-00di-9510000000-0781df5d5659f26929cf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 10V, Positive-QTOF	splash10-00di-9030000000-dc6d3d2086192efa8492	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 20V, Positive-QTOF	splash10-00di-9020000000-a1bc578d8526b9d58e44	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 25V, Positive-QTOF	splash10-00di-9010000000-4b836a2ee6fb310a4bb1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Desipramine 80V, Positive-QTOF	splash10-00dl-7900000000-fbcc580b8e1b687dea9c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desipramine 10V, Positive-QTOF	splash10-014r-0090000000-80dacb090470e582c8f8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desipramine 20V, Positive-QTOF	splash10-00rl-5190000000-a15a250e113df7cffdc6	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desipramine 40V, Positive-QTOF	splash10-0006-9520000000-8eb58abd95c114e6b333	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desipramine 10V, Negative-QTOF	splash10-014i-0090000000-c941aca18da7b3ecea74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desipramine 20V, Negative-QTOF	splash10-014l-1590000000-66b8b8550a46a769b52c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desipramine 40V, Negative-QTOF	splash10-00kf-2900000000-eac7951bde437dcb062d	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Imipramine Action Pathway		Not Available
Imipramine Metabolism Pathway		Not Available
Desipramine Action Pathway		Not Available
Desipramine Metabolism Pathway		Not Available

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 DB01151	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01151	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

DB01151

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2888

KEGG Compound ID

C06943

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Desipramine

METLIN ID

Not Available

PubChem Compound

2995

PDB ID

DSM

ChEBI ID

47781

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 27 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Sphingomyelin phosphodiesterase

General function:: Involved in hydrolase activity
Specific function:: Converts sphingomyelin to ceramide. Also has phospholipase C activities toward 1,2-diacylglycerolphosphocholine and 1,2-diacylglycerolphosphoglycerol. Isoform 2 and isoform 3 have lost catalytic activity.
Gene Name:: SMPD1
Uniprot ID:: P17405
Molecular weight:: 69935.53

References

Testai FD, Landek MA, Dawson G: Regulation of sphingomyelinases in cells of the oligodendrocyte lineage. J Neurosci Res. 2004 Jan 1;75(1):66-74. [PubMed:14689449 ]
Kolzer M, Werth N, Sandhoff K: Interactions of acid sphingomyelinase and lipid bilayers in the presence of the tricyclic antidepressant desipramine. FEBS Lett. 2004 Feb 13;559(1-3):96-8. [PubMed:14960314 ]
Erdreich-Epstein A, Tran LB, Cox OT, Huang EY, Laug WE, Shimada H, Millard M: Endothelial apoptosis induced by inhibition of integrins alphavbeta3 and alphavbeta5 involves ceramide metabolic pathways. Blood. 2005 Jun 1;105(11):4353-61. Epub 2005 Feb 10. [PubMed:15705795 ]
Zeidan YH, Pettus BJ, Elojeimy S, Taha T, Obeid LM, Kawamori T, Norris JS, Hannun YA: Acid ceramidase but not acid sphingomyelinase is required for tumor necrosis factor-{alpha}-induced PGE2 production. J Biol Chem. 2006 Aug 25;281(34):24695-703. Epub 2006 Jun 27. [PubMed:16803890 ]
Hurwitz R, Ferlinz K, Sandhoff K: The tricyclic antidepressant desipramine causes proteolytic degradation of lysosomal sphingomyelinase in human fibroblasts. Biol Chem Hoppe Seyler. 1994 Jul;375(7):447-50. [PubMed:7945993 ]
Kornhuber J, Tripal P, Reichel M, Muhle C, Rhein C, Muehlbacher M, Groemer TW, Gulbins E: Functional Inhibitors of Acid Sphingomyelinase (FIASMAs): a novel pharmacological group of drugs with broad clinical applications. Cell Physiol Biochem. 2010;26(1):9-20. doi: 10.1159/000315101. Epub 2010 May 18. [PubMed:20502000 ]

Enzyme Details

2. 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

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 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

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

5. 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 ]
Lewis DF, Modi S, Dickins M: Structure-activity relationship for human cytochrome P450 substrates and inhibitors. Drug Metab Rev. 2002 Feb-May;34(1-2):69-82. [PubMed:11996013 ]

Enzyme Details

6. Cytochrome P450 2C18

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.
Gene Name:: CYP2C18
Uniprot ID:: P33260
Molecular weight:: 55710.075

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

7. Cytochrome P450 2B6

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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

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

8. Cytochrome P450 1A2

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. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

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

9. Cytochrome P450 2A6

General function:: Involved in monooxygenase activity
Specific function:: Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:: CYP2A6
Uniprot ID:: P11509
Molecular weight:: 56517.005

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

10. Beta-1 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity
Gene Name:: ADRB1
Uniprot ID:: P08588
Molecular weight:: 51322.1

References

Sapena R, Morin D, Zini R, Morin C, Tillement JP: Desipramine treatment differently down-regulates beta-adrenoceptors of freshly isolated neurons and astrocytes. Eur J Pharmacol. 1996 Apr 4;300(1-2):159-62. [PubMed:8741184 ]
Burgi S, Baltensperger K, Honegger UE: Antidepressant-induced switch of beta 1-adrenoceptor trafficking as a mechanism for drug action. J Biol Chem. 2003 Jan 10;278(2):1044-52. Epub 2002 Oct 21. [PubMed:12393876 ]
Matsumoto K, Ojima K, Ohta H, Watanabe H: Beta 2- but not beta 1-adrenoceptors are involved in desipramine enhancement of aggressive behavior in long-term isolated mice. Pharmacol Biochem Behav. 1994 Sep;49(1):13-8. [PubMed:7816863 ]
Samnick S, Scheuer C, Munks S, El-Gibaly AM, Menger MD, Kirsch CM: Technetium-99m labeled 1-(4-fluorobenzyl)-4-(2-mercapto-2-methyl-4-azapentyl)-4-(2-mercapto-2-methylprop ylamino)-piperidine and iodine-123 metaiodobenzylguanidine for studying cardiac adrenergic function: a comparison of the uptake characteristics in vascular smooth muscle cells and neonatal cardiac myocytes, and an investigation in rats. Nucl Med Biol. 2004 May;31(4):511-22. [PubMed:15093822 ]
Mudunkotuwa NT, Horton RW: Desipramine administration in the olfactory bulbectomized rat: changes in brain beta-adrenoceptor and 5-HT2A binding sites and their relationship to behaviour. Br J Pharmacol. 1996 Apr;117(7):1481-6. [PubMed:8730743 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 5

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3
Gene Name:: SLC22A5
Uniprot ID:: O76082
Molecular weight:: 62751.1

References

Wu X, Huang W, Prasad PD, Seth P, Rajan DP, Leibach FH, Chen J, Conway SJ, Ganapathy V: Functional characteristics and tissue distribution pattern of organic cation transporter 2 (OCTN2), an organic cation/carnitine transporter. J Pharmacol Exp Ther. 1999 Sep;290(3):1482-92. [PubMed:10454528 ]

Enzyme Details

2. 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

Mahar Doan KM, Humphreys JE, Webster LO, Wring SA, Shampine LJ, Serabjit-Singh CJ, Adkison KK, Polli JW: Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs. J Pharmacol Exp Ther. 2002 Dec;303(3):1029-37. [PubMed:12438524 ]
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

3. 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

Zavosh A, Schaefer J, Ferrel A, Figlewicz DP: Desipramine treatment decreases 3H-nisoxetine binding and norepinephrine transporter mRNA in SK-N-SHSY5Y cells. Brain Res Bull. 1999 Jul 1;49(4):291-5. [PubMed:10424850 ]
Weinshenker D, White SS, Javors MA, Palmiter RD, Szot P: Regulation of norepinephrine transporter abundance by catecholamines and desipramine in vivo. Brain Res. 2002 Aug 16;946(2):239-46. [PubMed:12137927 ]
Bryan-Lluka LJ, Bonisch H, Lewis RJ: chi-Conopeptide MrIA partially overlaps desipramine and cocaine binding sites on the human norepinephrine transporter. J Biol Chem. 2003 Oct 10;278(41):40324-9. Epub 2003 Jul 1. [PubMed:12837768 ]
Zhu MY, Kyle PB, Hume AS, Ordway GA: The persistent membrane retention of desipramine causes lasting inhibition of norepinephrine transporter function. Neurochem Res. 2004 Feb;29(2):419-27. [PubMed:15002740 ]
Ordway GA, Jia W, Li J, Zhu MY, Mandela P, Pan J: Norepinephrine transporter function and desipramine: residual drug effects versus short-term regulation. J Neurosci Methods. 2005 Apr 30;143(2):217-25. Epub 2004 Dec 30. [PubMed:15814154 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
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

4. 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

Holmes A, Yang RJ, Murphy DL, Crawley JN: Evaluation of antidepressant-related behavioral responses in mice lacking the serotonin transporter. Neuropsychopharmacology. 2002 Dec;27(6):914-23. [PubMed:12464448 ]
Gould GG, Altamirano AV, Javors MA, Frazer A: A comparison of the chronic treatment effects of venlafaxine and other antidepressants on serotonin and norepinephrine transporters. Biol Psychiatry. 2006 Mar 1;59(5):408-14. Epub 2005 Sep 2. [PubMed:16140280 ]
Zhou L, Huang KX, Kecojevic A, Welsh AM, Koliatsos VE: Evidence that serotonin reuptake modulators increase the density of serotonin innervation in the forebrain. J Neurochem. 2006 Jan;96(2):396-406. Epub 2005 Nov 21. [PubMed:16300628 ]
Hoffman AF, Gerhardt GA: In vivo electrochemical studies of dopamine clearance in the rat substantia nigra: effects of locally applied uptake inhibitors and unilateral 6-hydroxydopamine lesions. J Neurochem. 1998 Jan;70(1):179-89. [PubMed:9422361 ]
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

5. Solute carrier family 22 member 4

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, low affinity carnitine transporter. Probably transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Relative uptake activity ratio of carnitine to TEA is 1.78. A key substrate of this transporter seems to be ergothioneine (ET)
Gene Name:: SLC22A4
Uniprot ID:: Q9H015
Molecular weight:: 62154.5

References

Wu X, George RL, Huang W, Wang H, Conway SJ, Leibach FH, Ganapathy V: Structural and functional characteristics and tissue distribution pattern of rat OCTN1, an organic cation transporter, cloned from placenta. Biochim Biophys Acta. 2000 Jun 1;1466(1-2):315-27. [PubMed:10825452 ]

Enzyme Details

6. Solute carrier family 22 member 1

General function:: Involved in ion transmembrane transporter activity
Specific function:: Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:: SLC22A1
Uniprot ID:: O15245
Molecular weight:: 61187.4

References

Zhang L, Schaner ME, Giacomini KM: Functional characterization of an organic cation transporter (hOCT1) in a transiently transfected human cell line (HeLa). J Pharmacol Exp Ther. 1998 Jul;286(1):354-61. [PubMed:9655880 ]
Arndt P, Volk C, Gorboulev V, Budiman T, Popp C, Ulzheimer-Teuber I, Akhoundova A, Koppatz S, Bamberg E, Nagel G, Koepsell H: Interaction of cations, anions, and weak base quinine with rat renal cation transporter rOCT2 compared with rOCT1. Am J Physiol Renal Physiol. 2001 Sep;281(3):F454-68. [PubMed:11502595 ]
Grundemann D, Gorboulev V, Gambaryan S, Veyhl M, Koepsell H: Drug excretion mediated by a new prototype of polyspecific transporter. Nature. 1994 Dec 8;372(6506):549-52. [PubMed:7990927 ]

Enzyme Details

7. Solute carrier family 22 member 2

General function:: Involved in ion transmembrane transporter activity
Specific function:: Mediates tubular uptake of organic compounds from circulation. Mediates the influx of agmatine, dopamine, noradrenaline (norepinephrine), serotonin, choline, famotidine, ranitidine, histamin, creatinine, amantadine, memantine, acriflavine, 4-[4-(dimethylamino)-styryl]-N-methylpyridinium ASP, amiloride, metformin, N-1-methylnicotinamide (NMN), tetraethylammonium (TEA), 1-methyl-4-phenylpyridinium (MPP), cimetidine, cisplatin and oxaliplatin. Cisplatin may develop a nephrotoxic action. Transport of creatinine is inhibited by fluoroquinolones such as DX-619 and LVFX. This transporter is a major determinant of the anticancer activity of oxaliplatin and may contribute to antitumor specificity
Gene Name:: SLC22A2
Uniprot ID:: O15244
Molecular weight:: 62564.0

References

Gorboulev V, Ulzheimer JC, Akhoundova A, Ulzheimer-Teuber I, Karbach U, Quester S, Baumann C, Lang F, Busch AE, Koepsell H: Cloning and characterization of two human polyspecific organic cation transporters. DNA Cell Biol. 1997 Jul;16(7):871-81. [PubMed:9260930 ]
Arndt P, Volk C, Gorboulev V, Budiman T, Popp C, Ulzheimer-Teuber I, Akhoundova A, Koppatz S, Bamberg E, Nagel G, Koepsell H: Interaction of cations, anions, and weak base quinine with rat renal cation transporter rOCT2 compared with rOCT1. Am J Physiol Renal Physiol. 2001 Sep;281(3):F454-68. [PubMed:11502595 ]

Enzyme Details

8. Solute carrier family 22 member 3

General function:: Involved in transmembrane transport
Specific function:: Mediates potential-dependent transport of a variety of organic cations. May play a significant role in the disposition of cationic neurotoxins and neurotransmitters in the brain
Gene Name:: SLC22A3
Uniprot ID:: O75751
Molecular weight:: 61279.5

References

Wu X, Huang W, Ganapathy ME, Wang H, Kekuda R, Conway SJ, Leibach FH, Ganapathy V: Structure, function, and regional distribution of the organic cation transporter OCT3 in the kidney. Am J Physiol Renal Physiol. 2000 Sep;279(3):F449-58. [PubMed:10966924 ]
Kekuda R, Prasad PD, Wu X, Wang H, Fei YJ, Leibach FH, Ganapathy V: Cloning and functional characterization of a potential-sensitive, polyspecific organic cation transporter (OCT3) most abundantly expressed in placenta. J Biol Chem. 1998 Jun 26;273(26):15971-9. [PubMed:9632645 ]
Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. [PubMed:9830022 ]

Only showing the first 10 proteins. There are 27 proteins in total.

Show all enzymes and transporters

Showing metabocard for Desipramine (HMDB0015282)

MOL for HMDB0015282 (Desipramine)

3D MOL for HMDB0015282 (Desipramine)

3D SDF for HMDB0015282 (Desipramine)

3D-SDF for HMDB0015282 (Desipramine)

PDB for HMDB0015282 (Desipramine)

3D PDB for HMDB0015282 (Desipramine)

SMILES for HMDB0015282 (Desipramine)

INCHI for HMDB0015282 (Desipramine)

Structure for HMDB0015282 (Desipramine)

3D Structure for HMDB0015282 (Desipramine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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Transporters

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