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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 18:11:26 UTC

Update Date

2021-09-14 14:59:06 UTC

HMDB ID

HMDB0060631

Secondary Accession Numbers

HMDB60631

Metabolite Identification

Common Name

Hydroxyclomipramine

Description

Hydroxyclomipramine, also known as gpe(O-18:1(1Z)/20:4) or gpe(p-18:0/20:4W6), 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. In humans, hydroxyclomipramine is involved in the clomipramine metabolism pathway. Hydroxyclomipramine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Hydroxyclomipramine.

Structure

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

HMDB0060631
     RDKit          3D
Hydroxyclomipramine
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.0961   -0.3825    0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.3390    0.0628 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6032   -0.5918   -1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    0.9833    0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540    0.9947   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -0.0266    0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991   -0.0191    0.5740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    1.1949    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    2.0223    1.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739    3.2424    1.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903    3.5888    1.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.7202    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782    1.4745    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    0.7620   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.3161   -1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -0.9504   -2.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0791   -1.3834   -0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4653   -2.6700   -1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8777   -3.7600   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -3.6000    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045   -4.9511    1.2010 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657   -2.3421    0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -1.2686    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2080   -0.6424    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5530   -1.1799   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5313    0.5885    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    0.3604   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4423   -1.3013   -1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286   -1.0632   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375    1.2306    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    1.7442   -0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    1.9573   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280    0.6340   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3507   -0.9643    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -0.0503    1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    1.7147    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6707    3.9344    2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8337    4.5636    1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9808    3.0194    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495    0.2935   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.5088   -1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1451    0.0909   -2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -1.1455   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2533   -2.8088   -1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -4.7726   -0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -2.0947    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23  7  1  0
 13  8  1  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  0
M  END


  Mrv0541 06151311112D          

 23 25  0  0  0  0            999 V2000
   -0.5463   -2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.0967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -3.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3116   -2.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -3.0967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7077   -2.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241   -1.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289   -1.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9172   -1.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1008   -2.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4960   -2.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974   -3.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3849   -4.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -4.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644   -3.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925   -4.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972   -5.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3856   -5.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2041   -5.2100    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8497   -5.0392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 15 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060631

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H23ClN2O/c1-21(2)10-5-11-22-17-7-4-3-6-14(17)12-19(23)16-9-8-15(20)13-18(16)22/h3-4,6-9,13,19,23H,5,10-12H2,1-2H3

> <INCHI_KEY>
SATHMWNGUPSXIE-UHFFFAOYSA-N

> <FORMULA>
C19H23ClN2O

> <MOLECULAR_WEIGHT>
330.852

> <EXACT_MASS>
330.149891075

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.73626361214403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.6518024036666676

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.24507281426326

> <JCHEM_PKA_STRONGEST_BASIC>
9.1969731795231

> <JCHEM_POLAR_SURFACE_AREA>
26.71

> <JCHEM_REFRACTIVITY>
96.9259

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-chloro-2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060631
     RDKit          3D
Hydroxyclomipramine
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.0961   -0.3825    0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.3390    0.0628 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6032   -0.5918   -1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    0.9833    0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540    0.9947   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -0.0266    0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991   -0.0191    0.5740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    1.1949    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    2.0223    1.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739    3.2424    1.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903    3.5888    1.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.7202    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782    1.4745    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    0.7620   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.3161   -1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -0.9504   -2.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0791   -1.3834   -0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4653   -2.6700   -1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8777   -3.7600   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -3.6000    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045   -4.9511    1.2010 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657   -2.3421    0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -1.2686    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2080   -0.6424    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5530   -1.1799   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5313    0.5885    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    0.3604   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4423   -1.3013   -1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286   -1.0632   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375    1.2306    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    1.7442   -0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    1.9573   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280    0.6340   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3507   -0.9643    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -0.0503    1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    1.7147    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6707    3.9344    2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8337    4.5636    1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9808    3.0194    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495    0.2935   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.5088   -1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1451    0.0909   -2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -1.1455   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2533   -2.8088   -1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -4.7726   -0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -2.0947    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23  7  1  0
 13  8  1  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0      -1.020  -5.011   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.314  -5.781   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.314  -7.321   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.648  -5.011   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.981  -5.781   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.315  -5.011   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.649  -5.781   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.921  -4.913   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.578  -3.412   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.707  -2.364   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.179  -2.818   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.521  -4.319   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.393  -5.367   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.955  -6.800   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.185  -8.134   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.662  -8.364   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.534  -7.316   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.062  -7.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.719  -9.271   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.848 -10.319   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.320  -9.865   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0       2.248  -9.725   0.000  0.00  0.00          Cl+0
HETATM   23  O   UNK     0       9.053  -9.407   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16    7   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19                                                            
CONECT   23   15                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0060631
HETATM    1  C1  UNL     1       5.096  -0.382   0.390  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.672  -0.339   0.063  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.603  -0.592  -1.385  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.126   0.983   0.307  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.654   0.995  -0.024  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.887  -0.027   0.857  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.499  -0.019   0.574  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.272   1.195   0.751  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.601   2.022   1.604  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.174   3.242   1.895  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.390   3.589   1.327  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.034   2.720   0.471  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.478   1.474   0.156  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.378   0.762  -0.747  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.788  -0.316  -1.590  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.875  -0.950  -2.238  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.079  -1.383  -0.851  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.465  -2.670  -1.147  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.878  -3.760  -0.534  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.873  -3.600   0.405  1.00  0.00           C  
HETATM   21 CL1  UNL     1      -0.105  -4.951   1.201  1.00  0.00          CL  
HETATM   22  C18 UNL     1      -0.466  -2.342   0.722  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.060  -1.269   0.104  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.208  -0.642   1.450  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.553  -1.180  -0.239  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.531   0.589   0.104  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.762   0.360  -1.947  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.442  -1.301  -1.629  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.629  -1.063  -1.612  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.338   1.231   1.362  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.604   1.744  -0.314  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.181   1.957  -0.087  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.628   0.634  -1.104  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.351  -0.964   0.407  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.232  -0.050   1.879  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.346   1.715   2.044  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.671   3.934   2.572  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.834   4.564   1.569  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.981   3.019   0.045  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.249   0.294  -0.206  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.845   1.509  -1.424  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.145   0.091  -2.416  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.595  -1.146  -1.587  1.00  0.00           H  
HETATM   44  H21 UNL     1      -3.253  -2.809  -1.882  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.169  -4.773  -0.755  1.00  0.00           H  
HETATM   46  H23 UNL     1       0.314  -2.095   1.458  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4
CONECT    3   27   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   23
CONECT    8    9    9   13
CONECT    9   10   36
CONECT   10   11   11   37
CONECT   11   12   38
CONECT   12   13   13   39
CONECT   13   14
CONECT   14   15   40   41
CONECT   15   16   17   42
CONECT   16   43
CONECT   17   18   18   23
CONECT   18   19   44
CONECT   19   20   20   45
CONECT   20   21   22
CONECT   22   23   23   46
END

HMDB0060631
     RDKit          3D
Hydroxyclomipramine
 46 48  0  0  0  0  0  0  0  0999 V2000
    5.0961   -0.3825    0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.3390    0.0628 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6032   -0.5918   -1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264    0.9833    0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540    0.9947   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -0.0266    0.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991   -0.0191    0.5740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2721    1.1949    0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    2.0223    1.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1739    3.2424    1.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3903    3.5888    1.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344    2.7202    0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782    1.4745    0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    0.7620   -0.7467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.3161   -1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -0.9504   -2.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0791   -1.3834   -0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4653   -2.6700   -1.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8777   -3.7600   -0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -3.6000    0.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045   -4.9511    1.2010 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657   -2.3421    0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0603   -1.2686    0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2080   -0.6424    1.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5530   -1.1799   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5313    0.5885    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    0.3604   -1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4423   -1.3013   -1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6286   -1.0632   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375    1.2306    1.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036    1.7442   -0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1811    1.9573   -0.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280    0.6340   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3507   -0.9643    0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2323   -0.0503    1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459    1.7147    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6707    3.9344    2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8337    4.5636    1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9808    3.0194    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2495    0.2935   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8449    1.5088   -1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1451    0.0909   -2.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -1.1455   -1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2533   -2.8088   -1.8823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -4.7726   -0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -2.0947    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23  7  1  0
 13  8  1  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1-Enyl-stearoyl)-2-arachidonoyl-gpe	HMDB
1-(1Z-Octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine	HMDB
1-(1Z-Octadecenyl)-2-(5Z,8Z,11Z,14Z-icosatetraenoyl)-sn-glycero-3-phosphoethanolamine zwitterion	HMDB
GPE(p-18:0/20:4)	HMDB
1-(1-Enyl-stearoyl)-2-arachidonoyl-sn-glycero-3-phosphoethanolamine	HMDB
1-(1Z-Octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine	HMDB
1-Alkenyl-2-acyl-glycerophosphoethanolamine	HMDB
GPE(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))	HMDB
GPE(O-18:1(1Z)/20:4)	HMDB
GPE(O-18:1(1Z)/20:4n6)	HMDB
GPE(O-18:1(1Z)/20:4W6)	HMDB
GPE(p-18:0/20:4(5Z,8Z,11Z,14Z))	HMDB
GPE(p-18:0/20:4n6)	HMDB
GPE(p-18:0/20:4W6)	HMDB
GPEtn(38:5)	HMDB
GPEtn(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))	HMDB
GPEtn(O-18:1(1Z)/20:4)	HMDB
GPEtn(O-18:1(1Z)/20:4n6)	HMDB
GPEtn(O-18:1(1Z)/20:4W6)	HMDB
GPEtn(p-18:0/20:4(5Z,8Z,11Z,14Z))	HMDB
GPEtn(p-18:0/20:4)	HMDB
GPEtn(p-18:0/20:4n6)	HMDB
GPEtn(p-18:0/20:4W6)	HMDB
PE(38:5)	HMDB
PE(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))	HMDB
PE(O-18:1(1Z)/20:4)	HMDB
PE(O-18:1(1Z)/20:4N6)	HMDB
PE(O-18:1(1Z)/20:4W6)	HMDB
PE(P-18:0/20:4)	HMDB
PE(P-18:0/20:4N6)	HMDB
PE(P-18:0/20:4W6)	HMDB
Phophatidylethanolamine(38:5)	HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4(5Z,8Z,11Z,14Z))	HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4)	HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4n6)	HMDB
Phophatidylethanolamine(O-18:1(1Z)/20:4W6)	HMDB
Phophatidylethanolamine(p-18:0/20:4(5Z,8Z,11Z,14Z))	HMDB
Phophatidylethanolamine(p-18:0/20:4)	HMDB
Phophatidylethanolamine(p-18:0/20:4n6)	HMDB
Phophatidylethanolamine(p-18:0/20:4W6)	HMDB

Chemical Formula

C₁₉H₂₃ClN₂O

Average Molecular Weight

330.852

Monoisotopic Molecular Weight

330.149891075

IUPAC Name

5-chloro-2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol

Traditional Name

5-chloro-2-[3-(dimethylamino)propyl]-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-9-ol

CAS Registry Number

Not Available

SMILES

CN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C2

InChI Identifier

InChI=1S/C19H23ClN2O/c1-21(2)10-5-11-22-17-7-4-3-6-14(17)12-19(23)16-9-8-15(20)13-18(16)22/h3-4,6-9,13,19,23H,5,10-12H2,1-2H3

InChI Key

SATHMWNGUPSXIE-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
Aryl chloride
Aryl halide
Benzenoid
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Alcohol
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060631)
Liver (HMDB: HMDB0060631)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060631)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060631)

Cellular substructure

Cytoplasm (HMDB: HMDB0060631)
Membrane (HMDB: HMDB0060631)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	3.83	ALOGPS
logP	3.65	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.25	ChemAxon
pKa (Strongest Basic)	9.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.71 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.93 m³·mol⁻¹	ChemAxon
Polarizability	36.74 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
DeepCCS	[M+H]+	174.183	30932474
DeepCCS	[M-H]-	171.825	30932474
DeepCCS	[M-2H]-	204.711	30932474
DeepCCS	[M+Na]+	180.277	30932474
AllCCS	[M+H]+	177.6	32859911
AllCCS	[M+H-H2O]+	174.4	32859911
AllCCS	[M+NH4]+	180.6	32859911
AllCCS	[M+Na]+	181.4	32859911
AllCCS	[M-H]-	183.8	32859911
AllCCS	[M+Na-2H]-	183.7	32859911
AllCCS	[M+HCOO]-	183.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hydroxyclomipramine	CN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C2	3792.7	Standard polar	33892256
Hydroxyclomipramine	CN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C2	2637.4	Standard non polar	33892256
Hydroxyclomipramine	CN(C)CCCN1C2=CC=CC=C2CC(O)C2=C1C=C(Cl)C=C2	2565.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hydroxyclomipramine,1TMS,isomer #1	CN(C)CCCN1C2=CC=CC=C2CC(O[Si](C)(C)C)C2=CC=C(Cl)C=C21	2626.9	Semi standard non polar	33892256
Hydroxyclomipramine,1TBDMS,isomer #1	CN(C)CCCN1C2=CC=CC=C2CC(O[Si](C)(C)C(C)(C)C)C2=CC=C(Cl)C=C21	2823.0	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 - Hydroxyclomipramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9354000000-37423abed71f75076b84	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyclomipramine GC-MS (1 TMS) - 70eV, Positive	splash10-0a4r-9006000000-ca3f52e56115cb0f5401	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyclomipramine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 10V, Positive-QTOF	splash10-03e9-0019000000-3c690b0fa51c880ecc68	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Positive-QTOF	splash10-01p9-9287000000-bb26165640ce829de0d0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Positive-QTOF	splash10-0006-9000000000-a7d34871cc281526d365	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 10V, Negative-QTOF	splash10-004i-0009000000-d611a69c0f978b3e18e2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Negative-QTOF	splash10-004i-0059000000-216f8a4348c86f50c63a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Negative-QTOF	splash10-01ox-2190000000-de11240a185bf1aa01a1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 10V, Positive-QTOF	splash10-001r-5009000000-a137f92ef41764fe9338	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Positive-QTOF	splash10-000i-9023000000-9be8d189721d7faaab82	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Positive-QTOF	splash10-0a4r-9000000000-e8aef58a3fd9cb281b01	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 10V, Negative-QTOF	splash10-004i-0009000000-6dafc67ddcd20555366e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 20V, Negative-QTOF	splash10-0059-2092000000-e73f39f64a62f7bbf8b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyclomipramine 40V, Negative-QTOF	splash10-001i-9080000000-e1b3642e9e542b2cb780	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023768

KNApSAcK ID

Not Available

Chemspider ID

4926459

KEGG Compound ID

C00350

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6548

PubChem Compound

9547058

PDB ID

Not Available

ChEBI ID

78342

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

Showing metabocard for Hydroxyclomipramine (HMDB0060631)

MOL for HMDB0060631 (Hydroxyclomipramine)

3D MOL for HMDB0060631 (Hydroxyclomipramine)

3D SDF for HMDB0060631 (Hydroxyclomipramine)

3D-SDF for HMDB0060631 (Hydroxyclomipramine)

PDB for HMDB0060631 (Hydroxyclomipramine)

3D PDB for HMDB0060631 (Hydroxyclomipramine)

SMILES for HMDB0060631 (Hydroxyclomipramine)

INCHI for HMDB0060631 (Hydroxyclomipramine)

Structure for HMDB0060631 (Hydroxyclomipramine)

3D Structure for HMDB0060631 (Hydroxyclomipramine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra