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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:47 UTC

HMDB ID

HMDB0014930

Secondary Accession Numbers

HMDB14930

Metabolite Identification

Common Name

Tripelennamine

Description

Tripelennamine, also known as PBZ-SR or azaron, belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group. In addition to its antihistamine properties, tripelennamine also acts as a weak serotonin-norepinephrine-dopamine reuptake inhibitor (SNDRI). Tripelennamine acts primarily as an antihistamine, or H1 receptor antagonist. Tripelennamine is a drug which is used for the symptomatic relief of hypersensitivity reactions, coughs, and the common cold. It can be used in the treatment of asthma, hay fever, rhinitis and urticaria, but is now less common as it has been replaced by newer antihistamines. Because of its SRI properties, tripelennamine was used as the basis for the development of the selective serotonin reuptake inhibitor (SSRI) fluoxetine (Prozac). Tripelennamine is a very strong basic compound (based on its pKa). In humans, tripelennamine is involved in tripelennamine h1-antihistamine action. Tripelennamine is mildly sedating. Tripelennamine, sold under the brand name Pyribenzamine by Novartis, is a drug that is used as an antipruritic and first-generation antihistamine. Tripelennamine was first synthesized in 1946 by Carl Djerassi, working in the laboratory of Charles Huttrer at CIBA, shortly after Djerassi got his B.S. It was his first patent. One example is the line of Pyribenzamine Cough Syrups which contains codeine and with and without decongestants listed in the 1978 Physicians' Desk Reference; the codeine-tripelennamine synergy is well-known and does make such mixtures more useful for their intended purposes. Where and when it is/was in common use, tripelennamine is used much like other mildly-anticholinergic antihistamines for treating conditions of the upper respiratory tract arising from illnesses and hay fever. It has little to no anticholinergic activity. It can be used alone or in combination with other agents to have the desired effect.

Structure

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

HMDB0014930
     RDKit          3D
Tripelennamine
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6244   -2.5403   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9940   -1.1850   -0.6846 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493   -0.5978    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -0.3746   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563   -0.0851    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1639    0.7473   -0.3632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326    0.1953   -1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -0.9304   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065   -1.8346   -1.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2371   -2.9107   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3590   -3.0923    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353   -2.1748    1.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0014   -1.0935    0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2301    2.0888    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930    3.0076   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2061    4.3041    0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1920    4.7181    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    3.8088    1.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.5526    0.9092 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4560   -3.2232   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500   -2.6746    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -2.8409   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8979   -0.9677    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5453   -0.8407    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    0.4933    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817   -0.8565   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    0.6117   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4340    0.4580    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5730   -1.0563    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -0.2037   -2.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384    0.9517   -1.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4436   -1.7408   -2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264   -3.6291   -1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -3.9350    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -2.3144    2.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.3958    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942    2.7168   -0.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096    4.9665   -0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003    5.7304    1.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752    4.1470    2.0337 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
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13  8  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END

792
  Mrv0541 02231215002D          

 19 20  0  0  1  0            999 V2000
    4.5080    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  5  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  3  7  1  0  0  0  0
  3 18  2  0  0  0  0
  4  5  1  0  0  0  0
  6  8  1  0  0  0  0
  7 13  2  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  2  0  0  0  0
 13 16  1  0  0  0  0
 14 17  2  0  0  0  0
 15 17  1  0  0  0  0
 16 19  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014930

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H21N3/c1-18(2)12-13-19(16-10-6-7-11-17-16)14-15-8-4-3-5-9-15/h3-11H,12-14H2,1-2H3

> <INCHI_KEY>
UFLGIAIHIAPJJC-UHFFFAOYSA-N

> <FORMULA>
C16H21N3

> <MOLECULAR_WEIGHT>
255.358

> <EXACT_MASS>
255.173547687

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.85502962519343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-benzyl-N-[2-(dimethylamino)ethyl]pyridin-2-amine

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
3.2011924173333335

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.763974495872407

> <JCHEM_POLAR_SURFACE_AREA>
19.37

> <JCHEM_REFRACTIVITY>
81.27490000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tripelennamine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014930
     RDKit          3D
Tripelennamine
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6244   -2.5403   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9940   -1.1850   -0.6846 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493   -0.5978    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -0.3746   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563   -0.0851    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1639    0.7473   -0.3632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326    0.1953   -1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -0.9304   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065   -1.8346   -1.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2371   -2.9107   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3590   -3.0923    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353   -2.1748    1.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0014   -1.0935    0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2301    2.0888    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930    3.0076   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2061    4.3041    0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1920    4.7181    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    3.8088    1.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.5526    0.9092 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4560   -3.2232   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500   -2.6746    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -2.8409   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8979   -0.9677    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5453   -0.8407    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    0.4933    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817   -0.8565   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    0.6117   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4340    0.4580    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5730   -1.0563    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -0.2037   -2.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384    0.9517   -1.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4436   -1.7408   -2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264   -3.6291   -1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -3.9350    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -2.3144    2.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.3958    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942    2.7168   -0.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096    4.9665   -0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003    5.7304    1.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752    4.1470    2.0337 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
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13  8  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 792                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       8.415   0.770   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0       9.748  -3.080   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      11.082   0.770   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.415  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.748  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.082  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.414   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.082   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.416   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.416   3.080   0.000  0.00  0.00           C+0
CONECT    1    4    6    7                                                  
CONECT    2    5    9   10                                                  
CONECT    3    7   18                                                       
CONECT    4    1    5                                                       
CONECT    5    2    4                                                       
CONECT    6    1    8                                                       
CONECT    7    1    3   13                                                  
CONECT    8    6   11   12                                                  
CONECT    9    2                                                            
CONECT   10    2                                                            
CONECT   11    8   14                                                       
CONECT   12    8   15                                                       
CONECT   13    7   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   17                                                       
CONECT   16   13   19                                                       
CONECT   17   14   15                                                       
CONECT   18    3   19                                                       
CONECT   19   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0014930
HETATM    1  C1  UNL     1       2.624  -2.540  -0.332  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.994  -1.185  -0.685  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.849  -0.598   0.295  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.856  -0.375  -1.029  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.956  -0.085   0.127  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.164   0.747  -0.363  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.133   0.195  -1.246  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.892  -0.930  -0.646  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.507  -1.835  -1.484  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.237  -2.911  -0.974  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.359  -3.092   0.387  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.735  -2.175   1.208  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.001  -1.094   0.717  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.230   2.089   0.071  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.193   3.008  -0.252  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.206   4.304   0.204  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.192   4.718   1.038  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.783   3.809   1.373  1.00  0.00           C  
HETATM   19  N3  UNL     1       0.761   2.553   0.909  1.00  0.00           N  
HETATM   20  H1  UNL     1       3.456  -3.223  -0.624  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.450  -2.675   0.750  1.00  0.00           H  
HETATM   22  H3  UNL     1       1.758  -2.841  -0.954  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.898  -0.968   0.150  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.545  -0.841   1.344  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.887   0.493   0.200  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.282  -0.857  -1.842  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.274   0.612  -1.382  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.434   0.458   0.942  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.573  -1.056   0.508  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.603  -0.204  -2.145  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.838   0.952  -1.590  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.444  -1.741  -2.562  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.726  -3.629  -1.629  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.928  -3.935   0.776  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.831  -2.314   2.282  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.533  -0.396   1.405  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.994   2.717  -0.898  1.00  0.00           H  
HETATM   38  H19 UNL     1      -2.010   4.967  -0.102  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.200   5.730   1.393  1.00  0.00           H  
HETATM   40  H21 UNL     1       1.575   4.147   2.034  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4
CONECT    3   23   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   14
CONECT    7    8   30   31
CONECT    8    9    9   13
CONECT    9   10   32
CONECT   10   11   11   33
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   36
CONECT   14   15   15   19
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19   40
END

HMDB0014930
     RDKit          3D
Tripelennamine
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6244   -2.5403   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9940   -1.1850   -0.6846 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493   -0.5978    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -0.3746   -1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9563   -0.0851    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1639    0.7473   -0.3632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326    0.1953   -1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -0.9304   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065   -1.8346   -1.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2371   -2.9107   -0.9737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3590   -3.0923    0.3867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353   -2.1748    1.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0014   -1.0935    0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2301    2.0888    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930    3.0076   -0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2061    4.3041    0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1920    4.7181    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    3.8088    1.3730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.5526    0.9092 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4560   -3.2232   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500   -2.6746    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -2.8409   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8979   -0.9677    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5453   -0.8407    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    0.4933    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817   -0.8565   -1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2742    0.6117   -1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4340    0.4580    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5730   -1.0563    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025   -0.2037   -2.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384    0.9517   -1.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4436   -1.7408   -2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264   -3.6291   -1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -3.9350    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308   -2.3144    2.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.3958    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9942    2.7168   -0.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0096    4.9665   -0.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003    5.7304    1.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752    4.1470    2.0337 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
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13  8  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
PBZ-SR	HMDB
PBZ	HMDB
Azaron	HMDB
Tripelennamine citrate	HMDB
Tripelennamine maleate	HMDB
Tripelennamine maleate (1:1)	HMDB
Tripelennamine monohydrochloride	HMDB
Asid bonz brand OF tripelennamine hydrochloride	HMDB
Parnell brand OF tripelennamine hydrochloride	HMDB
Histantin	HMDB
Chefaro brand OF tripelennamine	HMDB
Pyribenzamine	HMDB
Tripelennamine citrate (1:1)	HMDB
Tripelennamine hydrochloride	HMDB
Vetibenzamin	HMDB

Chemical Formula

C₁₆H₂₁N₃

Average Molecular Weight

255.358

Monoisotopic Molecular Weight

255.173547687

IUPAC Name

N-benzyl-N-[2-(dimethylamino)ethyl]pyridin-2-amine

Traditional Name

tripelennamine

CAS Registry Number

91-81-6

SMILES

CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=N1

InChI Identifier

InChI=1S/C16H21N3/c1-18(2)12-13-19(16-10-6-7-11-17-16)14-15-8-4-3-5-9-15/h3-11H,12-14H2,1-2H3

InChI Key

UFLGIAIHIAPJJC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzylamines

Direct Parent

2-benzylaminopyridines

Alternative Parents

Substituents

2-benzylaminopyridine
Dialkylarylamine
Aminopyridine
Pyridine
Imidolactam
Heteroaromatic compound
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic amine (CHEBI:9741 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014930)

Source

Exogenous

Exogenous (HMDB: HMDB0014930)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Tripelennamine H1-Antihistamine Action (PathBank: SMP0057587)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.84 g/L	Not Available
LogP	3.3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	159.45	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000789

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.84 g/L	ALOGPS
logP	3.05	ALOGPS
logP	3.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	19.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	81.27 m³·mol⁻¹	ChemAxon
Polarizability	29.86 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	160.638	31661259
DarkChem	[M-H]-	159.998	31661259
DeepCCS	[M+H]+	155.77	30932474
DeepCCS	[M-H]-	153.412	30932474
DeepCCS	[M-2H]-	186.4	30932474
DeepCCS	[M+Na]+	161.863	30932474
AllCCS	[M+H]+	159.8	32859911
AllCCS	[M+H-H2O]+	156.1	32859911
AllCCS	[M+NH4]+	163.3	32859911
AllCCS	[M+Na]+	164.3	32859911
AllCCS	[M-H]-	166.3	32859911
AllCCS	[M+Na-2H]-	166.3	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.52 minutes	32390414
Predicted by Siyang on May 30, 2022	9.8446 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.24 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	113.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	411.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	227.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	132.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	60.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	281.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	358.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	772.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	701.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	46.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	847.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	165.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	257.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	611.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	493.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	37.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tripelennamine	CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=N1	2690.5	Standard polar	33892256
Tripelennamine	CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=N1	2007.6	Standard non polar	33892256
Tripelennamine	CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=N1	1943.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Tripelennamine CI-B (Non-derivatized)	splash10-0a4i-0090000000-c34cc7c068c800fe56be	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Tripelennamine CI-B (Non-derivatized)	splash10-0a4i-0090000000-c34cc7c068c800fe56be	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tripelennamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9200000000-0d2486042b7353578cae	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tripelennamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine LC-ESI-QTOF , positive-QTOF	splash10-0bt9-0090000000-334f534255262b94521e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine LC-ESI-QTOF , positive-QTOF	splash10-03di-0090000000-11e8826e02efb97b98c9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine LC-ESI-QTOF , positive-QTOF	splash10-00kf-8930000000-1b7607b1d6869ef01c34	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine LC-ESI-QTOF , positive-QTOF	splash10-00kf-9500000000-e76eabb3bb757d44acfa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine LC-ESI-QTOF , positive-QTOF	splash10-00kf-9400000000-e99107bbb2260bd80b26	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine , positive-QTOF	splash10-03di-0290000000-1cb8a1736406d2586266	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine 30V, Positive-QTOF	splash10-00kf-8930000000-1b7607b1d6869ef01c34	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine 40V, Positive-QTOF	splash10-00kf-9500000000-e76eabb3bb757d44acfa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine 20V, Positive-QTOF	splash10-03di-0090000000-11e8826e02efb97b98c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine 10V, Positive-QTOF	splash10-0bt9-0090000000-334f534255262b94521e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine 50V, Positive-QTOF	splash10-00kf-9400000000-e99107bbb2260bd80b26	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine 35V, Positive-QTOF	splash10-03xu-5980000000-cf619124133052cdb076	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tripelennamine 50V, Positive-QTOF	splash10-00kf-9400000000-90b8e473a7785d05e3e6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 10V, Positive-QTOF	splash10-0a4i-4090000000-63473fef524306c78380	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 20V, Positive-QTOF	splash10-022c-9240000000-25e1df027e0be085969b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 40V, Positive-QTOF	splash10-0006-9100000000-33a105923d92b87de1ff	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 10V, Negative-QTOF	splash10-0udi-0490000000-0256a416c1400912ea41	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 20V, Negative-QTOF	splash10-0il0-1930000000-7b176551463e8116cd4a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 40V, Negative-QTOF	splash10-05mo-8900000000-3d9f90a28663006a5cba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 10V, Positive-QTOF	splash10-0a4i-0090000000-9e342109b20dc73fa830	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 20V, Positive-QTOF	splash10-052f-9070000000-6a0b0e49bbf73eb6092a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 40V, Positive-QTOF	splash10-0a4l-9100000000-0481d3189f740271ebe5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 10V, Negative-QTOF	splash10-0udi-0190000000-712806e1e23b489a9d3a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 20V, Negative-QTOF	splash10-001i-2900000000-2f43d0aa493a7f363f01	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tripelennamine 40V, Negative-QTOF	splash10-0059-5900000000-d9e424d86a29fcaf4a75	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Tripelennamine H1-Antihistamine Action		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 DB00792	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00792	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00792

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5385

KEGG Compound ID

C07180

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tripelennamine

METLIN ID

Not Available

PubChem Compound

5587

PDB ID

Not Available

ChEBI ID

331013

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

Enzymes

Enzyme Details

1. 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

Hamelin BA, Bouayad A, Drolet B, Gravel A, Turgeon J: In vitro characterization of cytochrome P450 2D6 inhibition by classic histamine H1 receptor antagonists. Drug Metab Dispos. 1998 Jun;26(6):536-9. [PubMed:9616188 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Histamine H1 receptor

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

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Shimizu K, Nakajyo S, Urakawa N: [Drug sensitivity of the isolated stomach and ileal preparation from a vole]. Nihon Heikatsukin Gakkai Zasshi. 1982 May;18(2):93-103. [PubMed:6759742 ]
Chiba S: Blocking effect of tripelennamine on histamine--induced positive chronotropic and inotropic responses of the dog atrium. Tohoku J Exp Med. 1976 Nov;120(3):299-300. [PubMed:996853 ]
Sansone M: Antihistaminic-opioid combination: effect on locomotor activity in mice. Pol J Pharmacol Pharm. 1988 Sep-Oct;40(5):515-23. [PubMed:3253717 ]
Ohta Y, Kobayashi T, Ishiguro I: Role of endogenous serotonin and histamine in the pathogenesis of gastric mucosal lesions in unanaesthetised rats with a single treatment of compound 48/80, a mast cell degranulator. Pharmacol Res. 1999 Apr;39(4):261-7. [PubMed:10208755 ]
Suzuki T, Mori T, Tsuji M, Misawa M, Onodera K: Interactions between H1-antagonists and opioids: a drug discrimination study. Psychopharmacology (Berl). 1997 Jun;131(4):346-53. [PubMed:9226736 ]

Showing metabocard for Tripelennamine (HMDB0014930)

MOL for HMDB0014930 (Tripelennamine)

3D MOL for HMDB0014930 (Tripelennamine)

3D SDF for HMDB0014930 (Tripelennamine)

3D-SDF for HMDB0014930 (Tripelennamine)

PDB for HMDB0014930 (Tripelennamine)

3D PDB for HMDB0014930 (Tripelennamine)

SMILES for HMDB0014930 (Tripelennamine)

INCHI for HMDB0014930 (Tripelennamine)

Structure for HMDB0014930 (Tripelennamine)

3D Structure for HMDB0014930 (Tripelennamine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References