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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9)transporters (1) Show 10 proteins XML

enzymes (9)transporters (1) Show 10 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:46 UTC

HMDB ID

HMDB0014889

Secondary Accession Numbers

HMDB14889

Metabolite Identification

Common Name

Epinastine

Description

Epinastine is used for the prevention of itching associated with allergic conjunctivitis. It has a multi-action effect that inhibits the allergic response in 3 ways: 1. stabilizes mast cells by preventing mast cell degranulation to control the allergic response, 2. prevents histamine binding to both the H1- and H2-receptors to stop itching and provide lasting protection, and 3. prevents the release of proinflammatory chemical mediators from the blood vessel to halt progression of the allergic response.

Structure

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

HMDB0014889
     RDKit          3D
Epinastine
 34 37  0  0  0  0  0  0  0  0999 V2000
    2.1403   -3.0122   -0.6886 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658   -1.6167   -0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306   -0.8652   -0.3343 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8028    0.5439   -0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332    0.5806   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5133    1.5779   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250    2.6139    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364    3.6254    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405    3.6368    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988    2.5774    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8680    1.5597   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335    0.5292   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845   -0.7221   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448   -1.2980    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -2.4545    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598   -3.0011    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1636   -2.4159    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577   -1.2801   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9955   -0.7748   -0.4033 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -3.5114   -1.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -3.5919   -0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4803    1.1436   -0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.7614    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4787    0.5747   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2148    2.6424    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    4.4640    1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    4.4051    1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917    2.5696   -0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4097    0.3646   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7721    0.8200   -1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5955   -0.8598   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4866   -2.8983    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -3.8904    1.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -2.7981    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  2  1  0
 19  5  1  0
 11  6  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
M  END

751
  Mrv0541 02231214582D          

 19 22  0  0  1  0            999 V2000
    3.5990   -0.4158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7164   -1.3358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0629   -1.7442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8853   -0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091    0.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -0.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029    1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9951    1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4889    0.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913   -1.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8914    0.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9133    2.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9087   -0.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2734    0.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5842    1.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985    2.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6990   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8826    0.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  7  1  0  0  0  0
  1 11  1  0  0  0  0
  2  6  1  0  0  0  0
  2 11  2  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  2  0  0  0  0
  7 10  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  2  0  0  0  0
  9 10  1  0  0  0  0
 10 15  2  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  2  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014889

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NCC2N1C1=CC=CC=C1CC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C16H15N3/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16/h1-8,15H,9-10H2,(H2,17,18)

> <INCHI_KEY>
WHWZLSFABNNENI-UHFFFAOYSA-N

> <FORMULA>
C16H15N3

> <MOLECULAR_WEIGHT>
249.3104

> <EXACT_MASS>
249.126597495

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.328637193543518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-diazatetracyclo[12.4.0.0²,⁶.0⁷,¹²]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
3.073111085666667

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.76653250172947

> <JCHEM_POLAR_SURFACE_AREA>
41.62

> <JCHEM_REFRACTIVITY>
76.90140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
epinastine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014889
     RDKit          3D
Epinastine
 34 37  0  0  0  0  0  0  0  0999 V2000
    2.1403   -3.0122   -0.6886 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658   -1.6167   -0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306   -0.8652   -0.3343 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8028    0.5439   -0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332    0.5806   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5133    1.5779   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250    2.6139    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364    3.6254    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405    3.6368    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988    2.5774    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8680    1.5597   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335    0.5292   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845   -0.7221   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448   -1.2980    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -2.4545    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598   -3.0011    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1636   -2.4159    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577   -1.2801   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9955   -0.7748   -0.4033 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -3.5114   -1.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -3.5919   -0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4803    1.1436   -0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.7614    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4787    0.5747   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2148    2.6424    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    4.4640    1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    4.4051    1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917    2.5696   -0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4097    0.3646   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7721    0.8200   -1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5955   -0.8598   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4866   -2.8983    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -3.8904    1.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -2.7981    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  2  1  0
 19  5  1  0
 11  6  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 751                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       6.718  -0.776   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0       5.071  -2.493   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       7.584  -3.256   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.386  -0.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.057   1.307   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.373  -1.200   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.050  -0.135   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.979   2.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.457   2.463   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.379   1.307   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.517  -2.232   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.531   1.513   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.438   3.905   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.163  -1.200   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.844   1.783   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.957   2.942   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.917   4.146   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.638  -0.757   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.981   0.745   0.000  0.00  0.00           C+0
CONECT    1    4    7   11                                                  
CONECT    2    6   11                                                       
CONECT    3   11                                                            
CONECT    4    1    5    6                                                  
CONECT    5    4    8   12                                                  
CONECT    6    2    4                                                       
CONECT    7    1   10   14                                                  
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    7    9   15                                                  
CONECT   11    1    2    3                                                  
CONECT   12    5   16                                                       
CONECT   13    8   17                                                       
CONECT   14    7   18                                                       
CONECT   15   10   19                                                       
CONECT   16   12   17                                                       
CONECT   17   13   16                                                       
CONECT   18   14   19                                                       
CONECT   19   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0014889
HETATM    1  N1  UNL     1       2.140  -3.012  -0.689  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.166  -1.617  -0.483  1.00  0.00           C  
HETATM    3  N2  UNL     1       3.231  -0.865  -0.334  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.803   0.544  -0.146  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.433   0.581  -0.793  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.513   1.578  -0.297  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.125   2.614   0.384  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.336   3.625   0.890  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.040   3.637   0.739  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.599   2.577   0.051  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.868   1.560  -0.466  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.733   0.529  -1.166  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.485  -0.722  -0.364  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.645  -1.298   0.047  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.563  -2.454   0.826  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.360  -3.001   1.172  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.164  -2.416   0.754  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.258  -1.280  -0.012  1.00  0.00           C  
HETATM   19  N3  UNL     1       0.996  -0.775  -0.403  1.00  0.00           N  
HETATM   20  H1  UNL     1       1.560  -3.511  -1.381  1.00  0.00           H  
HETATM   21  H2  UNL     1       2.771  -3.592  -0.079  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.480   1.144  -0.775  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.806   0.761   0.922  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.479   0.575  -1.880  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.215   2.642   0.522  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.769   4.464   1.435  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.681   4.405   1.119  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.692   2.570  -0.079  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.410   0.365  -2.195  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.772   0.820  -1.026  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.596  -0.860  -0.230  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.487  -2.898   1.143  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.264  -3.890   1.771  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.792  -2.798   1.022  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3   19
CONECT    3    4
CONECT    4    5   22   23
CONECT    5    6   19   24
CONECT    6    7    7   11
CONECT    7    8   25
CONECT    8    9    9   26
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12
CONECT   12   13   29   30
CONECT   13   14   14   18
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   18   19
END

HMDB0014889
     RDKit          3D
Epinastine
 34 37  0  0  0  0  0  0  0  0999 V2000
    2.1403   -3.0122   -0.6886 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658   -1.6167   -0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306   -0.8652   -0.3343 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8028    0.5439   -0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332    0.5806   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5133    1.5779   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250    2.6139    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364    3.6254    0.8904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405    3.6368    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5988    2.5774    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8680    1.5597   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335    0.5292   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845   -0.7221   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6448   -1.2980    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -2.4545    0.8261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598   -3.0011    1.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1636   -2.4159    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2577   -1.2801   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9955   -0.7748   -0.4033 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5598   -3.5114   -1.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -3.5919   -0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4803    1.1436   -0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    0.7614    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4787    0.5747   -1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2148    2.6424    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7691    4.4640    1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6814    4.4051    1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917    2.5696   -0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4097    0.3646   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7721    0.8200   -1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5955   -0.8598   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4866   -2.8983    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2635   -3.8904    1.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -2.7981    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  2  1  0
 19  5  1  0
 11  6  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Epinastine	ChEBI
3-Amino-9,13b-dihydro-1H-dibenz(c,F)imidazo(1,5-a)azepine	ChEBI
Epinastina	ChEBI
Epinastinum	ChEBI
Purivist	Kegg
WAL 801 CL	HMDB
Flurinol	HMDB
WAL 801	HMDB
3-Amino-9,13b-dihydro-1H-benz(c,F)imidazo(1,5a)azepine	HMDB
WAL 80	HMDB
WAL 801CL	HMDB
WAL-80 CL	HMDB
Epinastine hydrochloride	HMDB

Chemical Formula

C₁₆H₁₅N₃

Average Molecular Weight

249.3104

Monoisotopic Molecular Weight

249.126597495

IUPAC Name

2,4-diazatetracyclo[12.4.0.0²,⁶.0⁷,¹²]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine

Traditional Name

epinastine

CAS Registry Number

80012-43-7

SMILES

NC1=NCC2N1C1=CC=CC=C1CC1=CC=CC=C21

InChI Identifier

InChI=1S/C16H15N3/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16/h1-8,15H,9-10H2,(H2,17,18)

InChI Key

WHWZLSFABNNENI-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
Azepine
Benzenoid
2-imidazoline
Guanidine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

guanidines (CHEBI:51032 )
benzazepine (CHEBI:51032 )

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: HMDB0014889)

Source

Exogenous

Exogenous (HMDB: HMDB0014889)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Epinastine H1-Antihistamine Action (PathBank: SMP0061191)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	205 - 208 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.16 g/L	Not Available
LogP	3.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.53	ALOGPS
logP	3.07	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	8.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.62 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.9 m³·mol⁻¹	ChemAxon
Polarizability	27.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.616	31661259
DarkChem	[M-H]-	155.666	31661259
DeepCCS	[M-2H]-	185.029	30932474
DeepCCS	[M+Na]+	160.55	30932474
AllCCS	[M+H]+	158.1	32859911
AllCCS	[M+H-H2O]+	154.1	32859911
AllCCS	[M+NH4]+	161.7	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	164.2	32859911
AllCCS	[M+Na-2H]-	163.4	32859911
AllCCS	[M+HCOO]-	162.6	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.	2.62 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7283 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.18 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	70.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	864.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	281.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	143.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	183.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	94.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	344.5 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	385.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	356.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	830.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	336.6 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	953.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	229.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	299.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	378.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	320.5 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	19.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epinastine	NC1=NCC2N1C1=CC=CC=C1CC1=CC=CC=C21	3770.1	Standard polar	33892256
Epinastine	NC1=NCC2N1C1=CC=CC=C1CC1=CC=CC=C21	2480.4	Standard non polar	33892256
Epinastine	NC1=NCC2N1C1=CC=CC=C1CC1=CC=CC=C21	2502.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Epinastine,1TMS,isomer #1	C[Si](C)(C)NC1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12	2520.7	Semi standard non polar	33892256
Epinastine,1TMS,isomer #1	C[Si](C)(C)NC1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12	2437.7	Standard non polar	33892256
Epinastine,1TMS,isomer #1	C[Si](C)(C)NC1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12	3531.3	Standard polar	33892256
Epinastine,2TMS,isomer #1	C[Si](C)(C)N(C1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12)[Si](C)(C)C	2476.9	Semi standard non polar	33892256
Epinastine,2TMS,isomer #1	C[Si](C)(C)N(C1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12)[Si](C)(C)C	2566.6	Standard non polar	33892256
Epinastine,2TMS,isomer #1	C[Si](C)(C)N(C1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12)[Si](C)(C)C	3406.5	Standard polar	33892256
Epinastine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12	2695.9	Semi standard non polar	33892256
Epinastine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12	2687.9	Standard non polar	33892256
Epinastine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12	3616.0	Standard polar	33892256
Epinastine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12)[Si](C)(C)C(C)(C)C	2790.6	Semi standard non polar	33892256
Epinastine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12)[Si](C)(C)C(C)(C)C	3079.2	Standard non polar	33892256
Epinastine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCC2C3=CC=CC=C3CC3=CC=CC=C3N12)[Si](C)(C)C(C)(C)C	3471.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Epinastine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0590000000-b39e6b7f0c2561681ad3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epinastine 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 - Epinastine 10V, Positive-QTOF	splash10-0udi-0190000000-55c54a74af25de5a147f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 20V, Positive-QTOF	splash10-0udi-0190000000-2580dd8e371096c1da4a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 40V, Positive-QTOF	splash10-0006-1910000000-f127e2e859edf1b82bbd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 10V, Negative-QTOF	splash10-0002-0090000000-02a99c90b5e69ce7b084	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 20V, Negative-QTOF	splash10-0002-1090000000-d764b0b1b1062388fef5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 40V, Negative-QTOF	splash10-0006-9000000000-a161a19c732b38bb4e05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 10V, Positive-QTOF	splash10-0udi-0090000000-f0b3b54c94f5a6ad829d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 20V, Positive-QTOF	splash10-0udi-0090000000-f0b3b54c94f5a6ad829d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 40V, Positive-QTOF	splash10-0kgo-1390000000-f843e3127e653c3dda62	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 10V, Negative-QTOF	splash10-0002-0090000000-a6a269e69e0ce0f0732e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 20V, Negative-QTOF	splash10-0002-0090000000-e4df2bacabe4262b8e2e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epinastine 40V, Negative-QTOF	splash10-0006-9460000000-42957781cd670390aa21	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Epinastine 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 DB00751	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00751	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00751

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Epinastine

METLIN ID

Not Available

PubChem Compound

3241

PDB ID

Not Available

ChEBI ID

51032

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

Walther G, Daniel H, Bechtel WD, Brandt K: New tetracyclic guanidine derivatives with H1-antihistaminic properties. Chemistry of epinastine. Arzneimittelforschung. 1990 Apr;40(4):440-6. [PubMed:1972625 ]
Schilling JC, Adamus WS, Kuthan H: Antihistaminic activity and side effect profile of epinastine and terfenadine in healthy volunteers. Int J Clin Pharmacol Ther Toxicol. 1990 Dec;28(12):493-7. [PubMed:1982280 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

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

References

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

Enzyme Details

2. Cytochrome P450 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

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 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

4. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

References

Dupont LJ, Meade CJ, Demedts MG, Verleden GM: Epinastine (WAL 801CL) modulates the noncholinergic contraction in guinea-pig airways in vitro by a prejunctional 5-HT1-like receptor. Eur Respir J. 1996 Jul;9(7):1433-8. [PubMed:8836655 ]

Enzyme Details

5. Histamine H2 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The H2 subclass of histamine receptors mediates gastric acid secretion. Also appears to regulate gastrointestinal motility and intestinal secretion. Possible role in regulating cell growth and differentiation. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase and, through a separate G protein-dependent mechanism, the phosphoinositide/protein kinase (PKC) signaling pathway
Gene Name:: HRH2
Uniprot ID:: P25021
Molecular weight:: 40097.7

References

Bielory L, Ghafoor S: Histamine receptors and the conjunctiva. Curr Opin Allergy Clin Immunol. 2005 Oct;5(5):437-40. [PubMed:16131920 ]

Enzyme Details

6. 5-hydroxytryptamine receptor 7

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that stimulate adenylate cyclase
Gene Name:: HTR7
Uniprot ID:: P34969
Molecular weight:: 53554.4

References

Dupont LJ, Pype JL, Meade CJ, DeLeyn P, Deneffe G, Demedts MG, Verleden GM: Epinastine (WAL 801CL) inhibits the electrical field stimulation-induced cholinergic contraction in guinea pig and human airways in vitro. Eur Respir J. 1999 Nov;14(5):1068-75. [PubMed:10596692 ]

Enzyme Details

7. 5-hydroxytryptamine receptor 2A

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

References

Dupont LJ, Pype JL, Meade CJ, DeLeyn P, Deneffe G, Demedts MG, Verleden GM: Epinastine (WAL 801CL) inhibits the electrical field stimulation-induced cholinergic contraction in guinea pig and human airways in vitro. Eur Respir J. 1999 Nov;14(5):1068-75. [PubMed:10596692 ]
Dupont LJ, Meade CJ, Demedts MG, Verleden GM: Epinastine (WAL 801CL) modulates the noncholinergic contraction in guinea-pig airways in vitro by a prejunctional 5-HT1-like receptor. Eur Respir J. 1996 Jul;9(7):1433-8. [PubMed:8836655 ]

Enzyme Details

8. 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

Tsujii T, Yamamoto E, Ohira T, Saito N, Watanabe S: Effects of sedative and non-sedative H1 antagonists on cognitive tasks: behavioral and near-infrared spectroscopy (NIRS) examinations. Psychopharmacology (Berl). 2007 Sep;194(1):83-91. Epub 2007 May 30. [PubMed:17534605 ]
Walther G, Daniel H, Bechtel WD, Brandt K: New tetracyclic guanidine derivatives with H1-antihistaminic properties. Chemistry of epinastine. Arzneimittelforschung. 1990 Apr;40(4):440-6. [PubMed:1972625 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

9. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Dupont LJ, Meade CJ, Demedts MG, Verleden GM: Epinastine (WAL 801CL) modulates the noncholinergic contraction in guinea-pig airways in vitro by a prejunctional 5-HT1-like receptor. Eur Respir J. 1996 Jul;9(7):1433-8. [PubMed:8836655 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

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

References

Ishiguro N, Nozawa T, Tsujihata A, Saito A, Kishimoto W, Yokoyama K, Yotsumoto T, Sakai K, Igarashi T, Tamai I: Influx and efflux transport of H1-antagonist epinastine across the blood-brain barrier. Drug Metab Dispos. 2004 May;32(5):519-24. [PubMed:15100174 ]

Showing metabocard for Epinastine (HMDB0014889)

MOL for HMDB0014889 (Epinastine)

3D MOL for HMDB0014889 (Epinastine)

3D SDF for HMDB0014889 (Epinastine)

3D-SDF for HMDB0014889 (Epinastine)

PDB for HMDB0014889 (Epinastine)

3D PDB for HMDB0014889 (Epinastine)

SMILES for HMDB0014889 (Epinastine)

INCHI for HMDB0014889 (Epinastine)

Structure for HMDB0014889 (Epinastine)

3D Structure for HMDB0014889 (Epinastine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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Transporters

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