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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:37 UTC

HMDB ID

HMDB0014428

Secondary Accession Numbers

HMDB14428

Metabolite Identification

Common Name

Clemastine

Description

Clemastine is only found in individuals that have used or taken this drug. It is an ethanolamine-derivative, first generation histamine H1 antagonist used in hay fever, rhinitis, allergic skin conditions, and pruritus. It causes drowsiness. [PubChem]Clemastine is a selective histamine H1 antagonist and binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine.

Structure

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

HMDB0014428
     RDKit          3D
Clemastine
 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.1642    0.9298   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2172    0.4888    0.2352 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7434   -0.1491    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4177   -1.6052    1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1812   -1.6480    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1655   -0.3604   -0.2907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8922    0.3903   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -0.3816   -0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682    0.4607   -0.4296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    0.1253   -0.7494 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7557   -0.1834   -2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -0.9298    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -2.2575   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716   -3.2295    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255   -2.9149    1.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8746   -1.5998    1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324   -0.6424    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    1.3822   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700    2.1674    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    3.3622    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7284    3.7650    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5570    5.2667    0.3655 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0904    2.9750   -1.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4396    1.7926   -1.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494    1.1389   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546    0.1458   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149    1.8852   -0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8644   -0.0494    1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    0.3230    2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2061   -1.9666    2.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2331   -2.1706    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -2.4825   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055   -1.7298    1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3956   -0.4765   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063    1.3249   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    0.6149    0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6737   -1.3196   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -0.5599   -1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -0.6653   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7031    0.7764   -2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567   -0.8409   -2.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888   -2.5563   -0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850   -4.2744    0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0123   -3.6970    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6145   -1.2961    2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489    0.3975    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509    1.8726    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3696    3.9383    1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    3.2953   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    1.1674   -2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  6  2  1  0
 17 12  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 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  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  0
M  END

26987
  Mrv0541 02231214342D          

 24 26  0  0  1  0            999 V2000
    2.4751   -3.0174    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3001    0.2827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7706    1.7979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501    1.7117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6146    2.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2276    3.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9421    2.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376    0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126    0.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3226    1.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751    0.2827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4751   -0.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751    1.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -0.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -0.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606    1.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606   -1.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7606    2.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751    2.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2  9  1  0  0  0  0
 11  2  1  6  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  2  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  1  0  0  0  0
 18 22  2  0  0  0  0
 19 23  2  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014428

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1

> <INCHI_KEY>
YNNUSGIPVFPVBX-NHCUHLMSSA-N

> <FORMULA>
C21H26ClNO

> <MOLECULAR_WEIGHT>
343.89

> <EXACT_MASS>
343.170292166

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
39.06261954008974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine

> <ALOGPS_LOGP>
5.29

> <JCHEM_LOGP>
4.923333277

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.551244750561702

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
101.64760000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
clemastine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014428
     RDKit          3D
Clemastine
 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.1642    0.9298   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2172    0.4888    0.2352 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7434   -0.1491    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4177   -1.6052    1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1812   -1.6480    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1655   -0.3604   -0.2907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8922    0.3903   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -0.3816   -0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682    0.4607   -0.4296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    0.1253   -0.7494 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7557   -0.1834   -2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -0.9298    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -2.2575   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716   -3.2295    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255   -2.9149    1.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8746   -1.5998    1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324   -0.6424    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    1.3822   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700    2.1674    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    3.3622    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7284    3.7650    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5570    5.2667    0.3655 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0904    2.9750   -1.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4396    1.7926   -1.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494    1.1389   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546    0.1458   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149    1.8852   -0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8644   -0.0494    1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    0.3230    2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2061   -1.9666    2.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2331   -2.1706    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -2.4825   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055   -1.7298    1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3956   -0.4765   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063    1.3249   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    0.6149    0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6737   -1.3196   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -0.5599   -1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -0.6653   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7031    0.7764   -2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567   -0.8409   -2.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888   -2.5563   -0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850   -4.2744    0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0123   -3.6970    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6145   -1.2961    2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489    0.3975    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509    1.8726    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3696    3.9383    1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    3.2953   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    1.1674   -2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  6  2  1  0
 17 12  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 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  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 26987                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       4.620  -5.632   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       6.160   0.528   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      10.772   3.356   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       9.240   3.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.614   4.602   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.758   5.632   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.092   4.862   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.470   1.861   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.930   1.861   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.802   2.212   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620   0.528   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620  -1.012   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.620   2.068   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080   0.528   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.286  -1.782   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.954  -1.782   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.954   2.838   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.286   2.838   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.286  -3.322   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.954  -3.322   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.954   4.378   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.286   4.378   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.620  -4.092   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.620   5.148   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2    9   11                                                       
CONECT    3    4    7   10                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    3    6                                                       
CONECT    8    4    9                                                       
CONECT    9    2    8                                                       
CONECT   10    3                                                            
CONECT   11    2   12   13   14                                             
CONECT   12   11   15   16                                                  
CONECT   13   11   17   18                                                  
CONECT   14   11                                                            
CONECT   15   12   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   21                                                       
CONECT   18   13   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   23                                                       
CONECT   21   17   24                                                       
CONECT   22   18   24                                                       
CONECT   23    1   19   20                                                  
CONECT   24   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0014428
HETATM    1  C1  UNL     1      -5.164   0.930  -0.733  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.217   0.489   0.235  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.743  -0.149   1.395  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.418  -1.605   1.322  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.181  -1.648   0.458  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.165  -0.360  -0.291  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.892   0.390  -0.137  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.661  -0.382  -0.646  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.368   0.461  -0.430  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.637   0.125  -0.749  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.756  -0.183  -2.249  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.276  -0.930   0.030  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.948  -2.257  -0.153  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.572  -3.229   0.597  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.525  -2.915   1.536  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.875  -1.600   1.742  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.232  -0.642   0.975  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.422   1.382  -0.558  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.070   2.167   0.520  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.694   3.362   0.842  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.728   3.765   0.012  1.00  0.00           C  
HETATM   22 CL1  UNL     1       4.557   5.267   0.365  1.00  0.00          CL  
HETATM   23  C20 UNL     1       4.090   2.975  -1.082  1.00  0.00           C  
HETATM   24  C21 UNL     1       3.440   1.793  -1.362  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.649   1.139  -1.682  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.955   0.146  -0.860  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.615   1.885  -0.333  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.864  -0.049   1.345  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.453   0.323   2.348  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.206  -1.967   2.342  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.233  -2.171   0.821  1.00  0.00           H  
HETATM   32  H8  UNL     1      -3.205  -2.482  -0.264  1.00  0.00           H  
HETATM   33  H9  UNL     1      -2.305  -1.730   1.146  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.396  -0.476  -1.376  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.906   1.325  -0.747  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.675   0.615   0.912  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.674  -1.320  -0.066  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.891  -0.560  -1.730  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.749  -0.665  -2.364  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.703   0.776  -2.797  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.957  -0.841  -2.601  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.189  -2.556  -0.898  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.285  -4.274   0.424  1.00  0.00           H  
HETATM   44  H20 UNL     1       4.012  -3.697   2.126  1.00  0.00           H  
HETATM   45  H21 UNL     1       4.614  -1.296   2.463  1.00  0.00           H  
HETATM   46  H22 UNL     1       3.549   0.397   1.172  1.00  0.00           H  
HETATM   47  H23 UNL     1       1.251   1.873   1.196  1.00  0.00           H  
HETATM   48  H24 UNL     1       2.370   3.938   1.711  1.00  0.00           H  
HETATM   49  H25 UNL     1       4.899   3.295  -1.726  1.00  0.00           H  
HETATM   50  H26 UNL     1       3.703   1.167  -2.204  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    6
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10
CONECT   10   11   12   18
CONECT   11   39   40   41
CONECT   12   13   13   17
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   44
CONECT   16   17   17   45
CONECT   17   46
CONECT   18   19   19   24
CONECT   19   20   47
CONECT   20   21   21   48
CONECT   21   22   23
CONECT   23   24   24   49
CONECT   24   50
END

HMDB0014428
     RDKit          3D
Clemastine
 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.1642    0.9298   -0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2172    0.4888    0.2352 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7434   -0.1491    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4177   -1.6052    1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1812   -1.6480    0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1655   -0.3604   -0.2907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8922    0.3903   -0.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6610   -0.3816   -0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3682    0.4607   -0.4296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    0.1253   -0.7494 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7557   -0.1834   -2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -0.9298    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -2.2575   -0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716   -3.2295    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255   -2.9149    1.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8746   -1.5998    1.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324   -0.6424    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4219    1.3822   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0700    2.1674    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    3.3622    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7284    3.7650    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5570    5.2667    0.3655 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0904    2.9750   -1.0822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4396    1.7926   -1.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494    1.1389   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9546    0.1458   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6149    1.8852   -0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8644   -0.0494    1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    0.3230    2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2061   -1.9666    2.3423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2331   -2.1706    0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -2.4825   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3055   -1.7298    1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3956   -0.4765   -1.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9063    1.3249   -0.7469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    0.6149    0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6737   -1.3196   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910   -0.5599   -1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7485   -0.6653   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7031    0.7764   -2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9567   -0.8409   -2.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1888   -2.5563   -0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2850   -4.2744    0.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0123   -3.6970    2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6145   -1.2961    2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489    0.3975    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509    1.8726    1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3696    3.9383    1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991    3.2953   -1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    1.1674   -2.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  6  2  1  0
 17 12  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 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  6
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-(2R)-2-(2-(((R)-p-Chloro-alpha-methyl-alpha-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine	ChEBI
(+)-(2R)-2-[2-[[(R)-p-Chloro-alpha-methyl-alpha-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine	ChEBI
Clemastina	ChEBI
Clemastinum	ChEBI
(+)-(2R)-2-(2-(((R)-p-Chloro-a-methyl-a-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine	Generator
(+)-(2R)-2-(2-(((R)-p-Chloro-α-methyl-α-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine	Generator
(+)-(2R)-2-[2-[[(R)-p-Chloro-a-methyl-a-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine	Generator
(+)-(2R)-2-[2-[[(R)-p-Chloro-α-methyl-α-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine	Generator
Clemastine fumarate	HMDB
Tavist	HMDB
Tavegyl	HMDB
2-(2-(1-(4-Chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidine	HMDB
Meclastine	HMDB
Mecloprodin	HMDB

Chemical Formula

C₂₁H₂₆ClNO

Average Molecular Weight

343.89

Monoisotopic Molecular Weight

343.170292166

IUPAC Name

(2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine

Traditional Name

clemastine

CAS Registry Number

15686-51-8

SMILES

CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1

InChI Key

YNNUSGIPVFPVBX-NHCUHLMSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Benzylether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
N-alkylpyrrolidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Dialkyl ether
Azacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monochlorobenzenes (CHEBI:3738 )
N-alkylpyrrolidine (CHEBI:3738 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	178 °C (hydrogen fumarate formulation)	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0004 g/L	Not Available
LogP	5.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0004 g/L	ALOGPS
logP	5.29	ALOGPS
logP	4.92	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Basic)	9.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.65 m³·mol⁻¹	ChemAxon
Polarizability	39.06 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	180.191	30932474
DeepCCS	[M-H]-	177.79	30932474
DeepCCS	[M-2H]-	212.125	30932474
DeepCCS	[M+Na]+	187.352	30932474
AllCCS	[M+H]+	182.8	32859911
AllCCS	[M+H-H2O]+	179.6	32859911
AllCCS	[M+NH4]+	185.7	32859911
AllCCS	[M+Na]+	186.6	32859911
AllCCS	[M-H]-	188.1	32859911
AllCCS	[M+Na-2H]-	188.2	32859911
AllCCS	[M+HCOO]-	188.4	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.	8.34 minutes	32390414
Predicted by Siyang on May 30, 2022	12.3258 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.1 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	48.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1716.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	248.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	199.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	127.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	525.5 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	509.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	389.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1130.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	463.1 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	1248.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	277.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	357.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	305.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	257.4 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	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Clemastine	CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	3238.8	Standard polar	33892256
Clemastine	CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	2485.9	Standard non polar	33892256
Clemastine	CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	2426.4	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 - Clemastine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-9381000000-2be9b3484b69dbb1ec63	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clemastine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Clemastine 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 - Clemastine 10V, Positive-QTOF	splash10-0006-0219000000-53f17c8ceacb47bd5078	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 20V, Positive-QTOF	splash10-01q9-9654000000-256b7783ad5643c033a0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 40V, Positive-QTOF	splash10-0159-9230000000-a33cd510091ea6d3b4a2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 10V, Negative-QTOF	splash10-0006-0049000000-3acb1542ee1bb658496b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 20V, Negative-QTOF	splash10-001l-1396000000-5c34f94642de71cce41b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 40V, Negative-QTOF	splash10-0159-4970000000-3e174d2a679bb5d9d1a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 10V, Positive-QTOF	splash10-014i-0292000000-dabaff00449bbd64c5d2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 20V, Positive-QTOF	splash10-014i-0490000000-03484546c277f858fe09	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 40V, Positive-QTOF	splash10-017r-1940000000-1f12fcabbb87d6d6bb38	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 10V, Negative-QTOF	splash10-0006-0069000000-e82fab8cc80ce105c0c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 20V, Negative-QTOF	splash10-0uy3-2921000000-3f8372d3f78db3aa22f3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Clemastine 40V, Negative-QTOF	splash10-02ti-3970000000-54df7e5483a544588256	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Clemastine 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 DB00283	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00283	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00283

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25129

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Clemastine

METLIN ID

Not Available

PubChem Compound

26987

PDB ID

Not Available

ChEBI ID

3738

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

Hayashi H, Okajima M, Yamada K: Atrial T (Ta) loop in dogs with or without atrial injury. Am Heart J. 1976 May;91(5):607-17. [PubMed:1266718 ]
Schran HF, Petryk L, Chang CT, O'Connor R, Gelbert MB: The pharmacokinetics and bioavailability of clemastine and phenylpropanolamine in single-component and combination formulations. J Clin Pharmacol. 1996 Oct;36(10):911-22. [PubMed:8930778 ]

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. 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 ]
Taniguchi K, Urakami M, Takanaka K: [Effects of antiallergic agents on polymorphonuclear leukocytes. The inhibition of arachidonic acid release and superoxide production]. Nihon Yakurigaku Zasshi. 1987 Aug;90(2):97-103. [PubMed:2890562 ]
Hallberg T, Dohlsten M, Baldetorp B: Demonstration of histamine receptors on human platelets by flow cytometry. Scand J Haematol. 1984 Feb;32(2):113-8. [PubMed:6701456 ]
Dorsch W, Hintschich C, Neuhauser J, Weber J: Sequential histamine inhalations cause increased bronchial histamine reactivity in guinea pigs: role of platelets, thromboxanes and prostacyclin. Naunyn Schmiedebergs Arch Pharmacol. 1984 Sep;327(2):148-55. [PubMed:6387510 ]
Taniguchi K, Masuda Y, Takanaka K: Inhibitory effects of histamine H1 receptor blocking drugs on metabolic activations of neutrophils. J Pharmacobiodyn. 1991 Feb;14(2):87-93. [PubMed:1678430 ]
Oishi R, Shishido S, Yamori M, Saeki K: Comparison of the effects of eleven histamine H1-receptor antagonists on monoamine turnover in the mouse brain. Naunyn Schmiedebergs Arch Pharmacol. 1994 Feb;349(2):140-4. [PubMed:7513381 ]
Thomas RH, Browne PD, Kirby JD: The influence of ranitidine, alone and in combination with clemastine, on histamine-mediated cutaneous weal and flare reactions in human skin. Br J Clin Pharmacol. 1985 Oct;20(4):377-82. [PubMed:4074605 ]
Thomson NC, Kerr JW: Effect of inhaled H1 and H2 receptor antagonist in normal and asthmatic subjects. Thorax. 1980 Jun;35(6):428-34. [PubMed:6449094 ]
Hayashi H, Okajima M, Yamada K: Atrial T (Ta) loop in dogs with or without atrial injury. Am Heart J. 1976 May;91(5):607-17. [PubMed:1266718 ]
Schran HF, Petryk L, Chang CT, O'Connor R, Gelbert MB: The pharmacokinetics and bioavailability of clemastine and phenylpropanolamine in single-component and combination formulations. J Clin Pharmacol. 1996 Oct;36(10):911-22. [PubMed:8930778 ]

Showing metabocard for Clemastine (HMDB0014428)

MOL for HMDB0014428 (Clemastine)

3D MOL for HMDB0014428 (Clemastine)

3D SDF for HMDB0014428 (Clemastine)

3D-SDF for HMDB0014428 (Clemastine)

PDB for HMDB0014428 (Clemastine)

3D PDB for HMDB0014428 (Clemastine)

SMILES for HMDB0014428 (Clemastine)

INCHI for HMDB0014428 (Clemastine)

Structure for HMDB0014428 (Clemastine)

3D Structure for HMDB0014428 (Clemastine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References