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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

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

HMDB0014875

Secondary Accession Numbers

HMDB14875

Metabolite Identification

Common Name

Meclizine

Description

Meclizine is only found in individuals that have used or taken this drug. It is a histamine H1 antagonist used in the treatment of motion sickness, vertigo, and nausea during pregnancy and radiation sickness. [PubChem]Along with its actions as an antagonist at H₁-receptors, meclizine also possesses anticholinergic, central nervous system depressant, and local anesthetic effects. Meclizine depresses labyrinth excitability and vestibular stimulation and may affect the medullary chemoreceptor trigger zone.

Structure

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

737
  Mrv0541 02231214582D          

 28 31  0  0  1  0            999 V2000
    1.6500   -3.3001    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  9  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  2  0  0  0  0
 15 21  1  0  0  0  0
 16 22  2  0  0  0  0
 17 23  2  0  0  0  0
 18 26  1  0  0  0  0
 19 24  2  0  0  0  0
 20 24  1  0  0  0  0
 21 25  2  0  0  0  0
 22 25  1  0  0  0  0
 23 27  1  0  0  0  0
 23 28  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

HMDB0259570
     RDKit          3D
(R)-Meclizine
 55 58  0  0  0  0  0  0  0  0999 V2000
    5.8160    2.8754   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4807    1.4595   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417    0.5111   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1555   -0.8024   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9405   -1.1752    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.2389    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6759   -0.6818    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458   -1.2177    0.3182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3753   -0.3004   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    0.2939   -0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0256   -0.7267   -0.4627 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850   -0.1350    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    1.0353   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400    2.1843    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132    3.3107   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171    3.2368   -1.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586    2.0801   -2.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913    0.9743   -1.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2874   -1.0860    0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611   -1.1039    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100   -1.9660    1.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137   -2.8473    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7447   -3.9400    1.1635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7496   -2.8418   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -1.9745   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171   -1.9080    0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.6920    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    1.0771    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066    3.0194   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320    3.4793    0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190    3.2438   -1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4006    0.7828   -0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8856   -1.5715   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7492   -2.2030    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.2019    1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -1.3907    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4369   -0.8011   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019    0.5298   -0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0062    0.9558    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2148    0.9230   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863    0.2311    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    2.2880    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    4.2145   -0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9882    4.1103   -2.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532    2.0533   -3.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277    0.0996   -2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882   -0.4254    2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5212   -1.9646    2.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -3.5222   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -1.9914   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -2.2920    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -2.7190   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553   -0.8890    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8868   -2.6134    1.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367    1.8501    0.6220 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  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
 12 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 11 26  1  0
 26 27  1  0
  6 28  2  0
 28  2  1  0
 27  8  1  0
 18 13  1  0
 25 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
M  END

737
  Mrv0541 02231214582D          

 28 31  0  0  1  0            999 V2000
    1.6500   -3.3001    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  9  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  2  0  0  0  0
 15 21  1  0  0  0  0
 16 22  2  0  0  0  0
 17 23  2  0  0  0  0
 18 26  1  0  0  0  0
 19 24  2  0  0  0  0
 20 24  1  0  0  0  0
 21 25  2  0  0  0  0
 22 25  1  0  0  0  0
 23 27  1  0  0  0  0
 23 28  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014875

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(CN2CCN(CC2)C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H27ClN2/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23/h2-13,18,25H,14-17,19H2,1H3

> <INCHI_KEY>
OCJYIGYOJCODJL-UHFFFAOYSA-N

> <FORMULA>
C25H27ClN2

> <MOLECULAR_WEIGHT>
390.948

> <EXACT_MASS>
390.186276581

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
44.86953307259893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(4-chlorophenyl)(phenyl)methyl]-4-[(3-methylphenyl)methyl]piperazine

> <ALOGPS_LOGP>
5.59

> <JCHEM_LOGP>
6.387941532333333

> <ALOGPS_LOGS>
-5.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.160772842506658

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
119.39220000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.03e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
meclizine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0259570
     RDKit          3D
(R)-Meclizine
 55 58  0  0  0  0  0  0  0  0999 V2000
    5.8160    2.8754   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4807    1.4595   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417    0.5111   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1555   -0.8024   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9405   -1.1752    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.2389    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6759   -0.6818    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458   -1.2177    0.3182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3753   -0.3004   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    0.2939   -0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0256   -0.7267   -0.4627 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850   -0.1350    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    1.0353   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400    2.1843    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132    3.3107   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171    3.2368   -1.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586    2.0801   -2.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913    0.9743   -1.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2874   -1.0860    0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611   -1.1039    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100   -1.9660    1.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137   -2.8473    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7447   -3.9400    1.1635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7496   -2.8418   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -1.9745   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171   -1.9080    0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.6920    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    1.0771    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066    3.0194   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320    3.4793    0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190    3.2438   -1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4006    0.7828   -0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8856   -1.5715   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7492   -2.2030    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.2019    1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -1.3907    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4369   -0.8011   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019    0.5298   -0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0062    0.9558    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2148    0.9230   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863    0.2311    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    2.2880    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    4.2145   -0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9882    4.1103   -2.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532    2.0533   -3.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277    0.0996   -2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882   -0.4254    2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5212   -1.9646    2.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -3.5222   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -1.9914   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -2.2920    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -2.7190   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553   -0.8890    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8868   -2.6134    1.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367    1.8501    0.6220 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  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
 12 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 11 26  1  0
 26 27  1  0
  6 28  2  0
 28  2  1  0
 27  8  1  0
 18 13  1  0
 25 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 737                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       3.080  -6.160   0.000  0.00  0.00          Cl+0
HETATM    2  N   UNK     0       8.415  -1.540   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       8.415   1.540   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.081  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.748  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.415  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.748  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.748  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.082   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.748   5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.748  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.416  -3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.082  -6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.416   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.416  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.082   6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.416   5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.750   3.080   0.000  0.00  0.00           C+0
CONECT    1   24                                                            
CONECT    2    4    5    8                                                  
CONECT    3    6    7    9                                                  
CONECT    4    2    6                                                       
CONECT    5    2    7                                                       
CONECT    6    3    4                                                       
CONECT    7    3    5                                                       
CONECT    8    2   10   11                                                  
CONECT    9    3   12                                                       
CONECT   10    8   13   14                                                  
CONECT   11    8   15   16                                                  
CONECT   12    9   17   18                                                  
CONECT   13   10   19                                                       
CONECT   14   10   20                                                       
CONECT   15   11   21                                                       
CONECT   16   11   22                                                       
CONECT   17   12   23                                                       
CONECT   18   12   26                                                       
CONECT   19   13   24                                                       
CONECT   20   14   24                                                       
CONECT   21   15   25                                                       
CONECT   22   16   25                                                       
CONECT   23   17   27   28                                                  
CONECT   24    1   19   20                                                  
CONECT   25   21   22                                                       
CONECT   26   18   27                                                       
CONECT   27   23   26                                                       
CONECT   28   23                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0259570
HETATM    1  C1  UNL     1       5.816   2.875  -0.439  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.481   1.460  -0.134  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.442   0.511  -0.417  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.156  -0.802  -0.144  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.940  -1.175   0.400  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.963  -0.239   0.691  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.676  -0.682   1.277  1.00  0.00           C  
HETATM    8  N1  UNL     1       1.746  -1.218   0.318  1.00  0.00           N  
HETATM    9  C8  UNL     1       1.375  -0.300  -0.705  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.000   0.294  -0.512  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.026  -0.727  -0.463  1.00  0.00           N  
HETATM   12  C10 UNL     1      -2.185  -0.135   0.177  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.684   1.035  -0.578  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.040   2.184   0.076  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.513   3.311  -0.588  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.617   3.237  -1.964  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.259   2.080  -2.622  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.791   0.974  -1.942  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.287  -1.086   0.353  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.961  -1.104   1.554  1.00  0.00           C  
HETATM   21  C19 UNL     1      -5.010  -1.966   1.808  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.414  -2.847   0.840  1.00  0.00           C  
HETATM   23 CL1  UNL     1      -6.745  -3.940   1.164  1.00  0.00          CL  
HETATM   24  C21 UNL     1      -4.750  -2.842  -0.368  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.696  -1.975  -0.620  1.00  0.00           C  
HETATM   26  C23 UNL     1      -0.617  -1.908   0.222  1.00  0.00           C  
HETATM   27  C24 UNL     1       0.594  -1.692   1.083  1.00  0.00           C  
HETATM   28  C25 UNL     1       4.265   1.077   0.411  1.00  0.00           C  
HETATM   29  H1  UNL     1       6.907   3.019  -0.446  1.00  0.00           H  
HETATM   30  H2  UNL     1       5.432   3.479   0.431  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.319   3.244  -1.362  1.00  0.00           H  
HETATM   32  H4  UNL     1       7.401   0.783  -0.843  1.00  0.00           H  
HETATM   33  H5  UNL     1       6.886  -1.572  -0.353  1.00  0.00           H  
HETATM   34  H6  UNL     1       4.749  -2.203   0.600  1.00  0.00           H  
HETATM   35  H7  UNL     1       2.196   0.202   1.784  1.00  0.00           H  
HETATM   36  H8  UNL     1       2.895  -1.391   2.101  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.437  -0.801  -1.713  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.102   0.530  -0.752  1.00  0.00           H  
HETATM   39  H11 UNL     1       0.006   0.956   0.367  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.215   0.923  -1.400  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.886   0.231   1.204  1.00  0.00           H  
HETATM   42  H14 UNL     1      -2.974   2.288   1.169  1.00  0.00           H  
HETATM   43  H15 UNL     1      -3.792   4.214  -0.062  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.988   4.110  -2.522  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.353   2.053  -3.721  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.528   0.100  -2.527  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.688  -0.425   2.369  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.521  -1.965   2.748  1.00  0.00           H  
HETATM   49  H21 UNL     1      -5.056  -3.522  -1.124  1.00  0.00           H  
HETATM   50  H22 UNL     1      -3.194  -1.991  -1.571  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.419  -2.292   0.885  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.352  -2.719  -0.515  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.355  -0.889   1.808  1.00  0.00           H  
HETATM   54  H26 UNL     1       0.887  -2.613   1.591  1.00  0.00           H  
HETATM   55  H27 UNL     1       3.537   1.850   0.622  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3   28
CONECT    3    4   32
CONECT    4    5    5   33
CONECT    5    6   34
CONECT    6    7   28   28
CONECT    7    8   35   36
CONECT    8    9   27
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   26
CONECT   12   13   19   41
CONECT   13   14   14   18
CONECT   14   15   42
CONECT   15   16   16   43
CONECT   16   17   44
CONECT   17   18   18   45
CONECT   18   46
CONECT   19   20   20   25
CONECT   20   21   47
CONECT   21   22   22   48
CONECT   22   23   24
CONECT   24   25   25   49
CONECT   25   50
CONECT   26   27   51   52
CONECT   27   53   54
CONECT   28   55
END

HMDB0259570
     RDKit          3D
(R)-Meclizine
 55 58  0  0  0  0  0  0  0  0999 V2000
    5.8160    2.8754   -0.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4807    1.4595   -0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417    0.5111   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1555   -0.8024   -0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9405   -1.1752    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.2389    0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6759   -0.6818    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458   -1.2177    0.3182 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3753   -0.3004   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    0.2939   -0.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0256   -0.7267   -0.4627 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1850   -0.1350    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6840    1.0353   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0400    2.1843    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5132    3.3107   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171    3.2368   -1.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586    2.0801   -2.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913    0.9743   -1.9420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2874   -1.0860    0.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611   -1.1039    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100   -1.9660    1.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137   -2.8473    0.8400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7447   -3.9400    1.1635 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7496   -2.8418   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -1.9745   -0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171   -1.9080    0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941   -1.6920    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    1.0771    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066    3.0194   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4320    3.4793    0.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190    3.2438   -1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4006    0.7828   -0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8856   -1.5715   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7492   -2.2030    0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.2019    1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947   -1.3907    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4369   -0.8011   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019    0.5298   -0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0062    0.9558    0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2148    0.9230   -1.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863    0.2311    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9740    2.2880    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924    4.2145   -0.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9882    4.1103   -2.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3532    2.0533   -3.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277    0.0996   -2.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882   -0.4254    2.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5212   -1.9646    2.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -3.5222   -1.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -1.9914   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -2.2920    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -2.7190   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553   -0.8890    1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8868   -2.6134    1.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367    1.8501    0.6220 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  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
 12 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 11 26  1  0
 26 27  1  0
  6 28  2  0
 28  2  1  0
 27  8  1  0
 18 13  1  0
 25 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nevidoxine	Kegg
Meclozine	Kegg
Bonamine	MeSH, HMDB
Chiclida	MeSH, HMDB
Dihydrochloride, meclizine	MeSH, HMDB
Histametizyn	MeSH, HMDB
Hydrochloride, meclizine	MeSH, HMDB
Meclizine dihydrochloride	MeSH, HMDB
Monohydrochloride, meclizine	MeSH, HMDB
Parachloramine	MeSH, HMDB
Pfizer brand 1 OF meclizine dihydrochloride	MeSH, HMDB
Pfizer brand 2 OF meclizine dihydrochloride	MeSH, HMDB
Ru vert m	MeSH, HMDB
Bonine	MeSH, HMDB
Meclizine hydrochloride	MeSH, HMDB
Meclizine monohydrochloride	MeSH, HMDB
Antivert	MeSH, HMDB
D Vert	MeSH, HMDB
D-Vert	MeSH, HMDB
DVert	MeSH, HMDB
Pfizer consumer healthcare brand OF meclizine dihydrochloride	MeSH, HMDB
Ru-vert-m	MeSH, HMDB
Torrens brand OF meclizine dihydrochloride	MeSH, HMDB
Vedim brand OF meclizine dihydrochloride	MeSH, HMDB
Agyrax	MeSH, HMDB
Roberts brand OF meclizine dihydrochloride	MeSH, HMDB
RuVertM	MeSH, HMDB

Chemical Formula

C₂₅H₂₇ClN₂

Average Molecular Weight

390.948

Monoisotopic Molecular Weight

390.186276581

IUPAC Name

1-[(4-chlorophenyl)(phenyl)methyl]-4-[(3-methylphenyl)methyl]piperazine

Traditional Name

meclizine

CAS Registry Number

569-65-3

SMILES

CC1=CC(CN2CCN(CC2)C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)=CC=C1

InChI Identifier

InChI=1S/C25H27ClN2/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23/h2-13,18,25H,14-17,19H2,1H3

InChI Key

OCJYIGYOJCODJL-UHFFFAOYSA-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
Benzylamine
Phenylmethylamine
Chlorobenzene
Halobenzene
Aralkylamine
N-alkylpiperazine
Toluene
Aryl chloride
Aryl halide
1,4-diazinane
Piperazine
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Amine
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

diarylmethane (CHEBI:6709 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014875)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Meclizine H1-Antihistamine Action (PathBank: SMP0058956)

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	0.001 g/L	Not Available
LogP	5.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.001 g/L	ALOGPS
logP	5.59	ALOGPS
logP	6.39	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	8.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.39 m³·mol⁻¹	ChemAxon
Polarizability	44.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	194.789	30932474
DeepCCS	[M-H]-	192.431	30932474
DeepCCS	[M-2H]-	226.104	30932474
DeepCCS	[M+Na]+	201.333	30932474
AllCCS	[M+H]+	197.1	32859911
AllCCS	[M+H-H2O]+	194.4	32859911
AllCCS	[M+NH4]+	199.7	32859911
AllCCS	[M+Na]+	200.4	32859911
AllCCS	[M-H]-	193.2	32859911
AllCCS	[M+Na-2H]-	192.5	32859911
AllCCS	[M+HCOO]-	191.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Meclizine	CC1=CC(CN2CCN(CC2)C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)=CC=C1	3978.3	Standard polar	33892256
Meclizine	CC1=CC(CN2CCN(CC2)C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)=CC=C1	3013.8	Standard non polar	33892256
Meclizine	CC1=CC(CN2CCN(CC2)C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)=CC=C1	3144.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Meclizine EI-B (Non-derivatized)	splash10-052r-1920000000-da1d25573308648315fa	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Meclizine EI-B (Non-derivatized)	splash10-052r-1920000000-da1d25573308648315fa	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meclizine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-1984000000-59561fa9a23e78a4a1c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meclizine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Meclizine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0ap0-1910000000-a39cf62803f22b3df281	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine LC-ESI-QFT , positive-QTOF	splash10-0udi-0090000000-66c42b235873c2a66976	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine LC-ESI-QFT , positive-QTOF	splash10-0udi-0090000000-02a85fbc5761853f587f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine LC-ESI-QFT , positive-QTOF	splash10-0uxr-0590000000-4633d1c1f89a98d9a694	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine LC-ESI-QFT , positive-QTOF	splash10-0gb9-0940000000-38b1d47fb87eb43db9bd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine LC-ESI-QFT , positive-QTOF	splash10-014i-0910000000-0787c462628db9403567	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine LC-ESI-QFT , positive-QTOF	splash10-014i-0900000000-9b3d5063cf1e4fd0ecda	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine , positive-QTOF	splash10-0udi-0390000000-10b11855a2539537e5af	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine 60V, Positive-QTOF	splash10-0gb9-0940000000-5877f50e2fa5ed23d00a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine 75V, Positive-QTOF	splash10-014i-0910000000-f238a0747a77e83f6f98	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine 15V, Positive-QTOF	splash10-0udi-0090000000-e341c3ea9d734714365b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine 45V, Positive-QTOF	splash10-0uxr-0590000000-0427308d1872c2c3ac2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Meclizine 30V, Positive-QTOF	splash10-0udi-0090000000-d0c038e50dc835b3724b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 10V, Positive-QTOF	splash10-0006-0019000000-eaefbd608e93c9f35478	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 20V, Positive-QTOF	splash10-0f6x-0298000000-d9fdac408e87b3c2dc8c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 40V, Positive-QTOF	splash10-0udi-1951000000-c1876845b9081d546d74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 10V, Negative-QTOF	splash10-000i-0009000000-5a909f49cbcdca666c0e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 20V, Negative-QTOF	splash10-000i-0109000000-3c2989c5c8f415a9591f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 40V, Negative-QTOF	splash10-0006-9763000000-8429b322587128ad3a44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 10V, Positive-QTOF	splash10-0f6x-0049000000-3036ced88eac29b14a8d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 20V, Positive-QTOF	splash10-0udi-0090000000-cde3cef2a87633ad0dcd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 40V, Positive-QTOF	splash10-0udi-0980000000-73c4f8f44a2692d293c9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 10V, Negative-QTOF	splash10-000i-0009000000-64dce0b80fb1d839019b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 20V, Negative-QTOF	splash10-000i-0109000000-3b07e66adf588403a15b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Meclizine 40V, Negative-QTOF	splash10-0036-3392000000-a48c57ae3e49c939767e	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
Meclizine 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 DB00737	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00737	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00737

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3894

KEGG Compound ID

C07116

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Meclizine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

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

Enzyme Details

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

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 ]
Martins MA, Pasquale CP, e Silva PM, Pires AL, Ruffie C, Rihoux JP, Cordeiro RS, Vargaftig BB: Interference of cetirizine with the late eosinophil accumulation induced by either PAF or compound 48/80. Br J Pharmacol. 1992 Jan;105(1):176-80. [PubMed:1350745 ]
Pasquale CP, e Silva PM, Lima MC, Diaz BL, Rihoux JP, Vargaftig BB, Cordeiro RS, Martins MA: Suppression by cetirizine of pleurisy triggered by antigen in actively sensitized rats. Eur J Pharmacol. 1992 Nov 13;223(1):9-14. [PubMed:1362160 ]
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 ]

Showing metabocard for Meclizine (HMDB0014875)

MOL for HMDB0014875 (Meclizine)

3D MOL for HMDB0014875 (Meclizine)

3D SDF for HMDB0014875 (Meclizine)

3D-SDF for HMDB0014875 (Meclizine)

PDB for HMDB0014875 (Meclizine)

3D PDB for HMDB0014875 (Meclizine)

SMILES for HMDB0014875 (Meclizine)

INCHI for HMDB0014875 (Meclizine)

Structure for HMDB0014875 (Meclizine)

3D Structure for HMDB0014875 (Meclizine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References