Jump To Section:

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 02:51:42 UTC

HMDB ID

HMDB0014697

Secondary Accession Numbers

HMDB14697

Metabolite Identification

Common Name

Hydroxyzine

Description

Hydroxyzine, also known as hidroxizina or hychotine, 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. A N-alkylpiperazine that is piperzine in which the nitrogens atoms are substituted by 2-(2-hydroxyethoxy)ethyl and (4-chlorophenyl)(phenyl)methyl groups respectively. Hydroxyzine is a very strong basic compound (based on its pKa). In humans, hydroxyzine is involved in hydroxyzine h1-antihistamine action. Hydroxyzine is a potentially toxic compound.

Structure

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

557
  Mrv0541 02231214462D          

 26 28  0  0  1  0            999 V2000
    1.6500   -4.1746    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.0130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 14  1  0  0  0  0
  2 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4 10  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 10 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
 25 26  1  0  0  0  0
M  END

HMDB0014697
     RDKit          3D
Hydroxyzine
 53 55  0  0  0  0  0  0  0  0999 V2000
    6.6860    0.6980    1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9653    0.7429   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5875    0.0721    0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7212   -1.2255    0.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -1.9203    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376   -2.0297   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1201   -0.7899   -0.8156 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2928   -0.9964   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525    0.0037   -2.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -0.3349   -1.0103 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571    0.4072   -0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    1.5704   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351    2.5770   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582    3.6821    0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3182    3.7725    1.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466    2.7563    1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109    1.6801    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1470   -0.5030   -0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2363   -0.3345   -1.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3290   -1.1509   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3441   -2.1542   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7084   -3.2240   -0.2974 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -2.3233    0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657   -1.4915    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -0.5245    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3641   -0.0301    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0538   -0.2291    1.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5629    0.2413   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324    1.8092   -0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    0.6665    0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0820    0.2051   -0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290   -2.9933    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426   -1.5494    1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215   -2.4532   -1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407   -2.7960   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -2.0156   -2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480   -0.8389   -2.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969    1.0168   -2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3843   -0.2283   -3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.8258   -2.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877    2.6069   -0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    4.4825    0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356    4.6212    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0724    2.8447    2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8224    0.8936    0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2456    0.4594   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100   -1.0400   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -3.1087    1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010   -1.6489    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    0.0002    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -1.5975    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157   -0.1394    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    1.0353   -0.1061 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 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
 10 25  1  0
 25 26  1  0
 26  7  1  0
 17 12  1  0
 24 18  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
M  END

557
  Mrv0541 02231214462D          

 26 28  0  0  1  0            999 V2000
    1.6500   -4.1746    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.0130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.6995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 14  1  0  0  0  0
  2 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4 10  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 10 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
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014697

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCOCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2

> <INCHI_KEY>
ZQDWXGKKHFNSQK-UHFFFAOYSA-N

> <FORMULA>
C21H27ClN2O2

> <MOLECULAR_WEIGHT>
374.904

> <EXACT_MASS>
374.176105825

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
41.985323357132714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethan-1-ol

> <ALOGPS_LOGP>
3.43

> <JCHEM_LOGP>
3.4129695053333338

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.121227712832777

> <JCHEM_PKA_STRONGEST_BASIC>
7.817691974573146

> <JCHEM_POLAR_SURFACE_AREA>
35.940000000000005

> <JCHEM_REFRACTIVITY>
107.07420000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxyzine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014697
     RDKit          3D
Hydroxyzine
 53 55  0  0  0  0  0  0  0  0999 V2000
    6.6860    0.6980    1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9653    0.7429   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5875    0.0721    0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7212   -1.2255    0.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -1.9203    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376   -2.0297   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1201   -0.7899   -0.8156 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2928   -0.9964   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525    0.0037   -2.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -0.3349   -1.0103 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571    0.4072   -0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    1.5704   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351    2.5770   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582    3.6821    0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3182    3.7725    1.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466    2.7563    1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109    1.6801    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1470   -0.5030   -0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2363   -0.3345   -1.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3290   -1.1509   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3441   -2.1542   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7084   -3.2240   -0.2974 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -2.3233    0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657   -1.4915    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -0.5245    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3641   -0.0301    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0538   -0.2291    1.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5629    0.2413   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324    1.8092   -0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    0.6665    0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0820    0.2051   -0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290   -2.9933    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426   -1.5494    1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215   -2.4532   -1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407   -2.7960   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -2.0156   -2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480   -0.8389   -2.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969    1.0168   -2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3843   -0.2283   -3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.8258   -2.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877    2.6069   -0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    4.4825    0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356    4.6212    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0724    2.8447    2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8224    0.8936    0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2456    0.4594   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100   -1.0400   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -3.1087    1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010   -1.6489    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    0.0002    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -1.5975    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157   -0.1394    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    1.0353   -0.1061 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 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
 10 25  1  0
 25 26  1  0
 26  7  1  0
 17 12  1  0
 24 18  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 557                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       3.080  -7.793   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       9.748   3.758   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.416   6.838   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       8.415  -3.172   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       8.415  -0.092   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.748  -2.402   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081  -2.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.748  -0.862   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081  -0.862   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415  -4.713   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   1.448   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081  -5.483   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748  -5.483   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.748   2.218   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -7.023   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -4.713   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.082  -4.713   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.748  -7.023   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.748  -7.793   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -5.483   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.416  -5.483   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.082  -7.793   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414  -7.023   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.416  -7.023   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.082   4.528   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.082   6.068   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   14   25                                                       
CONECT    3   26                                                            
CONECT    4    6    7   10                                                  
CONECT    5    8    9   11                                                  
CONECT    6    4    8                                                       
CONECT    7    4    9                                                       
CONECT    8    5    6                                                       
CONECT    9    5    7                                                       
CONECT   10    4   12   13                                                  
CONECT   11    5   14                                                       
CONECT   12   10   15   16                                                  
CONECT   13   10   17   18                                                  
CONECT   14    2   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                                                       
CONECT   25    2   26                                                       
CONECT   26    3   25                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0014697
HETATM    1  O1  UNL     1       6.686   0.698   1.188  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.965   0.743  -0.001  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.588   0.072   0.161  1.00  0.00           C  
HETATM    4  O2  UNL     1       4.721  -1.225   0.517  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.585  -1.920   0.759  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.638  -2.030  -0.364  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.120  -0.790  -0.816  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.293  -0.996  -2.014  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.152   0.004  -2.068  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.764  -0.335  -1.010  1.00  0.00           N  
HETATM   11  C7  UNL     1      -1.957   0.407  -0.928  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.036   1.570  -0.076  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.135   2.577  -0.063  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.258   3.682   0.797  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.318   3.772   1.666  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.247   2.756   1.667  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.111   1.680   0.817  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.147  -0.503  -0.782  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.236  -0.334  -1.600  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.329  -1.151  -1.469  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.344  -2.154  -0.510  1.00  0.00           C  
HETATM   22 CL1  UNL     1      -6.708  -3.224  -0.297  1.00  0.00          CL  
HETATM   23  C18 UNL     1      -4.252  -2.323   0.311  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.166  -1.492   0.161  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.068  -0.524   0.246  1.00  0.00           C  
HETATM   26  C21 UNL     1       1.364  -0.030   0.160  1.00  0.00           C  
HETATM   27  H1  UNL     1       7.054  -0.229   1.342  1.00  0.00           H  
HETATM   28  H2  UNL     1       6.563   0.241  -0.779  1.00  0.00           H  
HETATM   29  H3  UNL     1       5.832   1.809  -0.274  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.060   0.667   0.930  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.082   0.205  -0.841  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.929  -2.993   0.996  1.00  0.00           H  
HETATM   33  H7  UNL     1       3.043  -1.549   1.677  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.221  -2.453  -1.247  1.00  0.00           H  
HETATM   35  H9  UNL     1       1.841  -2.796  -0.170  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.894  -2.016  -2.030  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.948  -0.839  -2.881  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.497   1.017  -2.138  1.00  0.00           H  
HETATM   39  H13 UNL     1      -0.384  -0.228  -3.033  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.102   0.826  -2.003  1.00  0.00           H  
HETATM   41  H15 UNL     1      -0.288   2.607  -0.693  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.536   4.483   0.803  1.00  0.00           H  
HETATM   43  H17 UNL     1      -2.436   4.621   2.344  1.00  0.00           H  
HETATM   44  H18 UNL     1      -4.072   2.845   2.356  1.00  0.00           H  
HETATM   45  H19 UNL     1      -3.822   0.894   0.813  1.00  0.00           H  
HETATM   46  H20 UNL     1      -4.246   0.459  -2.373  1.00  0.00           H  
HETATM   47  H21 UNL     1      -6.210  -1.040  -2.107  1.00  0.00           H  
HETATM   48  H22 UNL     1      -4.227  -3.109   1.083  1.00  0.00           H  
HETATM   49  H23 UNL     1      -2.301  -1.649   0.842  1.00  0.00           H  
HETATM   50  H24 UNL     1      -0.590   0.000   1.049  1.00  0.00           H  
HETATM   51  H25 UNL     1      -0.003  -1.598   0.502  1.00  0.00           H  
HETATM   52  H26 UNL     1       1.816  -0.139   1.147  1.00  0.00           H  
HETATM   53  H27 UNL     1       1.402   1.035  -0.106  1.00  0.00           H  
CONECT    1    2   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   26
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   25
CONECT   11   12   18   40
CONECT   12   13   13   17
CONECT   13   14   41
CONECT   14   15   15   42
CONECT   15   16   43
CONECT   16   17   17   44
CONECT   17   45
CONECT   18   19   19   24
CONECT   19   20   46
CONECT   20   21   21   47
CONECT   21   22   23
CONECT   23   24   24   48
CONECT   24   49
CONECT   25   26   50   51
CONECT   26   52   53
END

HMDB0014697
     RDKit          3D
Hydroxyzine
 53 55  0  0  0  0  0  0  0  0999 V2000
    6.6860    0.6980    1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9653    0.7429   -0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5875    0.0721    0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7212   -1.2255    0.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5853   -1.9203    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376   -2.0297   -0.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1201   -0.7899   -0.8156 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2928   -0.9964   -2.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1525    0.0037   -2.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -0.3349   -1.0103 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9571    0.4072   -0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0360    1.5704   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1351    2.5770   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582    3.6821    0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3182    3.7725    1.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2466    2.7563    1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109    1.6801    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1470   -0.5030   -0.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2363   -0.3345   -1.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3290   -1.1509   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3441   -2.1542   -0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7084   -3.2240   -0.2974 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2517   -2.3233    0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657   -1.4915    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680   -0.5245    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3641   -0.0301    0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0538   -0.2291    1.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5629    0.2413   -0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324    1.8092   -0.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    0.6665    0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0820    0.2051   -0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290   -2.9933    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426   -1.5494    1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2215   -2.4532   -1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407   -2.7960   -0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -2.0156   -2.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480   -0.8389   -2.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969    1.0168   -2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3843   -0.2283   -3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.8258   -2.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2877    2.6069   -0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362    4.4825    0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356    4.6212    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0724    2.8447    2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8224    0.8936    0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2456    0.4594   -2.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2100   -1.0400   -2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2274   -3.1087    1.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3010   -1.6489    0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    0.0002    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -1.5975    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157   -0.1394    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4019    1.0353   -0.1061 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
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 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
 10 25  1  0
 25 26  1  0
 26  7  1  0
 17 12  1  0
 24 18  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hidroxizina	ChEBI
Hychotine	ChEBI
Hydroxine	ChEBI
Hydroxizine	ChEBI
Hydroxizinum	ChEBI
Hydroxycine	ChEBI
Hydroxyzin	ChEBI
Hydroxyzinum	ChEBI
Marex	Kegg
Hydroxyzine base	HMDB
Hydroxyzine pamoate	HMDB
Hydroxyzyne	HMDB
Idrossizina	HMDB
Atarax	HMDB
Hydroxyzine hydrochloride	HMDB
Orgatrax	HMDB
2-(2-(4-((4-Chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)ethanol	HMDB
Hydroxyzine dihydrochloride	HMDB
Vistaril	HMDB
Durrax	HMDB
Pamoate, hydroxyzine	HMDB

Chemical Formula

C₂₁H₂₇ClN₂O₂

Average Molecular Weight

374.904

Monoisotopic Molecular Weight

374.176105825

IUPAC Name

2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethan-1-ol

Traditional Name

hydroxyzine

CAS Registry Number

68-88-2

SMILES

OCCOCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2

InChI Key

ZQDWXGKKHFNSQK-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
Chlorobenzene
Aralkylamine
Halobenzene
N-alkylpiperazine
Aryl chloride
Aryl halide
1,4-diazinane
Piperazine
Tertiary aliphatic amine
Tertiary amine
Dialkyl ether
Azacycle
Ether
Organoheterocyclic compound
Organohalogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organic oxygen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monochlorobenzenes (CHEBI:5818 )
N-alkylpiperazine (CHEBI:5818 )
hydroxyether (CHEBI:5818 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	190 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.091 g/L	Not Available
LogP	2.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	197.4	30932474
[M+H]+	Not Available	195.398	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000803

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.091 g/L	ALOGPS
logP	3.43	ALOGPS
logP	3.41	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	15.12	ChemAxon
pKa (Strongest Basic)	7.82	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.94 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	107.07 m³·mol⁻¹	ChemAxon
Polarizability	41.99 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]+	187.914	30932474
DeepCCS	[M-H]-	185.556	30932474
DeepCCS	[M-2H]-	219.346	30932474
DeepCCS	[M+Na]+	194.821	30932474
AllCCS	[M+H]+	189.5	32859911
AllCCS	[M+H-H2O]+	186.8	32859911
AllCCS	[M+NH4]+	192.0	32859911
AllCCS	[M+Na]+	192.8	32859911
AllCCS	[M-H]-	191.7	32859911
AllCCS	[M+Na-2H]-	192.0	32859911
AllCCS	[M+HCOO]-	192.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hydroxyzine	OCCOCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	3569.3	Standard polar	33892256
Hydroxyzine	OCCOCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	2857.8	Standard non polar	33892256
Hydroxyzine	OCCOCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1	2865.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hydroxyzine,1TMS,isomer #1	C[Si](C)(C)OCCOCCN1CCN(C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)CC1	3008.9	Semi standard non polar	33892256
Hydroxyzine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCOCCN1CCN(C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)CC1	3190.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Hydroxyzine EI-B (Non-derivatized)	splash10-0udi-6491000000-95c46c16c2b29900f4d9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hydroxyzine EI-B (Non-derivatized)	splash10-0udi-6491000000-95c46c16c2b29900f4d9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyzine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udj-4291000000-5750700bc5e75e581102	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyzine GC-MS (1 TMS) - 70eV, Positive	splash10-0udr-6589100000-8c29584ceed777207042	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyzine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxyzine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0uxr-4591000000-d2e3424c44feae8a5d9c	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 - Hydroxyzine , positive-QTOF	splash10-0udi-0593000000-f20d2328497a3a80239b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxyzine 30V, Positive-QTOF	splash10-0udi-0090000000-1775dbd78559702d467d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxyzine 15V, Positive-QTOF	splash10-0ufr-0095000000-2486fd8f41ddb000ef30	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxyzine 45V, Positive-QTOF	splash10-0udi-0490000000-34f4ae7f6d96a96d8174	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxyzine 60V, Positive-QTOF	splash10-014i-0920000000-4a9f93b8b1f05c5bbf5f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxyzine 45V, Positive-QTOF	splash10-0udi-0490000000-a0279bcdd59b767b1c23	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxyzine 75V, Positive-QTOF	splash10-014i-0900000000-11dd6f0d87e2b77549b1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydroxyzine 90V, Positive-QTOF	splash10-014i-0900000000-3f8b71c3d5770c87aee1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 10V, Positive-QTOF	splash10-004i-0019000000-f6d89e75a6d7e8af9001	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 20V, Positive-QTOF	splash10-0w4i-3179000000-af704769cca5c3dc8e6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 40V, Positive-QTOF	splash10-0udj-5292000000-d581a3d2a57e2fa067fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 10V, Negative-QTOF	splash10-00di-1009000000-753db826ff35e907de51	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 20V, Negative-QTOF	splash10-00di-2029000000-b8ad29be99c096f6967a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 40V, Negative-QTOF	splash10-01ox-9061000000-5b2e7de6b58b52c40177	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 10V, Negative-QTOF	splash10-00di-1009000000-ce968b789a986f8f3fc3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 20V, Negative-QTOF	splash10-0abc-9016000000-407400d539246a74d942	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 40V, Negative-QTOF	splash10-0w5c-3291000000-5bcbb07a54b5bbc8895e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 10V, Positive-QTOF	splash10-0fb9-0079000000-7d6c850012f146c2d074	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 20V, Positive-QTOF	splash10-0udi-0090000000-35c9b971bf421f75d391	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxyzine 40V, Positive-QTOF	splash10-0udi-2191000000-2083d212703dd6c90743	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
Hydroxyzine 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 DB00557	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00557	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

DB00557

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3531

KEGG Compound ID

C07045

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hydroxyzine

METLIN ID

Not Available

PubChem Compound

3658

PDB ID

Not Available

ChEBI ID

5818

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

Clark BG, Araki M, Brown HW: Hydroxyzine-associated tardive dyskinesia. Ann Neurol. 1982 Apr;11(4):435. [PubMed:7103423 ]
HUTCHEON DE, MORRIS DL, SCRIABINE A: Cardiovascular action of hydroxyzine (atarax). J Pharmacol Exp Ther. 1956 Dec;118(4):451-60. [PubMed:13385806 ]
DOLAN CM: Management of emotional disturbances; use of hydroxyzine (atarax) in general practice. Calif Med. 1958 Jun;88(6):443-4. [PubMed:13536863 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

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

Enzyme Details

2. Histamine H1 receptor

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

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Spahr L, Coeytaux A, Giostra E, Hadengue A, Annoni JM: Histamine H1 blocker hydroxyzine improves sleep in patients with cirrhosis and minimal hepatic encephalopathy: a randomized controlled pilot trial. Am J Gastroenterol. 2007 Apr;102(4):744-53. Epub 2007 Jan 11. [PubMed:17222324 ]
Sakaguchi T, Itoh H, Ding WG, Tsuji K, Nagaoka I, Oka Y, Ashihara T, Ito M, Yumoto Y, Zenda N, Higashi Y, Takeyama Y, Matsuura H, Horie M: Hydroxyzine, a first generation H(1)-receptor antagonist, inhibits human ether-a-go-go-related gene (HERG) current and causes syncope in a patient with the HERG mutation. J Pharmacol Sci. 2008 Dec;108(4):462-71. Epub 2008 Dec 5. [PubMed:19057127 ]
Chen C: Physicochemical, pharmacological and pharmacokinetic properties of the zwitterionic antihistamines cetirizine and levocetirizine. Curr Med Chem. 2008;15(21):2173-91. [PubMed:18781943 ]
Snowman AM, Snyder SH: Cetirizine: actions on neurotransmitter receptors. J Allergy Clin Immunol. 1990 Dec;86(6 Pt 2):1025-8. [PubMed:1979798 ]

Showing metabocard for Hydroxyzine (HMDB0014697)

MOL for HMDB0014697 (Hydroxyzine)

3D MOL for HMDB0014697 (Hydroxyzine)

3D SDF for HMDB0014697 (Hydroxyzine)

3D-SDF for HMDB0014697 (Hydroxyzine)

PDB for HMDB0014697 (Hydroxyzine)

3D PDB for HMDB0014697 (Hydroxyzine)

SMILES for HMDB0014697 (Hydroxyzine)

INCHI for HMDB0014697 (Hydroxyzine)

Structure for HMDB0014697 (Hydroxyzine)

3D Structure for HMDB0014697 (Hydroxyzine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References