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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-11-21 17:37:51 UTC

Update Date

2022-03-07 03:18:13 UTC

HMDB ID

HMDB0240226

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Levocetirizine

Description

Levocetirizine, also known as xazal, 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. In humans, levocetirizine is involved in the levocetirizine h1-antihistamine action pathway. Levocetirizine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Levocetirizine.

Structure

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


  Mrv1652309191718342D          

 27 29  0  0  0  0            999 V2000
   -2.4956   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -1.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506   -1.0518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0931   -2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931   -1.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506   -0.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    0.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    1.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    1.4643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    1.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    0.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -2.7018    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931    2.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943    2.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968    2.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    1.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  5  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
  2 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END

HMDB0240226
     RDKit          3D
Levocetirizine
 52 54  0  0  0  0  0  0  0  0999 V2000
    7.2787   -1.2866   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5808   -0.3996    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8265   -0.1209    1.4120 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5459    0.2892   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7901    1.1211    0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0327    0.5183    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501   -0.4562    0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    0.2048   -0.4977 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -0.7287   -1.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -0.1808   -1.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526    0.1987    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8446    0.0782    0.5541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4624   -1.2563    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559   -1.3871    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3771   -2.6323   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986   -3.7622    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4037   -3.6537    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -2.4008    0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585    1.0917   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4795    1.8935    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3505    2.8317    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5197    2.9890   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6343    4.1907   -1.6093 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8178    2.2076   -1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442    1.2664   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    0.8975    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146    1.3600   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8565    0.8549    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.9324   -1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320   -0.4697   -1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560    1.2999    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -0.0660    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499   -0.9213    1.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424   -1.2954   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -0.7710   -2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3432   -1.7451   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945    0.6722   -1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767   -0.9765   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7899    0.2874    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929   -0.5046   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963   -2.7519   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -4.7376    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921   -4.5610    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -2.3641    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482    1.7731    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9208    3.4675    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    2.3187   -2.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139    0.6577   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035    0.2903    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1170    1.7927    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687    2.0144    0.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784    1.9297   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  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
 27  8  1  0
 18 13  1  0
 25 19  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  1
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END


  Mrv1652309191718342D          

 27 29  0  0  0  0            999 V2000
   -2.4956   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -1.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506   -1.0518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0931   -2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943   -2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943   -1.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931   -1.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506   -0.2268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    0.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    1.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    1.4643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    1.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0518    0.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -2.7018    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    2.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0931    2.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943    2.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    2.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968    2.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    1.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  5  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
  2 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240226

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)COCCN1CCN(CC1)[C@H](C1=CC=CC=C1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)/t21-/m1/s1

> <INCHI_KEY>
ZKLPARSLTMPFCP-OAQYLSRUSA-N

> <FORMULA>
C21H25ClN2O3

> <MOLECULAR_WEIGHT>
388.89

> <EXACT_MASS>
388.1553704

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
41.92784762936668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
0.873692830850812

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.590379295502369

> <JCHEM_PKA_STRONGEST_BASIC>
7.420029873530935

> <JCHEM_POLAR_SURFACE_AREA>
53.01

> <JCHEM_REFRACTIVITY>
106.86649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-cetirizine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240226
     RDKit          3D
Levocetirizine
 52 54  0  0  0  0  0  0  0  0999 V2000
    7.2787   -1.2866   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5808   -0.3996    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8265   -0.1209    1.4120 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5459    0.2892   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7901    1.1211    0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0327    0.5183    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501   -0.4562    0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    0.2048   -0.4977 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -0.7287   -1.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -0.1808   -1.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526    0.1987    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8446    0.0782    0.5541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4624   -1.2563    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559   -1.3871    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3771   -2.6323   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986   -3.7622    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4037   -3.6537    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -2.4008    0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585    1.0917   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4795    1.8935    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3505    2.8317    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5197    2.9890   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6343    4.1907   -1.6093 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8178    2.2076   -1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442    1.2664   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    0.8975    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146    1.3600   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8565    0.8549    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.9324   -1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320   -0.4697   -1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560    1.2999    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -0.0660    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499   -0.9213    1.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424   -1.2954   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -0.7710   -2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3432   -1.7451   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945    0.6722   -1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767   -0.9765   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7899    0.2874    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929   -0.5046   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963   -2.7519   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -4.7376    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921   -4.5610    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -2.3641    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482    1.7731    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9208    3.4675    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    2.3187   -2.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139    0.6577   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035    0.2903    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1170    1.7927    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687    2.0144    0.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784    1.9297   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  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
 27  8  1  0
 18 13  1  0
 25 19  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  1
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END

HEADER    PROTEIN                                 19-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-SEP-17         0                                  
HETATM    1  C   UNK     0      -4.658  -2.733   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.658  -4.273   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.272  -5.043   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.963  -4.273   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.963  -2.733   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.272  -1.963   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.731  -4.273   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.731  -2.733   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.654  -1.963   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.040  -5.043   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.349  -4.273   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.349  -2.733   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.040  -1.963   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.654  -0.423   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.731   0.346   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.731   1.886   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -0.654   2.733   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -1.963   1.886   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.963   0.346   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0      -5.967  -5.043   0.000  0.00  0.00          Cl+0
HETATM   21  C   UNK     0      -0.654   4.273   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.731   5.043   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.040   4.273   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.349   4.966   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.658   4.273   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.967   4.966   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.658   2.656   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    8   10                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    5   14                                                  
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    9   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    2                                                            
CONECT   21   17   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0240226
HETATM    1  O1  UNL     1       7.279  -1.287  -0.473  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.581  -0.400   0.096  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.827  -0.121   1.412  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.546   0.289  -0.681  1.00  0.00           C  
HETATM    5  O3  UNL     1       4.790   1.121   0.073  1.00  0.00           O  
HETATM    6  C3  UNL     1       4.033   0.518   1.037  1.00  0.00           C  
HETATM    7  C4  UNL     1       3.050  -0.456   0.426  1.00  0.00           C  
HETATM    8  N1  UNL     1       2.194   0.205  -0.498  1.00  0.00           N  
HETATM    9  C5  UNL     1       1.286  -0.729  -1.160  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.144  -0.181  -1.195  1.00  0.00           C  
HETATM   11  N2  UNL     1      -0.553   0.199   0.069  1.00  0.00           N  
HETATM   12  C7  UNL     1      -1.845   0.078   0.554  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.462  -1.256   0.478  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.756  -1.387   0.026  1.00  0.00           C  
HETATM   15  C10 UNL     1      -4.377  -2.632  -0.059  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.699  -3.762   0.311  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.404  -3.654   0.766  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.799  -2.401   0.845  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.758   1.092  -0.023  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.479   1.893   0.835  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.351   2.832   0.344  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.520   2.989  -1.001  1.00  0.00           C  
HETATM   23 CL1  UNL     1      -5.634   4.191  -1.609  1.00  0.00          CL  
HETATM   24  C18 UNL     1      -3.818   2.208  -1.880  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.944   1.266  -1.378  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.387   0.898   0.893  1.00  0.00           C  
HETATM   27  C21 UNL     1       1.515   1.360  -0.022  1.00  0.00           C  
HETATM   28  H1  UNL     1       6.857   0.855   1.733  1.00  0.00           H  
HETATM   29  H2  UNL     1       6.023   0.932  -1.496  1.00  0.00           H  
HETATM   30  H3  UNL     1       4.932  -0.470  -1.242  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.556   1.300   1.665  1.00  0.00           H  
HETATM   32  H5  UNL     1       4.640  -0.066   1.789  1.00  0.00           H  
HETATM   33  H6  UNL     1       2.450  -0.921   1.279  1.00  0.00           H  
HETATM   34  H7  UNL     1       3.542  -1.295  -0.074  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.618  -0.771  -2.217  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.343  -1.745  -0.751  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.094   0.672  -1.900  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.777  -0.976  -1.638  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.790   0.287   1.681  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.293  -0.505  -0.266  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.396  -2.752  -0.414  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.202  -4.738   0.238  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.892  -4.561   1.051  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.772  -2.364   1.211  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.348   1.773   1.912  1.00  0.00           H  
HETATM   46  H19 UNL     1      -4.921   3.468   1.042  1.00  0.00           H  
HETATM   47  H20 UNL     1      -3.940   2.319  -2.953  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.414   0.658  -2.099  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.803   0.290   1.695  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.117   1.793   1.311  1.00  0.00           H  
HETATM   51  H24 UNL     1       2.169   2.014   0.564  1.00  0.00           H  
HETATM   52  H25 UNL     1       1.078   1.930  -0.878  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   28
CONECT    4    5   29   30
CONECT    5    6
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   27
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   26
CONECT   12   13   19   39
CONECT   13   14   14   18
CONECT   14   15   40
CONECT   15   16   16   41
CONECT   16   17   42
CONECT   17   18   18   43
CONECT   18   44
CONECT   19   20   20   25
CONECT   20   21   45
CONECT   21   22   22   46
CONECT   22   23   24
CONECT   24   25   25   47
CONECT   25   48
CONECT   26   27   49   50
CONECT   27   51   52
END

HMDB0240226
     RDKit          3D
Levocetirizine
 52 54  0  0  0  0  0  0  0  0999 V2000
    7.2787   -1.2866   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5808   -0.3996    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8265   -0.1209    1.4120 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5459    0.2892   -0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7901    1.1211    0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0327    0.5183    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501   -0.4562    0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1942    0.2048   -0.4977 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2863   -0.7287   -1.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439   -0.1808   -1.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5526    0.1987    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8446    0.0782    0.5541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4624   -1.2563    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559   -1.3871    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3771   -2.6323   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6986   -3.7622    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4037   -3.6537    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994   -2.4008    0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585    1.0917   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4795    1.8935    0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3505    2.8317    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5197    2.9890   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6343    4.1907   -1.6093 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8178    2.2076   -1.8797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442    1.2664   -1.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3875    0.8975    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5146    1.3600   -0.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8565    0.8549    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0233    0.9324   -1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9320   -0.4697   -1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560    1.2999    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -0.0660    1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499   -0.9213    1.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424   -1.2954   -0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -0.7710   -2.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3432   -1.7451   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945    0.6722   -1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767   -0.9765   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7899    0.2874    1.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929   -0.5046   -0.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963   -2.7519   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -4.7376    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921   -4.5610    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7724   -2.3641    1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3482    1.7731    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9208    3.4675    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    2.3187   -2.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4139    0.6577   -2.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035    0.2903    1.6954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1170    1.7927    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1687    2.0144    0.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784    1.9297   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  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
 27  8  1  0
 18 13  1  0
 25 19  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  1
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 24 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Xazal	Kegg
(-)-Cetirizine	HMDB
(R)-Cetirizine	HMDB
Levocetirizine	HMDB
Levocetirizine dihydrochloride	MeSH, HMDB
(2-(4-((R)-P-chloro-alpha-Phenylbenzyl)-1-piperazinyl)ethoxy)acetic acid	MeSH, HMDB
Xyzal	MeSH, HMDB
Xusal	MeSH, HMDB
Levocetrizine	MeSH, HMDB
Acetic acid, (2-(4-((R)-(4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, dihydrochloride	MeSH
(2-(4-((R)-(4-Chlorophenyl)phenylmethyl)piperazin-1-yl)ethoxy)acetic acid dihydrochloride	MeSH
Cetirizine (R)-form dihydrochloride	MeSH
Levocetirizine hydrochloride	MeSH

Chemical Formula

C₂₁H₂₅ClN₂O₃

Average Molecular Weight

388.89

Monoisotopic Molecular Weight

388.1553704

IUPAC Name

2-(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid

Traditional Name

(-)-cetirizine

CAS Registry Number

130018-77-8

SMILES

OC(=O)COCCN1CCN(CC1)[C@H](C1=CC=CC=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)/t21-/m1/s1

InChI Key

ZKLPARSLTMPFCP-OAQYLSRUSA-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
Halobenzene
N-alkylpiperazine
Aralkylamine
Aryl halide
1,4-diazinane
Aryl chloride
Piperazine
Amino acid
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Monocarboxylic acid or derivatives
Azacycle
Ether
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organohalogen compound
Amine
Organochloride
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240226)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Levocetirizine H1-Antihistamine Action (PathBank: SMP0059114)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.98	ALOGPS
logP	0.87	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.59	ChemAxon
pKa (Strongest Basic)	7.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.01 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.87 m³·mol⁻¹	ChemAxon
Polarizability	41.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	191.173	31661259
AllCCS	[M-H]-	192.996	31661259
DeepCCS	[M+H]+	188.549	30932474
DeepCCS	[M-H]-	186.191	30932474
DeepCCS	[M-2H]-	220.356	30932474
DeepCCS	[M+Na]+	195.665	30932474
AllCCS	[M+H]+	191.2	32859911
AllCCS	[M+H-H2O]+	188.5	32859911
AllCCS	[M+NH4]+	193.6	32859911
AllCCS	[M+Na]+	194.3	32859911
AllCCS	[M-H]-	193.0	32859911
AllCCS	[M+Na-2H]-	193.2	32859911
AllCCS	[M+HCOO]-	193.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.85 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6854 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	891.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	202.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	182.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	91.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	444.6 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	557.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	474.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	825.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	354.3 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	1349.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	254.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	339.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	298.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	271.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	37.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Levocetirizine	OC(=O)COCCN1CCN(CC1)[C@H](C1=CC=CC=C1)C1=CC=C(Cl)C=C1	4118.7	Standard polar	33892256
Levocetirizine	OC(=O)COCCN1CCN(CC1)[C@H](C1=CC=CC=C1)C1=CC=C(Cl)C=C1	2958.2	Standard non polar	33892256
Levocetirizine	OC(=O)COCCN1CCN(CC1)[C@H](C1=CC=CC=C1)C1=CC=C(Cl)C=C1	3031.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Levocetirizine,1TMS,isomer #1	C[Si](C)(C)OC(=O)COCCN1CCN([C@H](C2=CC=CC=C2)C2=CC=C(Cl)C=C2)CC1	3104.8	Semi standard non polar	33892256
Levocetirizine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)COCCN1CCN([C@H](C2=CC=CC=C2)C2=CC=C(Cl)C=C2)CC1	3296.5	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 - Levocetirizine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine LC-ESI-QTOF , positive-QTOF	splash10-000i-0019000000-e24b60aef9a19aa0ca89	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine LC-ESI-QTOF , positive-QTOF	splash10-0udi-0090000000-4fbbabe7bf3d0ad4cab5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine LC-ESI-QTOF , positive-QTOF	splash10-0udi-0190000000-8783499dc5c2d31a3f7a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine LC-ESI-QTOF , positive-QTOF	splash10-0uxr-0790000000-4efaf73700a535eb98e9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine LC-ESI-QTOF , positive-QTOF	splash10-014i-0920000000-f952b59e46cde6d2cfac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine , positive-QTOF	splash10-0udi-0492000000-90537be4971a327c0fb1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 10V, Positive-QTOF	splash10-000i-0019000000-58e20ce62a59f675cad0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 35V, Negative-QTOF	splash10-000i-0009000000-58c22d9c2a348a178a48	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 50V, Positive-QTOF	splash10-014i-0920000000-0748e88c1e23b2b0200e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 35V, Positive-QTOF	splash10-0udi-0390000000-efda2d1abd40f8bd94fe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 20V, Positive-QTOF	splash10-0udi-0090000000-a60f7bcdabd639aa21dd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 10V, Positive-QTOF	splash10-000i-0019000000-76518322dde439317273	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 30V, Positive-QTOF	splash10-0udi-0190000000-c4bdb447141670af52f0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Levocetirizine 40V, Positive-QTOF	splash10-0uxr-0790000000-872a3be1b72397cf7c9f	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 10V, Positive-QTOF	splash10-000i-0019000000-e2cc239f762011eb0c4d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 20V, Positive-QTOF	splash10-0w2i-1169000000-185e6899ae017256a767	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 40V, Positive-QTOF	splash10-0udi-3391000000-bfd70499959ae71093eb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 10V, Negative-QTOF	splash10-000i-0009000000-caf1604c9603d45a6712	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 20V, Negative-QTOF	splash10-000i-1119000000-61c40cd9a0e9b76b5e91	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 40V, Negative-QTOF	splash10-056r-9162000000-08731719ee47b215e4c7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 10V, Negative-QTOF	splash10-00kr-0019000000-0c5e69814c3e65c1bb03	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 20V, Negative-QTOF	splash10-00kr-3069000000-040dc5b68ae9b49650d1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 40V, Negative-QTOF	splash10-0h0u-3292000000-27313a2e9a6a6cb48e7b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 10V, Positive-QTOF	splash10-0f79-0089000000-3f59e7cc38d9510dbdaf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Levocetirizine 20V, Positive-QTOF	splash10-0udi-0090000000-35c9b971bf421f75d391	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Levocetirizine H1-Antihistamine Action		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06282

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1266001

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Levocetirizine

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

Snidvongs K, Seresirikachorn K, Khattiyawittayakun L, Chitsuthipakorn W: Sedative Effects of Levocetirizine: A Systematic Review and Meta-Analysis of Randomized Controlled Studies. Drugs. 2017 Feb;77(2):175-186. doi: 10.1007/s40265-016-0682-0. [PubMed:28070872 ]

Showing metabocard for Levocetirizine (HMDB0240226)

MOL for HMDB0240226 (Levocetirizine)

3D MOL for HMDB0240226 (Levocetirizine)

3D SDF for HMDB0240226 (Levocetirizine)

3D-SDF for HMDB0240226 (Levocetirizine)

PDB for HMDB0240226 (Levocetirizine)

3D PDB for HMDB0240226 (Levocetirizine)

SMILES for HMDB0240226 (Levocetirizine)

INCHI for HMDB0240226 (Levocetirizine)

Structure for HMDB0240226 (Levocetirizine)

3D Structure for HMDB0240226 (Levocetirizine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra