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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:03 UTC

HMDB ID

HMDB0015600

Secondary Accession Numbers

HMDB15600

Metabolite Identification

Common Name

Bepotastine

Description

Bepotastine, also known as tau-284DS, belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). Bepotastine is a drug which is used for the symptomatic treatment of itchy eyes (caused by ige-induced mast cell degranulation) due to allergic conjunctivitis. In humans, bepotastine is involved in the bepotastine h1-antihistamine action pathway. Bepotastine 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 a small amount of articles have been published on Bepotastine.

Structure

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


  Mrv0541 02231218002D          

 27 29  0  0  1  0            999 V2000
    4.5080   -4.8717    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -4.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0  0  0  0
  2  7  1  0  0  0  0
  2 14  1  0  0  0  0
  3 20  1  0  0  0  0
  4 20  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 17  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 20  1  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  2  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0015600
     RDKit          3D
Bepotastine
 52 54  0  0  0  0  0  0  0  0999 V2000
    2.4330   -1.9412    5.8930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -1.4659    4.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -1.6513    5.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011   -0.7854    3.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -0.1687    2.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443    0.8917    3.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241    1.4220    2.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3434    0.5961    1.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0264    1.3624    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240    1.4452   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6510    0.1430   -0.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131   -0.1769   -1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -0.2795   -2.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    0.2516   -3.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544    0.1624   -4.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1711   -0.4568   -3.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966   -0.5841   -4.2494 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.9856   -2.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5881   -0.9020   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238   -1.3401   -2.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8669   -1.5395   -1.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5962   -2.6552   -2.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -3.5864   -2.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -3.3559   -3.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437   -2.2520   -3.1566 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293    2.1113    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927    2.4759    1.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101   -2.5814    4.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1045    0.0153    4.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0072   -1.5294    3.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660   -0.9523    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532    0.2830    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.6993    3.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0477    0.4830    4.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1252    0.4068    2.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761   -0.3465    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453    2.3650    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9753    0.8668    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381    1.9892   -1.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    0.7197   -2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673    0.7378   -4.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.5815   -5.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -1.4799   -1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3463   -1.3170   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3193   -0.8463   -1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054   -2.8238   -1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185   -4.4345   -3.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395   -4.0618   -4.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    3.0757   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1311    1.4707    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.9849    2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736    3.3091    1.7406 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
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 10 26  1  0
 26 27  1  0
 27  7  1  0
 19 13  1  0
 25 20  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END


  Mrv0541 02231218002D          

 27 29  0  0  1  0            999 V2000
    4.5080   -4.8717    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.3159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -4.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0  0  0  0
  2  7  1  0  0  0  0
  2 14  1  0  0  0  0
  3 20  1  0  0  0  0
  4 20  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 17  1  0  0  0  0
  6 26  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 20  1  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015600

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCN1CCC(CC1)OC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1

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

> <INCHI_KEY>
YWGDOWXRIALTES-UHFFFAOYSA-N

> <FORMULA>
C21H25ClN2O3

> <MOLECULAR_WEIGHT>
388.888

> <EXACT_MASS>
388.155370383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.18390586888624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{4-[(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidin-1-yl}butanoic acid

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
0.5525555341959515

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.101605229301745

> <JCHEM_PKA_STRONGEST_BASIC>
9.390604878985322

> <JCHEM_POLAR_SURFACE_AREA>
62.660000000000004

> <JCHEM_REFRACTIVITY>
105.09880000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
talion

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015600
     RDKit          3D
Bepotastine
 52 54  0  0  0  0  0  0  0  0999 V2000
    2.4330   -1.9412    5.8930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -1.4659    4.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -1.6513    5.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011   -0.7854    3.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -0.1687    2.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443    0.8917    3.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241    1.4220    2.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3434    0.5961    1.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0264    1.3624    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240    1.4452   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6510    0.1430   -0.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131   -0.1769   -1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -0.2795   -2.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    0.2516   -3.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544    0.1624   -4.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1711   -0.4568   -3.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966   -0.5841   -4.2494 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.9856   -2.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5881   -0.9020   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238   -1.3401   -2.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8669   -1.5395   -1.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5962   -2.6552   -2.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -3.5864   -2.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -3.3559   -3.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437   -2.2520   -3.1566 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293    2.1113    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927    2.4759    1.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101   -2.5814    4.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1045    0.0153    4.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0072   -1.5294    3.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660   -0.9523    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532    0.2830    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.6993    3.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0477    0.4830    4.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1252    0.4068    2.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761   -0.3465    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453    2.3650    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9753    0.8668    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381    1.9892   -1.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    0.7197   -2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673    0.7378   -4.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.5815   -5.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -1.4799   -1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3463   -1.3170   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3193   -0.8463   -1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054   -2.8238   -1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185   -4.4345   -3.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395   -4.0618   -4.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    3.0757   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1311    1.4707    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.9849    2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736    3.3091    1.7406 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
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 10 26  1  0
 26 27  1  0
 27  7  1  0
 19 13  1  0
 25 20  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       8.415  -9.094   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       7.081  -2.164   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.414   8.617   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.080   6.306   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.081   2.456   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       9.748  -0.624   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.081  -0.624   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.748   0.146   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   0.146   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.748   1.686   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   1.686   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081   3.996   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.748   4.766   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415  -2.934   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.748   6.306   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415  -4.474   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.748  -2.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.748  -5.244   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081  -5.244   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414   7.077   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082  -2.934   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.748  -6.784   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.081  -6.784   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.416  -2.164   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.415  -7.554   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.082   0.146   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.416  -0.624   0.000  0.00  0.00           C+0
CONECT    1   25                                                            
CONECT    2    7   14                                                       
CONECT    3   20                                                            
CONECT    4   20                                                            
CONECT    5   10   11   12                                                  
CONECT    6   17   26                                                       
CONECT    7    2    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7   11                                                       
CONECT   10    5    8                                                       
CONECT   11    5    9                                                       
CONECT   12    5   13                                                       
CONECT   13   12   15                                                       
CONECT   14    2   16   17                                                  
CONECT   15   13   20                                                       
CONECT   16   14   18   19                                                  
CONECT   17    6   14   21                                                  
CONECT   18   16   22                                                       
CONECT   19   16   23                                                       
CONECT   20    3    4   15                                                  
CONECT   21   17   24                                                       
CONECT   22   18   25                                                       
CONECT   23   19   25                                                       
CONECT   24   21   27                                                       
CONECT   25    1   22   23                                                  
CONECT   26    6   27                                                       
CONECT   27   24   26                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0015600
HETATM    1  O1  UNL     1       2.433  -1.941   5.893  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.742  -1.466   4.927  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.376  -1.651   5.032  1.00  0.00           O  
HETATM    4  C2  UNL     1       2.401  -0.785   3.814  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.438  -0.169   2.854  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.544   0.892   3.463  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.324   1.422   2.492  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.343   0.596   1.957  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.026   1.362   0.820  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.024   1.445  -0.291  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.651   0.143  -0.640  1.00  0.00           O  
HETATM   12  C8  UNL     1      -0.813  -0.177  -1.952  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.574  -0.280  -2.538  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.875   0.252  -3.774  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.154   0.162  -4.299  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.171  -0.457  -3.613  1.00  0.00           C  
HETATM   17 CL1  UNL     1       4.797  -0.584  -4.249  1.00  0.00          CL  
HETATM   18  C13 UNL     1       2.860  -0.986  -2.376  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.588  -0.902  -1.844  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.624  -1.340  -2.287  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.867  -1.540  -1.749  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.596  -2.655  -2.103  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.114  -3.586  -2.988  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.863  -3.356  -3.508  1.00  0.00           C  
HETATM   25  N2  UNL     1      -1.144  -2.252  -3.157  1.00  0.00           N  
HETATM   26  C20 UNL     1       0.229   2.111   0.216  1.00  0.00           C  
HETATM   27  C21 UNL     1       0.093   2.476   1.665  1.00  0.00           C  
HETATM   28  H1  UNL     1       0.010  -2.581   4.841  1.00  0.00           H  
HETATM   29  H2  UNL     1       3.105   0.015   4.149  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.007  -1.529   3.218  1.00  0.00           H  
HETATM   31  H4  UNL     1       0.766  -0.952   2.413  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.953   0.283   1.967  1.00  0.00           H  
HETATM   33  H6  UNL     1       1.191   1.699   3.920  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.048   0.483   4.325  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.125   0.407   2.724  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.976  -0.346   1.501  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.345   2.365   1.207  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.975   0.867   0.532  1.00  0.00           H  
HETATM   39  H12 UNL     1      -1.438   1.989  -1.176  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.265   0.720  -2.487  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.067   0.738  -4.310  1.00  0.00           H  
HETATM   42  H15 UNL     1       2.389   0.582  -5.274  1.00  0.00           H  
HETATM   43  H16 UNL     1       3.642  -1.480  -1.810  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.346  -1.317  -0.875  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.319  -0.846  -1.044  1.00  0.00           H  
HETATM   46  H19 UNL     1      -4.605  -2.824  -1.674  1.00  0.00           H  
HETATM   47  H20 UNL     1      -3.718  -4.434  -3.231  1.00  0.00           H  
HETATM   48  H21 UNL     1      -1.439  -4.062  -4.211  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.404   3.076  -0.341  1.00  0.00           H  
HETATM   50  H23 UNL     1       1.131   1.471   0.093  1.00  0.00           H  
HETATM   51  H24 UNL     1       1.030   2.985   2.036  1.00  0.00           H  
HETATM   52  H25 UNL     1      -0.674   3.309   1.741  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   27
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   26   39
CONECT   11   12
CONECT   12   13   20   40
CONECT   13   14   14   19
CONECT   14   15   41
CONECT   15   16   16   42
CONECT   16   17   18
CONECT   18   19   19   43
CONECT   19   44
CONECT   20   21   21   25
CONECT   21   22   45
CONECT   22   23   23   46
CONECT   23   24   47
CONECT   24   25   25   48
CONECT   26   27   49   50
CONECT   27   51   52
END

HMDB0015600
     RDKit          3D
Bepotastine
 52 54  0  0  0  0  0  0  0  0999 V2000
    2.4330   -1.9412    5.8930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -1.4659    4.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -1.6513    5.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4011   -0.7854    3.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378   -0.1687    2.8542 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443    0.8917    3.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3241    1.4220    2.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3434    0.5961    1.9570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0264    1.3624    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0240    1.4452   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6510    0.1430   -0.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131   -0.1769   -1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742   -0.2795   -2.5383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753    0.2516   -3.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1544    0.1624   -4.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1711   -0.4568   -3.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966   -0.5841   -4.2494 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8599   -0.9856   -2.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5881   -0.9020   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238   -1.3401   -2.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8669   -1.5395   -1.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5962   -2.6552   -2.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -3.5864   -2.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632   -3.3559   -3.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1437   -2.2520   -3.1566 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293    2.1113    0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0927    2.4759    1.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0101   -2.5814    4.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1045    0.0153    4.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0072   -1.5294    3.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660   -0.9523    2.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9532    0.2830    1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1906    1.6993    3.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0477    0.4830    4.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1252    0.4068    2.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9761   -0.3465    1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3453    2.3650    1.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9753    0.8668    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381    1.9892   -1.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    0.7197   -2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673    0.7378   -4.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892    0.5815   -5.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -1.4799   -1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3463   -1.3170   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3193   -0.8463   -1.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054   -2.8238   -1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185   -4.4345   -3.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395   -4.0618   -4.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    3.0757   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1311    1.4707    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    2.9849    2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736    3.3091    1.7406 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
 16 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 10 26  1  0
 26 27  1  0
 27  7  1  0
 19 13  1  0
 25 20  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 18 43  1  0
 19 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 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
TAU-284DS	HMDB

Chemical Formula

C₂₁H₂₅ClN₂O₃

Average Molecular Weight

388.888

Monoisotopic Molecular Weight

388.155370383

IUPAC Name

4-{4-[(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidin-1-yl}butanoic acid

Traditional Name

talion

CAS Registry Number

190786-44-8

SMILES

OC(=O)CCCN1CCC(CC1)OC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1

InChI Identifier

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

InChI Key

YWGDOWXRIALTES-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzylethers

Direct Parent

Benzylethers

Alternative Parents

Substituents

Benzylether
Amino fatty acid
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Fatty acyl
Pyridine
Piperidine
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Azacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015600)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Bepotastine H1-Antihistamine Action (PathBank: SMP0060058)

Role

Industrial application

H1-receptor antagonist (HMDB: HMDB0015600)
Anti-allergic agent (HMDB: HMDB0015600)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.05 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.05 g/L	ALOGPS
logP	3.64	ALOGPS
logP	0.55	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	9.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	62.66 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	105.1 m³·mol⁻¹	ChemAxon
Polarizability	42.18 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
DeepCCS	[M+H]+	186.013	30932474
DeepCCS	[M-H]-	183.594	30932474
DeepCCS	[M-2H]-	217.284	30932474
DeepCCS	[M+Na]+	192.975	30932474
AllCCS	[M+H]+	191.7	32859911
AllCCS	[M+H-H2O]+	189.1	32859911
AllCCS	[M+NH4]+	194.1	32859911
AllCCS	[M+Na]+	194.8	32859911
AllCCS	[M-H]-	192.6	32859911
AllCCS	[M+Na-2H]-	193.1	32859911
AllCCS	[M+HCOO]-	193.8	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.	5.9 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8783 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.98 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	52.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1837.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	195.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	196.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	430.8 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	409.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	136.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	868.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	307.9 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	1042.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	283.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	369.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	47.3 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	10.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bepotastine	OC(=O)CCCN1CCC(CC1)OC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1	4041.5	Standard polar	33892256
Bepotastine	OC(=O)CCCN1CCC(CC1)OC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1	3051.1	Standard non polar	33892256
Bepotastine	OC(=O)CCCN1CCC(CC1)OC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1	3057.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bepotastine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCN1CCC(OC(C2=CC=C(Cl)C=C2)C2=CC=CC=N2)CC1	3017.2	Semi standard non polar	33892256
Bepotastine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCN1CCC(OC(C2=CC=C(Cl)C=C2)C2=CC=CC=N2)CC1	3256.2	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 - Bepotastine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-2292000000-5b45fd7805bbbd416e7f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bepotastine GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-2192000000-0ea685d018da4a2938de	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bepotastine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 10V, Positive-QTOF	splash10-0079-0109000000-324c9088d0c2cb4aac38	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 20V, Positive-QTOF	splash10-00du-1319000000-6f5aa9888fbcca679b0d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 40V, Positive-QTOF	splash10-00du-9820000000-c0621adfa83f3477b8ab	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 10V, Negative-QTOF	splash10-000i-0019000000-90b8af4e7923949436c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 20V, Negative-QTOF	splash10-00kr-0129000000-4cc6ef36f76266a06698	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 40V, Negative-QTOF	splash10-014i-3690000000-f62361da241614f257f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 10V, Positive-QTOF	splash10-000i-0009000000-dfc0e49e18673a296c13	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 20V, Positive-QTOF	splash10-0uki-0049000000-192d682169678552ae49	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 40V, Positive-QTOF	splash10-0uk9-4940000000-4571714c90c45dfd6f35	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 10V, Negative-QTOF	splash10-000i-0009000000-2f4b05915f2ae5688d7f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 20V, Negative-QTOF	splash10-00ku-2119000000-3967902f22f168d22051	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bepotastine 40V, Negative-QTOF	splash10-014i-5490000000-80c10183c44faf9ff027	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
Bepotastine 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 DB04890	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04890	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

DB04890

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2260

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bepotastine

METLIN ID

Not Available

PubChem Compound

2350

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

Andoh T, Kuraishi Y: Suppression by bepotastine besilate of substance P-induced itch-associated responses through the inhibition of the leukotriene B4 action in mice. Eur J Pharmacol. 2006 Oct 10;547(1-3):59-64. Epub 2006 Jul 25. [PubMed:16914135 ]
Ohashi R, Kamikozawa Y, Sugiura M, Fukuda H, Yabuuchi H, Tamai I: Effect of P-glycoprotein on intestinal absorption and brain penetration of antiallergic agent bepotastine besilate. Drug Metab Dispos. 2006 May;34(5):793-9. Epub 2006 Feb 2. [PubMed:16455807 ]
Wingard JB, Mah FS: Critical appraisal of bepotastine in the treatment of ocular itching associated with allergic conjunctivitis. Clin Ophthalmol. 2011;5:201-7. doi: 10.2147/OPTH.S8665. Epub 2011 Feb 15. [PubMed:21386912 ]
Simons FE, Simons KJ: Histamine and H1-antihistamines: celebrating a century of progress. J Allergy Clin Immunol. 2011 Dec;128(6):1139-1150.e4. doi: 10.1016/j.jaci.2011.09.005. Epub 2011 Oct 27. [PubMed:22035879 ]

Enzymes

Enzyme Details

1. 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

Andoh T, Kuraishi Y: Suppression by bepotastine besilate of substance P-induced itch-associated responses through the inhibition of the leukotriene B4 action in mice. Eur J Pharmacol. 2006 Oct 10;547(1-3):59-64. Epub 2006 Jul 25. [PubMed:16914135 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Bepotastine (HMDB0015600)

MOL for HMDB0015600 (Bepotastine)

3D MOL for HMDB0015600 (Bepotastine)

3D SDF for HMDB0015600 (Bepotastine)

3D-SDF for HMDB0015600 (Bepotastine)

PDB for HMDB0015600 (Bepotastine)

3D PDB for HMDB0015600 (Bepotastine)

SMILES for HMDB0015600 (Bepotastine)

INCHI for HMDB0015600 (Bepotastine)

Structure for HMDB0015600 (Bepotastine)

3D Structure for HMDB0015600 (Bepotastine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References