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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 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 02:51:47 UTC

HMDB ID

HMDB0014906

Secondary Accession Numbers

HMDB14906

Metabolite Identification

Common Name

Olopatadine

Description

Olopatadine, also known as opatanol, belongs to the class of organic compounds known as dibenzoxepines. Dibenzoxepines are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring. Olopatadine is a very strong basic compound (based on its pKa). In humans, olopatadine is involved in olopatadine h1-antihistamine action. In 2016 it was the 269th most prescribed medication in the United States with more than a million prescriptions. Olopatadine is a potentially toxic compound. It is unclear if use during pregnancy or breastfeeding is safe. Pataday – now Pataday Once Daily Relief – was first approved by the FDA in 2004, as a prescription drug and was indicated for the treatment of ocular itching associated with allergic conjunctivitis. These drugs are mast cell stabilizers, which work by preventing the release of histamine and therefore prevent or control allergic disorders. Common side effects include headache, sore throat, eye discomfort, change in taste.

Structure

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

HMDB0014906
     RDKit          3D
Olopatadine
 48 50  0  0  0  0  0  0  0  0999 V2000
    4.8335    1.0909    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875    0.2484   -0.3630 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7809   -0.9897    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.9743   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694    0.3669   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -0.8507   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -0.9900   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075   -2.2960    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -2.8458    1.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3355   -4.0813    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -4.6846    1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056   -4.0633    0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474   -2.8019   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775   -2.3147   -0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1996   -1.1071   -1.5272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.0914   -1.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2125    1.2517   -1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370    2.4683   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    2.4888   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278    3.7830    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075    4.1458    1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743    3.3736    1.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9410    5.3328    2.0036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368    1.3074   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580    0.1746   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798    0.7796    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7739    0.8253   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6333    2.1615    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -1.0532    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119   -1.1131    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -1.8854   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4378    1.3821    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984    1.9213   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896   -0.1715   -1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7751    0.9530   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511   -1.7750   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8840   -2.3672    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3358   -4.6343    2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -5.6526    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609   -4.5142    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720   -2.2668   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5936   -3.1041   -1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703    1.2026   -1.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1622    3.3861   -1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457    4.5585   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809    3.8069   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    6.2306    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    1.2570    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  2  0
 25  7  1  0
 13  8  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
M  END

768
  Mrv0541 02231214592D          

 25 27  0  0  0  0            999 V2000
    5.9086    2.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1394   -0.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5553    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8922   -1.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3211    0.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5778    1.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0644    1.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2480    1.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3942    1.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6066   -0.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3211   -0.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7336    2.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6066   -1.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569    0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338    0.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6853    0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770    2.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0651    2.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426    1.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5312    0.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5083    0.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6995    1.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8921   -2.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1776   -1.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7420    0.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  2  0  0  0  0
  4 13  1  0  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 11  2  0  0  0  0
  6  9  2  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  2  0  0  0  0
  8 12  1  0  0  0  0
  8 18  2  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 19  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 17 19  2  0  0  0  0
 18 22  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014906

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CC\C=C1\C2=CC=CC=C2COC2=C1C=C(CC(O)=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C21H23NO3/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24)/b18-8-

> <INCHI_KEY>
JBIMVDZLSHOPLA-LSCVHKIXSA-N

> <FORMULA>
C21H23NO3

> <MOLECULAR_WEIGHT>
337.4122

> <EXACT_MASS>
337.167793607

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.43942240395542

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl]acetic acid

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
0.7462555190677694

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7840305278312574

> <JCHEM_PKA_STRONGEST_BASIC>
9.760738756803887

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
109.55240000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
patanol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014906
     RDKit          3D
Olopatadine
 48 50  0  0  0  0  0  0  0  0999 V2000
    4.8335    1.0909    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875    0.2484   -0.3630 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7809   -0.9897    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.9743   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694    0.3669   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -0.8507   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -0.9900   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075   -2.2960    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -2.8458    1.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3355   -4.0813    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -4.6846    1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056   -4.0633    0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474   -2.8019   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775   -2.3147   -0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1996   -1.1071   -1.5272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.0914   -1.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2125    1.2517   -1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370    2.4683   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    2.4888   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278    3.7830    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075    4.1458    1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743    3.3736    1.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9410    5.3328    2.0036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368    1.3074   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580    0.1746   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798    0.7796    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7739    0.8253   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6333    2.1615    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -1.0532    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119   -1.1131    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -1.8854   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4378    1.3821    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984    1.9213   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896   -0.1715   -1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7751    0.9530   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511   -1.7750   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8840   -2.3672    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3358   -4.6343    2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -5.6526    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609   -4.5142    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720   -2.2668   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5936   -3.1041   -1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703    1.2026   -1.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1622    3.3861   -1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457    4.5585   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809    3.8069   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    6.2306    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    1.2570    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  2  0
 25  7  1  0
 13  8  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 768                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      11.029   4.767   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.994  -0.242   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.770   2.310   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.132  -3.227   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      11.799   1.393   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.412   2.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.187   2.061   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.530   3.563   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.069   3.563   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.466  -0.917   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.799  -0.147   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.569   4.767   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.466  -2.457   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.253   0.952   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.716   1.413   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.346   0.952   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.544   4.059   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.055   4.059   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.360   2.977   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.592   0.362   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.882   1.413   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.239   2.977   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.132  -4.767   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.798  -2.457   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.118   0.810   0.000  0.00  0.00           C+0
CONECT    1    9   12                                                       
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4   13   23   24                                                  
CONECT    5    6    7   11                                                  
CONECT    6    5    9   14                                                  
CONECT    7    5    8   16                                                  
CONECT    8    7   12   18                                                  
CONECT    9    1    6   17                                                  
CONECT   10   11   13                                                       
CONECT   11    5   10                                                       
CONECT   12    1    8                                                       
CONECT   13    4   10                                                       
CONECT   14    6   15                                                       
CONECT   15   14   19   20                                                  
CONECT   16    7   21                                                       
CONECT   17    9   19                                                       
CONECT   18    8   22                                                       
CONECT   19   15   17                                                       
CONECT   20   15   25                                                       
CONECT   21   16   22                                                       
CONECT   22   18   21                                                       
CONECT   23    4                                                            
CONECT   24    4                                                            
CONECT   25    2    3   20                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0014906
HETATM    1  C1  UNL     1       4.833   1.091   0.197  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.788   0.248  -0.363  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.781  -0.990   0.347  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.563   0.974  -0.399  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.369   0.367  -0.982  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.765  -0.851  -0.467  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.511  -0.990  -0.195  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.007  -2.296   0.322  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.044  -2.846   1.102  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.336  -4.081   1.638  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.574  -4.685   1.358  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.506  -4.063   0.556  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.247  -2.802  -0.011  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.377  -2.315  -0.830  1.00  0.00           C  
HETATM   15  O1  UNL     1      -3.200  -1.107  -1.527  1.00  0.00           O  
HETATM   16  C14 UNL     1      -2.582   0.091  -1.139  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.212   1.252  -1.404  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.637   2.468  -1.028  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.397   2.489  -0.367  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.828   3.783   0.011  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.307   4.146   1.366  1.00  0.00           C  
HETATM   22  O2  UNL     1      -2.074   3.374   1.987  1.00  0.00           O  
HETATM   23  O3  UNL     1      -0.941   5.333   2.004  1.00  0.00           O  
HETATM   24  C20 UNL     1      -0.737   1.307  -0.086  1.00  0.00           C  
HETATM   25  C21 UNL     1      -1.358   0.175  -0.488  1.00  0.00           C  
HETATM   26  H1  UNL     1       4.980   0.780   1.245  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.774   0.825  -0.346  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.633   2.162   0.059  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.061  -1.053   1.175  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.812  -1.113   0.812  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.697  -1.885  -0.303  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.438   1.382   0.651  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.798   1.921  -0.978  1.00  0.00           H  
HETATM   34  H9  UNL     1       1.890  -0.172  -1.886  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.775   0.953  -1.712  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.351  -1.775  -0.283  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.884  -2.367   1.318  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.336  -4.634   2.273  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.834  -5.653   1.763  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.461  -4.514   0.333  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.272  -2.267  -0.140  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.594  -3.104  -1.592  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.170   1.203  -1.915  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.162   3.386  -1.254  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.246   4.559  -0.688  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.281   3.807  -0.035  1.00  0.00           H  
HETATM   47  H22 UNL     1      -1.327   6.231   1.722  1.00  0.00           H  
HETATM   48  H23 UNL     1       0.134   1.257   0.479  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4
CONECT    3   29   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    7   36
CONECT    7    8   25
CONECT    8    9    9   13
CONECT    9   10   37
CONECT   10   11   11   38
CONECT   11   12   39
CONECT   12   13   13   40
CONECT   13   14
CONECT   14   15   41   42
CONECT   15   16
CONECT   16   17   17   25
CONECT   17   18   43
CONECT   18   19   19   44
CONECT   19   20   24
CONECT   20   21   45   46
CONECT   21   22   22   23
CONECT   23   47
CONECT   24   25   25   48
END

HMDB0014906
     RDKit          3D
Olopatadine
 48 50  0  0  0  0  0  0  0  0999 V2000
    4.8335    1.0909    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875    0.2484   -0.3630 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7809   -0.9897    0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.9743   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3694    0.3669   -0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -0.8507   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -0.9900   -0.1952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075   -2.2960    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -2.8458    1.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3355   -4.0813    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5744   -4.6846    1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056   -4.0633    0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474   -2.8019   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3775   -2.3147   -0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1996   -1.1071   -1.5272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.0914   -1.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2125    1.2517   -1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370    2.4683   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    2.4888   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8278    3.7830    0.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3075    4.1458    1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0743    3.3736    1.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9410    5.3328    2.0036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7368    1.3074   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3580    0.1746   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798    0.7796    1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7739    0.8253   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6333    2.1615    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -1.0532    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8119   -1.1131    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -1.8854   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4378    1.3821    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984    1.9213   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896   -0.1715   -1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7751    0.9530   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511   -1.7750   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8840   -2.3672    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3358   -4.6343    2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -5.6526    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609   -4.5142    0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720   -2.2668   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5936   -3.1041   -1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703    1.2026   -1.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1622    3.3861   -1.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457    4.5585   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2809    3.8069   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    6.2306    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1340    1.2570    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  2  0
 25  7  1  0
 13  8  1  0
 25 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  0
 24 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Opatanol	HMDB
11-(3-(Dimethylamino)propylidene)-6,11-dihydrodibenz(b,e)oxepin-2-acetic acid	HMDB
Hydrochloride, olopatadine	HMDB
Patanol	HMDB
Olopatadine hydrochloride	HMDB

Chemical Formula

C₂₁H₂₃NO₃

Average Molecular Weight

337.4122

Monoisotopic Molecular Weight

337.167793607

IUPAC Name

2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl]acetic acid

Traditional Name

patanol

CAS Registry Number

113806-05-6

SMILES

CN(C)CC\C=C1\C2=CC=CC=C2COC2=C1C=C(CC(O)=O)C=C2

InChI Identifier

InChI=1S/C21H23NO3/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24)/b18-8-

InChI Key

JBIMVDZLSHOPLA-LSCVHKIXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzoxepines. Dibenzoxepines are compounds containing a dibenzoxepine moiety, which consists of two benzene connected by an oxazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Dibenzoxepines

Direct Parent

Dibenzoxepines

Alternative Parents

Substituents

Dibenzoxepine
Alkyl aryl ether
Benzenoid
Amino acid or derivatives
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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: HMDB0014906)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Olopatadine H1-Antihistamine Action (PathBank: SMP0060740)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	248 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.031 g/L	Not Available
LogP	3.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	3.99	ALOGPS
logP	0.75	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	9.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.55 m³·mol⁻¹	ChemAxon
Polarizability	37.44 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	182.026	31661259
DarkChem	[M-H]-	180.799	31661259
DeepCCS	[M+H]+	179.816	30932474
DeepCCS	[M-H]-	177.458	30932474
DeepCCS	[M-2H]-	211.107	30932474
DeepCCS	[M+Na]+	186.334	30932474
AllCCS	[M+H]+	181.5	32859911
AllCCS	[M+H-H2O]+	178.4	32859911
AllCCS	[M+NH4]+	184.4	32859911
AllCCS	[M+Na]+	185.2	32859911
AllCCS	[M-H]-	187.4	32859911
AllCCS	[M+Na-2H]-	187.3	32859911
AllCCS	[M+HCOO]-	187.3	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.	6.1 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1224 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.51 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	120.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1075.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	228.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	89.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	349.7 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	408.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	808.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	871.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	316.2 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	1127.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	211.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	316.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	436.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	449.1 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	86.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Olopatadine	CN(C)CC\C=C1\C2=CC=CC=C2COC2=C1C=C(CC(O)=O)C=C2	4277.8	Standard polar	33892256
Olopatadine	CN(C)CC\C=C1\C2=CC=CC=C2COC2=C1C=C(CC(O)=O)C=C2	2650.2	Standard non polar	33892256
Olopatadine	CN(C)CC\C=C1\C2=CC=CC=C2COC2=C1C=C(CC(O)=O)C=C2	2727.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Olopatadine,1TMS,isomer #1	CN(C)CC/C=C1/C2=CC=CC=C2COC2=CC=C(CC(=O)O[Si](C)(C)C)C=C12	2897.5	Semi standard non polar	33892256
Olopatadine,1TBDMS,isomer #1	CN(C)CC/C=C1/C2=CC=CC=C2COC2=CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)C=C12	3147.3	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 - Olopatadine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9041000000-136cb3971a95366a26d3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olopatadine GC-MS (1 TMS) - 70eV, Positive	splash10-0a4l-9013000000-f00dcdbf6710dd346917	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olopatadine 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 - Olopatadine LC-ESI-QFT , negative-QTOF	splash10-0006-0090000000-8e3ac3f01c9b0f33191f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , negative-QTOF	splash10-0007-0090000000-ff327751665292322357	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , negative-QTOF	splash10-00ke-0190000000-4ee44c0a1808c8f38f5f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , negative-QTOF	splash10-014l-0490000000-af62db4d573fa623449b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , negative-QTOF	splash10-014l-0690000000-855734373da970ef9009	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , negative-QTOF	splash10-014l-0970000000-10c3777ced99134b4960	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QTOF , positive-QTOF	splash10-000i-0009000000-edd957bf788fa0da1cd5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QTOF , positive-QTOF	splash10-000i-0019000000-76019801740d70094185	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QTOF , positive-QTOF	splash10-00kk-0593000000-0fb46422a259d1710df5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QTOF , positive-QTOF	splash10-016s-0690000000-d2686bcc07833ec6a7c5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QTOF , positive-QTOF	splash10-0fw9-0690000000-20403692a9e2a6948063	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , positive-QTOF	splash10-000i-0009000000-e2c029010aa3133274f8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , positive-QTOF	splash10-000i-1239000000-a4a1f419cb7782a025ae	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , positive-QTOF	splash10-015a-4890000000-5408d5e1274f9ec8ab42	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , positive-QTOF	splash10-00lu-4970000000-5d3cad1a8e8d0b931c62	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , positive-QTOF	splash10-00lu-4960000000-d57d90bc4e9b3f57c2fa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine LC-ESI-QFT , positive-QTOF	splash10-0frx-5960000000-9b3e25cd1765878b5709	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine , positive-QTOF	splash10-000i-0469000000-a0b3c5cdd43e637acdec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olopatadine 50V, Positive-QTOF	splash10-0fw9-0690000000-92c72fcd463bddb69fb7	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olopatadine 10V, Positive-QTOF	splash10-007c-0069000000-ad075b60f53c626584de	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olopatadine 20V, Positive-QTOF	splash10-0006-1092000000-e65d348c335d8045bdc4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olopatadine 40V, Positive-QTOF	splash10-001i-5390000000-0f51723c50125d077c1a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olopatadine 10V, Negative-QTOF	splash10-000l-0059000000-41a44e955bced08fbc6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olopatadine 20V, Negative-QTOF	splash10-000f-3098000000-a4e2e92bce8c77bb39a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olopatadine 40V, Negative-QTOF	splash10-0a4i-9372000000-9b0ceee49e3731053602	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Olopatadine 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 DB00768	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00768	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

DB00768

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4444528

KEGG Compound ID

C07789

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Olopatadine

METLIN ID

Not Available

PubChem Compound

5281071

PDB ID

Not Available

ChEBI ID

763382

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

Ohmori K, Hayashi K, Kaise T, Ohshima E, Kobayashi S, Yamazaki T, Mukouyama A: Pharmacological, pharmacokinetic and clinical properties of olopatadine hydrochloride, a new antiallergic drug. Jpn J Pharmacol. 2002 Apr;88(4):379-97. [PubMed:12046981 ]
Yanni JM, Stephens DJ, Miller ST, Weimer LK, Graff G, Parnell D, Lang LS, Spellman JM, Brady MT, Gamache DA: The in vitro and in vivo ocular pharmacology of olopatadine (AL-4943A), an effective anti-allergic/antihistaminic agent. J Ocul Pharmacol Ther. 1996 Winter;12(4):389-400. [PubMed:8951675 ]
Ohmori K, Hasegawa K, Tamura T, Miyake K, Matsubara M, Masaki S, Karasawa A, Urayama N, Horikoshi K, Kajita J, Hasegawa M, Taniguchi K, Komada T, Kawamoto Y: Properties of olopatadine hydrochloride, a new antiallergic/antihistaminic drug. Arzneimittelforschung. 2004;54(12):809-29. [PubMed:15646365 ]
Ohmori K, Ikemura T, Kobayashi H, Mukouyama A: [Pharmacological, pharmacokinetic and clinical properties of olopatadine hydrochloride' (olopatadine), an antiallergic drug]. Nihon Yakurigaku Zasshi. 2001 Jul;118(1):51-8. [PubMed:11496828 ]
Kaliner MA, Oppenheimer J, Farrar JR: Comprehensive review of olopatadine: the molecule and its clinical entities. Allergy Asthma Proc. 2010 Mar-Apr;31(2):112-9. doi: 10.2500/aap.2010.31.3317. [PubMed:20406593 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

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

Enzyme Details

2. 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

Tamura T, Masaki S, Ohmori K, Karasawa A: Effect of olopatadine and other histamine H1 receptor antagonists on the skin inflammation induced by repeated topical application of oxazolone in mice. Pharmacology. 2005 Dec;75(1):45-52. Epub 2005 Jun 7. [PubMed:15942272 ]
Ohmori K, Hayashi K, Kaise T, Ohshima E, Kobayashi S, Yamazaki T, Mukouyama A: Pharmacological, pharmacokinetic and clinical properties of olopatadine hydrochloride, a new antiallergic drug. Jpn J Pharmacol. 2002 Apr;88(4):379-97. [PubMed:12046981 ]
Yanni JM, Stephens DJ, Miller ST, Weimer LK, Graff G, Parnell D, Lang LS, Spellman JM, Brady MT, Gamache DA: The in vitro and in vivo ocular pharmacology of olopatadine (AL-4943A), an effective anti-allergic/antihistaminic agent. J Ocul Pharmacol Ther. 1996 Winter;12(4):389-400. [PubMed:8951675 ]
Ohmori K, Hasegawa K, Tamura T, Miyake K, Matsubara M, Masaki S, Karasawa A, Urayama N, Horikoshi K, Kajita J, Hasegawa M, Taniguchi K, Komada T, Kawamoto Y: Properties of olopatadine hydrochloride, a new antiallergic/antihistaminic drug. Arzneimittelforschung. 2004;54(12):809-29. [PubMed:15646365 ]
Ohmori K, Ikemura T, Kobayashi H, Mukouyama A: [Pharmacological, pharmacokinetic and clinical properties of olopatadine hydrochloride' (olopatadine), an antiallergic drug]. Nihon Yakurigaku Zasshi. 2001 Jul;118(1):51-8. [PubMed:11496828 ]
Roland PS, Ryan MW, Wall GM: Olopatadine nasal spray for the treatment of seasonal allergic rhinitis in patients aged 6 years and older. Expert Opin Pharmacother. 2010 Jun;11(9):1559-67. doi: 10.1517/14656566.2010.485609. [PubMed:20482305 ]
Kaliner MA, Oppenheimer J, Farrar JR: Comprehensive review of olopatadine: the molecule and its clinical entities. Allergy Asthma Proc. 2010 Mar-Apr;31(2):112-9. doi: 10.2500/aap.2010.31.3317. [PubMed:20406593 ]
Roland PS, Marple BF, Wall GM: Olopatadine nasal spray for the treatment of allergic rhinitis. Expert Rev Clin Immunol. 2010 Mar;6(2):197-204. [PubMed:20402382 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

3. Protein S100-B

General function:: Involved in calcium ion binding
Specific function:: Weakly binds calcium but binds zinc very tightly- distinct binding sites with different affinities exist for both ions on each monomer. Physiological concentrations of potassium ion antagonize the binding of both divalent cations, especially affecting high-affinity calcium-binding sites. Binds to and initiates the activation of STK38 by releasing autoinhibitory intramolecular interactions within the kinase. Interaction with AGER after myocardial infarction may play a role in myocyte apoptosis by activating ERK1/2 and p53/TP53 signaling
Gene Name:: S100B
Uniprot ID:: P04271
Molecular weight:: 10713.0

References

Okada M, Tokumitsu H, Kubota Y, Kobayashi R: Interaction of S100 proteins with the antiallergic drugs, olopatadine, amlexanox, and cromolyn: identification of putative drug binding sites on S100A1 protein. Biochem Biophys Res Commun. 2002 Apr 12;292(4):1023-30. [PubMed:11944917 ]

Enzyme Details

4. Protein S100-A1

General function:: Involved in calcium ion binding
Specific function:: Weakly binds calcium but binds zinc very tightly- distinct binding sites with different affinities exist for both ions on each monomer. Physiological concentrations of potassium ion antagonize the binding of both divalent cations, especially affecting high-affinity calcium-binding sites
Gene Name:: S100A1
Uniprot ID:: P23297
Molecular weight:: 10545.8

References

Okada M, Tokumitsu H, Kubota Y, Kobayashi R: Interaction of S100 proteins with the antiallergic drugs, olopatadine, amlexanox, and cromolyn: identification of putative drug binding sites on S100A1 protein. Biochem Biophys Res Commun. 2002 Apr 12;292(4):1023-30. [PubMed:11944917 ]

Enzyme Details

5. Protein S100-A2

General function:: Involved in calcium ion binding
Specific function:: May act as a modulator against excess calcium accumulation in normal human mammary epithelial cells. May also play a role in suppressing tumor cell growth
Gene Name:: S100A2
Uniprot ID:: P29034
Molecular weight:: 11116.7

References

Okada M, Tokumitsu H, Kubota Y, Kobayashi R: Interaction of S100 proteins with the antiallergic drugs, olopatadine, amlexanox, and cromolyn: identification of putative drug binding sites on S100A1 protein. Biochem Biophys Res Commun. 2002 Apr 12;292(4):1023-30. [PubMed:11944917 ]

Showing metabocard for Olopatadine (HMDB0014906)

MOL for HMDB0014906 (Olopatadine)

3D MOL for HMDB0014906 (Olopatadine)

3D SDF for HMDB0014906 (Olopatadine)

3D-SDF for HMDB0014906 (Olopatadine)

PDB for HMDB0014906 (Olopatadine)

3D PDB for HMDB0014906 (Olopatadine)

SMILES for HMDB0014906 (Olopatadine)

INCHI for HMDB0014906 (Olopatadine)

Structure for HMDB0014906 (Olopatadine)

3D Structure for HMDB0014906 (Olopatadine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References