<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2928</id>
  <title>T3D2886</title>
  <common-name>Olopatadine</common-name>
  <description>Used to treat allergic conjunctivitis (itching eyes), olopatadine inhibits the release of histamine from mast cells. It is a relatively selective histamine H1 antagonist that inhibits the in vivo and in vitro type 1 immediate hypersensitivity reaction including inhibition of histamine induced effects on human conjunctival epithelial cells.</description>
  <cas>113806-05-6</cas>
  <pubchem-id>5281071</pubchem-id>
  <chemical-formula>C21H23NO3</chemical-formula>
  <weight>337.167790</weight>
  <appearance>White powder.</appearance>
  <melting-point>248°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>Soluble</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Ophthalmic use of olopatadine usually does not produce measurable plasma concentrations.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Olopatadine is a selective histamine H1 antagonist that binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine. Olopatadine is devoid of effects on alpha-adrenergic, dopamine and muscarinic type 1 and 2 receptors.</mechanism-of-toxicity>
  <metabolism>The mono-desmethyl and the N-oxide metabolites have been detected at low concentrations in the urine.Route of Elimination: Elimination was predominantly through renal excretion.Half Life: 3 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the treatment of ocular itching associated with allergic conjunctivitis. Used as an antihistamine. [Wikipedia]</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>Its side effects may include headaches (7% of occurrence) burning and stinging (5%), dry eye, foreign body sensation, hyperemia, keratitis, lid edema, pruritus, asthenia, cold syndrome, pharyngitis, rhinitis, sinusitis, and taste perversion. [Wikipedia]</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:27:37Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:48:21Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Olopatadine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07789</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>763382</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Olopatadine</stitch-id>
  <drugbank-id>DB00768</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN(C)CC\C=C1\C2=CC=CC=C2COC2=C1C=C(CC(O)=O)C=C2</moldb-smiles>
  <moldb-formula>C21H23NO3</moldb-formula>
  <moldb-inchi>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-</moldb-inchi>
  <moldb-inchikey>JBIMVDZLSHOPLA-LSCVHKIXSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">337.4122</moldb-average-mass>
  <moldb-mono-mass type="decimal">337.167793607</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.4</logp>
  <hmdb-id>HMDB14906</hmdb-id>
  <chembl-id>CHEMBL1189432</chembl-id>
  <chemspider-id>4444528</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Thomas Bader, Hans-Ulrich Bichsel, Bruno Gilomen, Imelda Meyer-Wilmes, Mark Sundermeier, &amp;#8220;Polymorphic forms of olopatadine hydrochloride and methods for producing olopatadine and salts thereof.&amp;#8221; U.S. Patent US20070232814, issued October 04, 2007.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002269</chemdb-id>
  <dsstox-id>DTXSID3023390</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00000615</susdat-id>
  <iupac>2-[(2Z)-2-[3-(dimethylamino)propylidene]-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-5-yl]acetic acid</iupac>
  <moldb-polar-surface-area>49.77</moldb-polar-surface-area>
  <moldb-refractivity>109.55240000000002</moldb-refractivity>
  <moldb-polarizability>37.43942240395542</moldb-polarizability>
  <moldb-rotatable-bond-count>5</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>1</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.7840305278312574</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>9.760738756803887</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>3</moldb-number-of-rings>
  <moldb-alogps-logp>3.99</moldb-alogps-logp>
  <moldb-alogps-logs>-4.03</moldb-alogps-logs>
  <moldb-alogps-solubility>3.13e-02 g/l</moldb-alogps-solubility>
</compound>
