<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4863</id>
  <title>T3D4808</title>
  <common-name>Fluorescein</common-name>
  <description>A phthalic indicator dye that appears yellow-green in normal tear film and bright green in a more alkaline medium, such as the aqueous humor, and is used therapeutically as a diagnostic aid in corneal injuries and corneal trauma. It has been approved by FDA for use in externally applied drugs and cosmetics.</description>
  <cas>2321-07-5</cas>
  <pubchem-id>16850</pubchem-id>
  <chemical-formula>C20H12O5</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>315 dec°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>600 mg/mL (sodium salt)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Rapidly distributed</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Fluorescein sodium is used extensively as a diagnostic tool in the field of ophthalmology. Fluorescein is a fluorescent compound or fluorophore having a maximum absorbance of 494 m and an emission maximum of 521 nm. The yellowish-green fluorescence of the compound  can be used to demarcate the vascular area under observation, distinguishing it from adjacent areas. It is applied topically in the form of a drop or it can be injected intravenously to produce a fluorescein angiogram. Topical fluorescein is a useful tool in the diagnosis of corneal abrasions, corneal ulcers, herpetic corneal infections, and dry eye. Fluorescein angiography is used to diagnose and categorize macular degeneration, diabetic retinopathy, inflammatory intraocular conditions, and intraocular tumors.



</mechanism-of-toxicity>
  <metabolism>Route of Elimination: Fluorescein and its metabolites are mainly eliminated via renal excretion.</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For diagnostic imaging. Primarily indicated in diagnostic fluorescein angiography or angioscopy of the fundus and of the iris vasculature.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T05:17:30Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:57Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Fluorescein</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id>31624</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00693</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC1=CC2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C=C(O)C=C1</moldb-smiles>
  <moldb-formula>C20H12O5</moldb-formula>
  <moldb-inchi>InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H</moldb-inchi>
  <moldb-inchikey>InChIKey=GNBHRKFJIUUOQI-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">332.3063</moldb-average-mass>
  <moldb-mono-mass type="decimal">332.068473494</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.4</logp>
  <hmdb-id>HMDB14831</hmdb-id>
  <chembl-id>CHEMBL177756</chembl-id>
  <chemspider-id>15968</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;Richard T. Dean, Conrad P. Dorn, Jr., Tsung-Ying Shen, &amp;#8220;Fluorescein esters and ethers and the preparation thereof.&amp;#8221; U.S. Patent US4304720, issued January, 1972.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
