<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4777</id>
  <title>T3D4722</title>
  <common-name>Bergapten</common-name>
  <description>Bergapten is found in anise. Bergapten is a major constituent of bergamot oil (Citrus bergamia). Bergapten is present in celery, especially the outer leaves, and other common grocery vegetables. Implicated in photodermatitis among grocery workers

Bergapten has been shown to exhibit anti-convulsant function (A7785).

Bergapten belongs to the family of Furanocoumarins. These are polycyclic aromatic compounds containing a furan ring fused to a coumarin moeity.</description>
  <cas>484-20-8</cas>
  <pubchem-id>2355</pubchem-id>
  <chemical-formula>C12H8O4</chemical-formula>
  <weight>216.19</weight>
  <appearance>White powder.</appearance>
  <melting-point>188 °C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure></route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity></mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>2A, probably carcinogenic to humans. (L135)</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms></symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-09-11T02:06:26Z</created-at>
  <updated-at type="dateTime">2026-08-18T21:53:20Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C01557</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>18293</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id>DB12216</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>COC1=C2C=CC(=O)OC2=CC2=C1C=CO2</moldb-smiles>
  <moldb-formula>C12H8O4</moldb-formula>
  <moldb-inchi>InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3</moldb-inchi>
  <moldb-inchikey>BGEBZHIAGXMEMV-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">216.192</moldb-average-mass>
  <moldb-mono-mass type="decimal">216.042258738</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.78</logp>
  <hmdb-id>HMDB30637</hmdb-id>
  <chembl-id>CHEMBL24171</chembl-id>
  <chemspider-id>2265</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 nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003680</chemdb-id>
  <dsstox-id>DTXSID1025560</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>4-methoxy-7H-furo[3,2-g]chromen-7-one</iupac>
  <moldb-polar-surface-area>48.67</moldb-polar-surface-area>
  <moldb-refractivity>56.85290000000001</moldb-refractivity>
  <moldb-polarizability>20.8726120878251</moldb-polarizability>
  <moldb-rotatable-bond-count>1</moldb-rotatable-bond-count>
  <moldb-acceptor-count>2</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>-2.830371964296339</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>3</moldb-number-of-rings>
  <moldb-alogps-logp>2.12</moldb-alogps-logp>
  <moldb-alogps-logs>-3.16</moldb-alogps-logs>
  <moldb-alogps-solubility>1.48e-01 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Phenylpropanoids and polyketides</superklass>
  <klass>Coumarins and derivatives</klass>
  <subklass>Furanocoumarins</subklass>
  <paper-count type="integer" nil="true"/>
  <sync-id>CED0004777</sync-id>
</compound>
