<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4134</id>
  <title>T3D4080</title>
  <common-name>Dictamnine</common-name>
  <description>A furoquinoline alkaloid, dictamnine, is very common within the family Rutaceae. It is the main alkaloid in the roots of Dictamnus albus and responsible for the mutagenicity of the drug derived from crude extracts. Dictamnine was also reported to be a phototoxic and photomutagenic compound. It participates in the severe skin phototoxicity of the plant.</description>
  <cas>484-29-7</cas>
  <pubchem-id>68085</pubchem-id>
  <chemical-formula>C12H9NO2</chemical-formula>
  <weight nil="true"/>
  <appearance>White crystal powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Dermal</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Dictamnine has been shown to be phototoxic to human cell lines (namely Jurkat T cells and HaCaT keratinocytes). Although it is less phototoxic than the structurally related furocoumarins 5-methoxypsoralen and 8-methoxypsoralen, "it may play a major role in the elicitation of phytophotodermatitis because of its abundance in plants of the Rutaceae family." (A15434)</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Dictamnine is the main alkaloid in the roots of Dictamnus albus, and occurs in other plants of the Rutaceae family. Dictamnine has been reported to have antimicrobial activity against bacteria and fungi. Dictamnine has anti-platelet aggregation and vascular-relaxing activities, insecticidal activities, phototoxicity to bacteria and yeast and antibacterial activity against Mycobacterium smegmatis and Bacillus subtilis. Dictamnine has also been widely used to treat certain skin diseases. (A15435)</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Dictamnine may play a major role in the elicitation of phytophotodermatitis (A15434). Phytophotodermatitis, also known as "Lime Disease" (not to be confused with Lyme Disease), "Berloque dermatitis", or "Margarita photodermatitis" is a chemical reaction which makes skin hypersensitive to ultraviolet light. It is caused by contact with photosensitizing compounds. (Wikipedia)</health-effects>
  <symptoms>The symptoms are equivalent to photodermatitis, but vary in severity. The skin condition is a cutaneous phototoxic inflammatory eruption resulting from contact with light-sensitizing botanical substances—particularly from the plant families Umbelliferae, Rutaceae, Moraceae, and Leguminosae—and ultraviolet light, typically from sun exposure. Phytophotodermatitis usually results in hyperpigmentation of the skin that often appears like a bruise. This may be accompanied by blisters or burning. The reaction typically begins within 24 hours of exposure and peaks at 48–72 hours after the exposure. (Wikipedia)</symptoms>
  <treatment>Phytophotodermatitis can be prevented by staying indoors after handling dictamnine. Windows will filter out ultraviolet light and prevent symptoms from arising. Many different topical and oral medications can be used to treat the inflammatory reaction of phytophotodermatitis. A dermatologist may also prescribe a bleaching cream to help treat the hyperpigmentation and return the skin pigmentation back to normal. If they do not receive treatment, the affected sites may develop permanent hyperpigmentation or hypo pigmentation. Sunblock can greatly mitigate symptoms, at least when caused by rue (Ruta Graveolens). (Wikipedia)</treatment>
  <created-at type="dateTime">2014-08-29T05:03:55Z</created-at>
  <updated-at type="dateTime">2026-04-06T02:07:11Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C10660</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>COC1=C2C=COC2=NC2=CC=CC=C12</moldb-smiles>
  <moldb-formula>C12H9NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C12H9NO2/c1-14-11-8-4-2-3-5-10(8)13-12-9(11)6-7-15-12/h2-7H,1H3</moldb-inchi>
  <moldb-inchikey>WIONIXOBNMDJFJ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">199.2054</moldb-average-mass>
  <moldb-mono-mass type="decimal">199.063328537</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL22533</chembl-id>
  <chemspider-id>61397</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></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003040</chemdb-id>
  <dsstox-id>DTXSID0041012</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00094611</susdat-id>
  <iupac>4-methoxyfuro[2,3-b]quinoline</iupac>
</compound>
