<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4108</id>
  <title>T3D4054</title>
  <common-name>Protoanemonin</common-name>
  <description>Protoanemonin (sometimes called anemonol or ranunculol) is a toxin found in all plants of the buttercup family (Ranunculaceae). On maceration, for example when the plant is wounded, it is produced by an enzymatic process from the glucoside ranunculin. It is the lactone of 4-hydroxy-2,4-pentadienoic acid. A wounded plant releases the substance, causing itch, rashes or blistering on contact with the skin or mucosa.</description>
  <cas>108-28-1</cas>
  <pubchem-id>66948</pubchem-id>
  <chemical-formula>C5H4O2</chemical-formula>
  <weight nil="true"/>
  <appearance>White 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 nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Protoanemonin (sometimes called anemonol or ranunculol) is a toxin found in all plants of the buttercup family (Ranunculaceae). On maceration, for example when the plant is wounded, it is produced by an enzymatic process from the glucoside ranunculin.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T04:58:55Z</created-at>
  <updated-at type="dateTime">2026-05-20T22:33:18Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C07090</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>28906</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <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>C=C1OC(=O)C=C1</moldb-smiles>
  <moldb-formula>C5H4O2</moldb-formula>
  <moldb-inchi>InChI=1S/C5H4O2/c1-4-2-3-5(6)7-4/h2-3H,1H2</moldb-inchi>
  <moldb-inchikey>RNYZJZKPGHQTJR-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">96.0841</moldb-average-mass>
  <moldb-mono-mass type="decimal">96.021129372</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB60503</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>60307</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>CHEM003014</chemdb-id>
  <dsstox-id>DTXSID10148346</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00023496</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>26.3</moldb-polar-surface-area>
  <moldb-refractivity>26.0101</moldb-refractivity>
  <moldb-polarizability>8.820827817371844</moldb-polarizability>
  <moldb-rotatable-bond-count>0</moldb-rotatable-bond-count>
  <moldb-acceptor-count>1</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>-6.944433090374474</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>0.70</moldb-alogps-logp>
  <moldb-alogps-logs>-0.19</moldb-alogps-logs>
  <moldb-alogps-solubility>6.18e+01 g/l</moldb-alogps-solubility>
</compound>
