<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4147</id>
  <title>T3D4093</title>
  <common-name>Ptaquiloside</common-name>
  <description>Ptaquiloside is the major toxin of bracken, and was first isolated in 1983. It is an unstable glucoside containing a reactive cyclopropane ring.  (A3228).</description>
  <cas>87625-62-5</cas>
  <pubchem-id>53297436</pubchem-id>
  <chemical-formula>C20H30O8</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>3, not classifiable as to its carcinogenicity to humans. (L135)</carcinogenicity>
  <use-source>Ptaquiloside is the major toxin of bracken, and was first isolated in 1983.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T05:07:16Z</created-at>
  <updated-at type="dateTime">2026-05-20T18:27:45Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C19515</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <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>[H][C@@]1(C)C[C@@]2(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]3([H])O)C=C(C)C3(CC3)[C@@](C)(O)C2([H])C1=O</moldb-smiles>
  <moldb-formula>C20H30O8</moldb-formula>
  <moldb-inchi>InChI=1S/C20H30O8/c1-9-6-20(28-17-15(25)14(24)13(23)11(8-21)27-17)7-10(2)19(4-5-19)18(3,26)16(20)12(9)22/h7,9,11,13-17,21,23-26H,4-6,8H2,1-3H3/t9-,11-,13-,14+,15-,16?,17+,18+,20-/m1/s1</moldb-inchi>
  <moldb-inchikey>GPHSJPVUEZFIDE-VGFVQWJBSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">398.4474</moldb-average-mass>
  <moldb-mono-mass type="decimal">398.194067936</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>30790996</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>CHEM003053</chemdb-id>
  <dsstox-id>DTXSID20892005</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00066985</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>136.68</moldb-polar-surface-area>
  <moldb-refractivity>97.15099999999998</moldb-refractivity>
  <moldb-polarizability>40.10934833510403</moldb-polarizability>
  <moldb-rotatable-bond-count>3</moldb-rotatable-bond-count>
  <moldb-acceptor-count>8</moldb-acceptor-count>
  <moldb-donor-count>5</moldb-donor-count>
  <moldb-pka-strongest-acidic>12.202545137343606</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-2.981083856141958</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>-0.59</moldb-alogps-logp>
  <moldb-alogps-logs>-1.74</moldb-alogps-logs>
  <moldb-alogps-solubility>7.30e+00 g/l</moldb-alogps-solubility>
</compound>
