<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3116</id>
  <title>T3D3074</title>
  <common-name>Anisatin</common-name>
  <description>Anisatin is a plant toxin found in the Japanese star anise (Illicium anisatum). The Japanese star anise has been burned as incense in Japan, where it is known as shikimi, as well as used in topical folk remedies. (L1226)</description>
  <cas>5230-87-5</cas>
  <pubchem-id>115121</pubchem-id>
  <chemical-formula>C15H20O8</chemical-formula>
  <weight>328.3145</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral (ingestion) (L1817) ; dermal (L1817)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Anisatin acts as a GABA system antagonist. It binds non-competitively to the picrotoxinin site of the GABA receptor, prolonging the closed time of the receptor channel and reducing the probability of it opening. (A345)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Anisatin is a plant toxin found in the Japanese star anise (Illicium anisatum). The Japanese star anise has been burned as incense in Japan, where it is known as shikimi, as well as used in topical folk remedies. (L1226)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Death may result from respiratory paralysis. (L1226)</health-effects>
  <symptoms>Symptoms of anisatin poisoning include diarrhea, vomiting, and stomach pain, followed by nervous system excitation, seizures, loss of consciousness. (L1226)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-23T18:26:04Z</created-at>
  <updated-at type="dateTime">2026-04-05T15:25:32Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Anisatin</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C09294</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Anisatin</stitch-id>
  <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>CC1CC(O)C2(O)C3(COC3=O)C(C)(O)C3CC12C(O)C(=O)O3</moldb-smiles>
  <moldb-formula>C15H20O8</moldb-formula>
  <moldb-inchi>InChI=1S/C15H20O8/c1-6-3-7(16)15(21)13(6)4-8(23-10(18)9(13)17)12(2,20)14(15)5-22-11(14)19/h6-9,16-17,20-21H,3-5H2,1-2H3</moldb-inchi>
  <moldb-inchikey>GEVWHIDSUOMVRI-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">328.3145</moldb-average-mass>
  <moldb-mono-mass type="decimal">328.115817616</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id nil="true"/>
  <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>CHEM002412</chemdb-id>
  <dsstox-id>DTXSID6058396</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00075481</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>133.51999999999998</moldb-polar-surface-area>
  <moldb-refractivity>71.9123</moldb-refractivity>
  <moldb-polarizability>30.213527834559986</moldb-polarizability>
  <moldb-rotatable-bond-count>0</moldb-rotatable-bond-count>
  <moldb-acceptor-count>6</moldb-acceptor-count>
  <moldb-donor-count>4</moldb-donor-count>
  <moldb-pka-strongest-acidic>12.01498940895532</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-3.2698134866479807</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>-0.89</moldb-alogps-logp>
  <moldb-alogps-logs>-0.62</moldb-alogps-logs>
  <moldb-alogps-solubility>7.85e+01 g/l</moldb-alogps-solubility>
</compound>
