<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3134</id>
  <title>T3D3092</title>
  <common-name>Grayanotoxin III</common-name>
  <description>Grayanotoxins are toxins found in rhododendrons and other plants of the family Ericaceae. It can be found in honey made from their nectar and cause a very rare poisonous reaction called grayanotoxin poisoning, honey intoxication, or rhododendron poisoning. (L1251)</description>
  <cas>4678-45-9</cas>
  <pubchem-id>73051</pubchem-id>
  <chemical-formula>C20H34O6</chemical-formula>
  <weight>370.235540</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>Grayanotoxins bind to specific sodium ion channels in cell membranes. The grayanotoxins prevent inactivation, leaving excitable cells depolarized. (L1251)</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>Grayanotoxins are toxins found in rhododendrons and other plants of the family Ericaceae. (L1251)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Grayanotoxins affect the nervous system but are not usually fatal. (L1251)</health-effects>
  <symptoms>Initial symptoms include excessive salivation, perspiration, vomiting, dizziness, weakness and paresthesia in the extremities and around the mouth, low blood pressure and sinus bradycardia. In higher doses symptoms can include loss of coordination, severe and progressive muscular weakness, bradycardia (and, paradoxically, ventricular tachycardia), and nodal rhythm or Wolff-Parkinson-White syndrome. (L1251)</symptoms>
  <treatment>Medical treatment is not often needed but sometimes atropine therapy, vasopressors and other agents are used to mitigate symptoms. (L1251)</treatment>
  <created-at type="dateTime">2009-07-23T18:26:12Z</created-at>
  <updated-at type="dateTime">2026-04-06T02:20:07Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Grayanotoxin III</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>CC1(O)CC23CC(O)C4(O)C(CC(O)C4(C)C)C(C)(O)C2CCC1C3O</moldb-smiles>
  <moldb-formula>C20H34O6</moldb-formula>
  <moldb-inchi>InChI=1S/C20H34O6/c1-16(2)13(21)7-12-18(4,25)11-6-5-10-15(23)19(11,9-17(10,3)24)8-14(22)20(12,16)26/h10-15,21-26H,5-9H2,1-4H3</moldb-inchi>
  <moldb-inchikey>BWMFRQKICHXLSH-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">370.4804</moldb-average-mass>
  <moldb-mono-mass type="decimal">370.23553882</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>9232889</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>CHEM002428</chemdb-id>
  <dsstox-id>DTXSID60878540</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00094763</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>121.38000000000001</moldb-polar-surface-area>
  <moldb-refractivity>94.9526</moldb-refractivity>
  <moldb-polarizability>40.05917427558426</moldb-polarizability>
  <moldb-rotatable-bond-count>0</moldb-rotatable-bond-count>
  <moldb-acceptor-count>6</moldb-acceptor-count>
  <moldb-donor-count>6</moldb-donor-count>
  <moldb-pka-strongest-acidic>13.038711053898012</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-2.936582011360435</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>0.11</moldb-alogps-logp>
  <moldb-alogps-logs>-1.49</moldb-alogps-logs>
  <moldb-alogps-solubility>1.19e+01 g/l</moldb-alogps-solubility>
</compound>
