<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2505</id>
  <title>T3D2464</title>
  <common-name>Ciguatoxin 2</common-name>
  <description>Ciguatoxin is a fish toxin consisting of apolycyclic ethers produced by Gambierdiscus (dinoflagellates) from gambiertoxins. It is ingested by fish and in turn may be ingested by humans, causing ciguatera poisoning. (L994, L997)</description>
  <cas>142185-85-1</cas>
  <pubchem-id>6441260</pubchem-id>
  <chemical-formula>C60H86O18</chemical-formula>
  <weight>1095.31404</weight>
  <appearance>White powder (T66).</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility></solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Oral (A300)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Ciguatoxin lowers the threshold for opening voltage-gated sodium channels in synapses of the nervous system. The effect of opening a sodium channel will cause depolarization, which could sequentially cause paralysis, heart contraction, and changing the senses of hearing and cold. Because it does not cross the blood brain barrier (BBB), ciguatoxins solely affect the peripheral nervous system (PNS). (L994, A301)</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>It is a marine toxin, found in reef fish (L994).</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Ciguatoxin poisoning can cause paralysis, heart contraction, and changing the senses of hearing and cold. Because it does not cross the blood brain barrier (BBB), ciguatoxins solely affect the peripheral nervous system (PNS) (L994).</health-effects>
  <symptoms>The major symptoms will develop just a few hours of toxin ingestion: vomiting, diarrhea, numbness of extremities, mouth and lips, reversal of hot and cold sensation, muscle and joint aches. The symptoms may last from days to weeks or even months depending on each individual situation (A325).</symptoms>
  <treatment>There is no effective treatment or antidote for ciguatera poisoning. The mainstay of treatment is supportive care. Some medications such as Amitriptyline may reduce some symptoms of ciguatera, such as fatigue and parenthesis, although benefit does not occur in every case. Also used are steroids and vitamin supplements, but these merely support the body's recovery rather than directly reducing the toxic effects. (L995)</treatment>
  <created-at type="dateTime">2009-07-03T21:16:06Z</created-at>
  <updated-at type="dateTime">2026-04-06T13:02:33Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>Ciguatoxin 2</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>[H]\C(=C(\[H])[C@]1([H])O[C@@]2([H])[C@]([H])(CC=C1)O[C@]1([H])C[C@]3([H])O[C@]4([H])C=C[C@]5([H])O[C@]6([H])C[C@@]([H])(O)[C@]7(C)O[C@]8([H])C[C@]([H])(C)C[C@]9([H])O[C@@]%10([H])[C@]([H])(C[C@@]9([H])O[C@@]8([H])C[C@@]7([H])O[C@@]6([H])C\C([H])=C([H])\C[C@@]5([H])O[C@@]4([H])C=C[C@@]3([H])O[C@@]1([H])[C@]2([H])O)O[C@]1([H])[C@@]([H])(C)[C@]([H])(C)[C@]2(CCCO2)O[C@@]1([H])[C@@]([H])(O)[C@]%10([H])C)[C@]([H])(O)CO</moldb-smiles>
  <moldb-formula>C60H86O18</moldb-formula>
  <moldb-inchi>InChI=1S/C60H86O18/c1-29-22-42-44(25-48-54(75-42)31(3)52(64)58-55(76-48)30(2)32(4)60(78-58)20-9-21-66-60)72-46-27-51-59(5,77-47(46)23-29)50(63)26-45-36(73-51)12-7-6-11-35-37(70-45)16-17-39-38(68-35)18-19-40-43(69-39)24-49-57(74-40)53(65)56-41(71-49)13-8-10-34(67-56)15-14-33(62)28-61/h6-8,10,14-19,29-58,61-65H,9,11-13,20-28H2,1-5H3/b7-6+,15-14+/t29-,30+,31+,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47-,48+,49-,50-,51-,52+,53-,54-,55-,56+,57-,58+,59+,60+/m1/s1</moldb-inchi>
  <moldb-inchikey>RWSYPPRKMNWNII-BICHWBIRSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">1095.314</moldb-average-mass>
  <moldb-mono-mass type="decimal">1094.581415948</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id></chembl-id>
  <chemspider-id>4945449</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>CHEM002051</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00125169</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>221.1399999999999</moldb-polar-surface-area>
  <moldb-refractivity>283.3675999999998</moldb-refractivity>
  <moldb-polarizability>123.55396122103875</moldb-polarizability>
  <moldb-rotatable-bond-count>3</moldb-rotatable-bond-count>
  <moldb-acceptor-count>18</moldb-acceptor-count>
  <moldb-donor-count>5</moldb-donor-count>
  <moldb-pka-strongest-acidic>12.884098088117309</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-2.9539993342725523</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>13</moldb-number-of-rings>
  <moldb-alogps-logp>2.38</moldb-alogps-logp>
  <moldb-alogps-logs>-5.01</moldb-alogps-logs>
  <moldb-alogps-solubility>1.06e-02 g/l</moldb-alogps-solubility>
</compound>
