<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4287</id>
  <title>T3D4233</title>
  <common-name>Lyngbyatoxin-a</common-name>
  <description>Lyngbyatoxin-a is a cyanotoxin produced by certain cyanobacteria species, notably Moorea producens (formerly classified as Lyngbya majuscula). It is used as a defensive secretion to protect this cyanobacteria from predation by fish, being a potent irritant and vesicant, as well as a carcinogen. Low concentrations more commonly encountered cause milder symptoms, known as seaweed dermatitis.</description>
  <cas></cas>
  <pubchem-id>91706</pubchem-id>
  <chemical-formula>C27H39N3O2</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>Not listed by IARC.</carcinogenicity>
  <use-source>Lyngbyatoxin-a is a cyanotoxin produced by certain cyanobacteria species, notably Moorea producens (formerly classified as Lyngbya majuscula). It is used as a defensive secretion to protect this cyanobacteria from predation by fish, being a potent irritant and vesicant, as well as a carcinogen.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T05:56:17Z</created-at>
  <updated-at type="dateTime">2026-05-21T00:20:51Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Lyngbyatoxin-a</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <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(CO)CC2=CNC3=C(C=CC(N(C)[C@@]([H])(C(C)C)C(O)=N1)=C23)[C@](C)(CCC=C(C)C)C=C</moldb-smiles>
  <moldb-formula>C27H39N3O2</moldb-formula>
  <moldb-inchi>InChI=1S/C27H39N3O2/c1-8-27(6,13-9-10-17(2)3)21-11-12-22-23-19(15-28-24(21)23)14-20(16-31)29-26(32)25(18(4)5)30(22)7/h8,10-12,15,18,20,25,28,31H,1,9,13-14,16H2,2-7H3,(H,29,32)/t20-,25-,27-/m0/s1</moldb-inchi>
  <moldb-inchikey>KISDGNGREAJPQR-OICBGKIFSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">437.6175</moldb-average-mass>
  <moldb-mono-mass type="decimal">437.304227507</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>10472344</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>CHEM003193</chemdb-id>
  <dsstox-id>DTXSID90880015</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00075614</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>71.85000000000001</moldb-polar-surface-area>
  <moldb-refractivity>134.7735</moldb-refractivity>
  <moldb-polarizability>51.32320999532719</moldb-polarizability>
  <moldb-rotatable-bond-count>7</moldb-rotatable-bond-count>
  <moldb-acceptor-count>4</moldb-acceptor-count>
  <moldb-donor-count>3</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.149220750010379</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>5.203897585381636</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>3</moldb-number-of-rings>
  <moldb-alogps-logp>5.22</moldb-alogps-logp>
  <moldb-alogps-logs>-5.00</moldb-alogps-logs>
  <moldb-alogps-solubility>4.36e-03 g/l</moldb-alogps-solubility>
</compound>
