<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2714</id>
  <title>T3D2672</title>
  <common-name>Azaspiracid</common-name>
  <description>Azaspiracid is found in mollusks. Azaspiracid is an alkaloid from Mytilus edulis (blue mussel). Shellfish toxin.</description>
  <cas>214899-21-5</cas>
  <pubchem-id>21593892</pubchem-id>
  <chemical-formula>C47H71NO12</chemical-formula>
  <weight>842.06614</weight>
  <appearance>Colorless amorphorous solid (L1166).</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  (A329) ; inhalation  (A329) ; dermal  (A329) ; eye contact (A329)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Azaspiracid-4 dose-dependent inhibits the increase in cytosolic Ca2+ levels induced by thapsigargin (Tg) (A330). Azaspiracid-2 and Azaspiracid-3 clearly increase cytosolic cAMP levels of human lymphocytes (A331).</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity>LD50: 500-600 mg/kg (Oral, Mouse) (L1169)</toxicity>
  <lethaldose>150 ug/kg for mice. (L1169)</lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Experimentally in cancer research.  The toxin is also found in shellfish (A329).</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Possibly gastroenteritis (A308).</health-effects>
  <symptoms>Abdominal heaviness, vomiting, and profuse watery diarrhea; also nausea, vomiting, and stomach cramps  (A329, A643).</symptoms>
  <treatment>Establish a patent airway. Anticipate seizures and treat if necessary. For eye contamination, flush eyes immediately with water. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Cover skin burns with dry sterile dressings after decontamination. (L2145)</treatment>
  <created-at type="dateTime">2009-07-15T20:45:52Z</created-at>
  <updated-at type="dateTime">2026-03-31T17:39:10Z</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>Azaspiracid</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(CCC(O)=O)=C(\[H])[C@]1([H])CC=C[C@]2(CC[C@]3(O2)O[C@@]2([H])C[C@@]([H])(O[C@@]2([H])C[C@]3([H])C)[C@]([H])(O)[C@]2(O)O[C@]([H])(C(=C)C[C@]34C[C@]([H])(C)C[C@]([H])(O3)[C@]3([H])O[C@@]5(C[C@]3([H])O4)NC[C@@]([H])(C)C[C@@]5([H])C)[C@@]([H])(C)C[C@@]2([H])C)O1</moldb-smiles>
  <moldb-formula>C47H71NO12</moldb-formula>
  <moldb-inchi>InChI=1S/C47H71NO12/c1-26-18-36-41-38(24-45(58-41)30(5)17-27(2)25-48-45)56-44(22-26,55-36)23-29(4)40-28(3)19-32(7)47(52,59-40)42(51)37-21-35-34(53-37)20-31(6)46(57-35)16-15-43(60-46)14-10-12-33(54-43)11-8-9-13-39(49)50/h8,10-11,14,26-28,30-38,40-42,48,51-52H,4,9,12-13,15-25H2,1-3,5-7H3,(H,49,50)/b11-8+/t26-,27+,28+,30-,31+,32-,33-,34+,35+,36+,37-,38+,40+,41+,42+,43+,44-,45-,46-,47-/m1/s1</moldb-inchi>
  <moldb-inchikey>AHFHSIVCLPAESC-SJVADWSCSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">842.0661</moldb-average-mass>
  <moldb-mono-mass type="decimal">841.497626741</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id>HMDB33805</hmdb-id>
  <chembl-id></chembl-id>
  <chemspider-id>10216857</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>CHEM002117</chemdb-id>
  <dsstox-id>DTXSID9040974</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00009317</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>163.63</moldb-polar-surface-area>
  <moldb-refractivity>221.80610000000001</moldb-refractivity>
  <moldb-polarizability>93.4301035082693</moldb-polarizability>
  <moldb-rotatable-bond-count>9</moldb-rotatable-bond-count>
  <moldb-acceptor-count>13</moldb-acceptor-count>
  <moldb-donor-count>4</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.954751183364858</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>9.319417479833346</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>9</moldb-number-of-rings>
  <moldb-alogps-logp>3.79</moldb-alogps-logp>
  <moldb-alogps-logs>-5.67</moldb-alogps-logs>
  <moldb-alogps-solubility>1.80e-03 g/l</moldb-alogps-solubility>
</compound>
