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Onchidal

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Chemical compound Pharmaceutical compound
Onchidal
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • (1E,3E)-5-(2,2-Dimethyl-6-methylenecyclohexyl)-3-formylpenta-1,3-dien-1-yl acetate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H24O3
Molar mass276.376 g·mol
3D model (JSmol)
SMILES
  • CC(=O)O\C=C\C(=C/CC1C(=C)CCCC1(C)C)\C=O
InChI
  • InChI=1S/C17H24O3/c1-13-6-5-10-17(3,4)16(13)8-7-15(12-18)9-11-20-14(2)19/h7,9,11-12,16H,1,5-6,8,10H2,2-4H3/b11-9+,15-7+
  • Key:BEKQPDFPPJFVJP-AHSQCEKMSA-N
  (verify)

Onchidal is a naturally occurring neurotoxin produced as a defensive secretion by the mollusc Onchidella binneyi and several other related species in Onchidella, a genus of small, air-breathing sea slugs. It acts as an irreversible acetylcholinesterase inhibitor, the same mechanism of action as that of the deadly nerve agents, however onchidal is not an organophosphorus or carbamate compound and bears little resemblance to other compounds of this nature.

References

  1. Abramson SN, Radic Z, Manker D, Faulkner DJ, Taylor P (September 1989). "Onchidal: a naturally occurring irreversible inhibitor of acetylcholinesterase with a novel mechanism of action". Molecular Pharmacology. 36 (3): 349–54. PMID 2779521.
Bacterial
toxins
Exotoxin
Gram
positive
Bacilli
Clostridium:
Other:
Cocci
Staphylococcus
Actinomycetota
Gram
negative
Mechanisms
Endotoxin
Virulence
factor
Mycotoxins
Plant toxins
Invertebrate
toxins
Scorpion:
Spider:
Mollusca:
Vertebrate
toxins
Fish:
Amphibian:
Reptile/
Snake venom:
  • note: some toxins are produced by lower species and pass through intermediate species
Acetylcholine metabolism and transport modulators
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators
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