Onchidal

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.[1]

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−1
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+ Y
  • Key:BEKQPDFPPJFVJP-AHSQCEKMSA-N Y
  (verify)

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.
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