Toxiferine

Toxiferine
Identifiers
CAS Number	302-30-7;
PubChem CID	5281411;
ChemSpider	4444760;
UNII	9M7D9K3OJI;
ChEMBL	ChEMBL231047;
CompTox Dashboard (EPA)	DTXSID30897243 ;
Chemical and physical data
Formula	C40H46N4O2
Molar mass	614.834 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [H][C@@]12[C@@]3(CC[N+]2(C)C/C4=C/CO)[C@@]5([H])N(C6=C3C=CC=C6)/C=C7[C@]([C@@]8(CC[N+]9(C)C/%10)[C@]9([H])C[C@]\7([H])C%10=C/CO)([H])N(C%11=C8C=CC=C%11)/C=C5/[C@]4([H])C1;

Toxiferine (C-toxiferine I) is a curare toxin. It is a bisindole alkaloid derived from Strychnos toxifera and a nicotinic acetylcholine receptor antagonist. This alkaloid is the main toxic component of Calabash curare, and one of the most toxic plant alkaloids known to man. The lethal dose (LD50) for mice has been determined as 10 - 60 µg/kg by intravenous administration.[1] It is a muscle relaxant that causes paralysis of skeletal muscle, which takes approximately 2 hours to recovery for a moderate dose, and 8 hours of total paralysis with a 20-fold paralytic dose. The paralysis can be antagonized by Neostigmine[2]

References

Entry on C-Toxiferine I. at: Römpp Online. Georg Thieme Verlag, retrieved 8 June 2020.
Page 330 in: The Alkaloids: v. 1: A Review of Chemical Literature (Specialist Periodical Reports). Cambridge, Eng: Royal Society of Chemistry. 1971. ISBN 0-85186-257-8.

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[1] Entry on C-Toxiferine I. at: Römpp Online. Georg Thieme Verlag, retrieved 8 June 2020.

[2] Page 330 in: The Alkaloids: v. 1: A Review of Chemical Literature (Specialist Periodical Reports). Cambridge, Eng: Royal Society of Chemistry. 1971. ISBN 0-85186-257-8.