Picrotoxin

• CAT Number: R045412
• CAS Number: 124-87-8
• Molecular Formula: C15H18O7.C15H16O6
• Molecular Weight: 602.58
• Purity: ≥95%
• IUPAC Name: (1R,3R,5S,8S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione;(1R,5S,8S,13R,14R)-1-hydroxy-13-methyl-14-prop-1-en-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
• InChI: InChI=1S/C15H18O7.C15H16O6/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9;1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h5-9,18-19H,4H2,1-3H3;6-10,18H,1,4H2,2-3H3/t5-,6+,7?,8?,9-,13-,14-,15+;6?,7-,8?,9?,10+,13+,14+,15-/m10/s1
• InChIKey: VJKUPQSHOVKBCO-ZTYBEOBUSA-N
• SMILES: CC(=C)[C@@H]1C2[C@@H]3[C@@]4([C@](C1C(=O)O2)(CC5[C@]4(O5)C(=O)O3)O)C.C[C@@]12[C@H]3C4[C@H](C([C@@]1(C[C@@H]5[C@]2(O5)C(=O)O3)O)C(=O)O4)C(C)(C)O

Picrotoxin（Cat No.:R045412）is a naturally occurring plant-derived compound composed of two structurally related sesquiterpenes: picrotoxinin and picrotin. Extracted primarily from the seeds of Anamirta cocculus, it acts as a noncompetitive antagonist of GABAA receptors, blocking chloride ion channels and producing central nervous system stimulation. Historically used as a respiratory stimulant and antidote for barbiturate poisoning, it is now primarily a research tool in neuropharmacology. Due to its convulsant properties, picrotoxin is employed in studies involving neuronal excitability, synaptic inhibition, and seizure models. It is highly toxic and must be handled with caution.

Reference

[1] Haohua Qian, et al. Mol Pharmacol. 2005 Feb;67(2):470-9.