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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H16O6
Molecular Weight 292.2839
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PICROTOXININ

SMILES

[H][C@@]12OC(=O)[C@@]34O[C@@H]3C[C@@](O)([C@@H]5[C@@H]([C@H]1OC5=O)C(C)=C)[C@@]24C

InChI

InChIKey=PIMZUZSSNYHVCU-YKWPQBAZSA-N
InChI=1S/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8-,9-,10-,13-,14-,15+/m1/s1

HIDE SMILES / InChI

Description

Pircotoxinin is a component of pircotoxin, a poisonous compound from Anamirta cocculus. It exerts its action by blockade of anion channels, such as GABA-A or GlyR.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.4 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Picrotoxinin is used as a tool compound to study effect of GABAA blockade. It was administered to SD rats intravenously in dose 2 mg/kg.
Route of Administration: Intravenous
In Vitro Use Guide
Outside-out patch clamp recordings of responses of GlyR-transfected CHO1 cells on glycine co-administred with picrotoxinin show that picrotoxinin dose-dependendly blocks GlyR channels with IC50 of 2.4 uM