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HomeProduct name listPICROTOXININ

PICROTOXININ

PICROTOXININ Structural

What is PICROTOXININ?

The Uses of PICROTOXININ

Picrotoxinin is a L-glutamate and channel blockers.

Definition

ChEBI: Picrotoxinin is a picrotoxane sesquiterpenoid that is 3a,4,5,6,7,7a-hexahydro-1H-indene-3,7-dicarboxylic acid which is substituted at positions 3a, 6, and 7a by methyl, isopropenyl, and hydroxy groups, respectively; in which the double bond at position 2-3 has been epoxidised; and in which the carboxy groups at positions 3 and 7 have undergone gamma-lactone formation by O-alkylation to positions 4 and 5, respectively. A component of picrotoxin. It has a role as a plant metabolite, a GABA antagonist and a serotonergic antagonist. It is an organic heteropentacyclic compound, an epoxide, a tertiary alcohol, a gamma-lactone and a picrotoxane sesquiterpenoid.

Biochem/physiol Actions

GABAA receptor antagonist; binds to the GABA receptor-linked Cl? channel.

Enzyme inhibitor

These neurotoxic GABAA receptor antagonists, consisting of a nearly 1:1 mixture of picrotoxinin, (FW = 292.29 g/mol; CAS 17617-45-7) and picrotin (FW = 310.30 g/mol; CAS 124-87-8), is a bitter-tasting (hence the Greek prefix picros) principle, also known as cocculin, from fishberry seeds (Anamirta cocculus) and the Philippine bayating (Tinomiscium philippinense). Picrotoxin binds to the chloride channel of the receptor without displacing g-aminobutyric acid. Picrotoxin is highly toxic, exerting both stimulant and convulsant effects, and care must be exercised when handling this agent.

Properties of PICROTOXININ

Melting point: 203-205°C
Boiling point: 354.22°C (rough estimate)
alpha  D17 +4.4° (c = 4.28 in abs alc), +3.49° (c = 7.57 in acetone)
Density  1.2207 (rough estimate)
refractive index  1.4359 (estimate)
storage temp.  2-8°C
form  Solid
pka 13.18±0.60(Predicted)
form  neat
color  White to off-white
EPA Substance Registry System Picrotoxinin (17617-45-7)

Safety information for PICROTOXININ

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H300:Acute toxicity,oral

Computed Descriptors for PICROTOXININ

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