CAS 124-87-8

Picrotoxin

Description:

Picrotoxin is a complex organic compound classified as a bicyclic compound and is primarily known for its role as a neurotoxin. It is derived from the seeds of the plant Anamirta cocculus, commonly known as the fish berry or cocculus indicus. Picrotoxin acts as a non-competitive antagonist of the GABA_A receptor, which is crucial for inhibitory neurotransmission in the central nervous system. This inhibition can lead to convulsions and other neurological effects, making picrotoxin a potent convulsant agent. The substance is typically encountered as a white crystalline powder and is sparingly soluble in water but more soluble in organic solvents. Due to its toxic nature, picrotoxin has been historically used in research to study the mechanisms of neurotransmission and has potential applications in pharmacology. However, its use is limited due to safety concerns, and it is classified as a hazardous substance. Proper handling and safety precautions are essential when working with picrotoxin in laboratory settings.

Formula: C₁₅H₁₈O₇·C₁₅H₁₆O₆

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+/m11/s1

InChI key: InChIKey=VJKUPQSHOVKBCO-AHMKVGDJSA-N

SMILES: C[C@]12[C@@]34[C@](O3)(C[C@@]1(O)[C@@]5([C@H]([C@](C)(C)O)[C@]([C@]2(OC4=O)[H])(OC5=O)[H])[H])[H].C[C@]12[C@@]34[C@](O3)(C[C@@]1(O)[C@@]5([C@H](C(C)=C)[C@]([C@]2(OC4=O)[H])(OC5=O)[H])[H])[H]

Synonyms:

• 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-, (1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-, compd. with (1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione (1:1)
• 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-, [1aR-(1aα,2aβ,3β,6β,6aβ,8aS*,8bβ,9R*)]-, compd. with [1aR-(1aα,2aβ,3β,6β,6aβ,8aS*,8bβ,9S*)]-hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione (1:1)
• 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-, [1aR-(1aα,2aβ,3β,6β,6aβ,8aS*,8bβ,9S*)]-, compd. with [1aR-(1aα,2aβ,3β,6β,6aβ,8aS*,8bβ,9R*)]-hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione (1:1)
• Cocculin
• Fish berry
• Nsc 403139
• Picrotoxin
• Picrotoxina
• Picrotoxine
• Pikrotoxin
• 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-, (1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-, compd. with (1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione (1:1)

Picrotoxin (Picrotoxinin + Picrotin)

CAS: 124-87-8

Formula: C₃₀H₃₄O₁₃

Purity: >94.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 602.59

Ref: 3B-C0375

Picrotoxin

CAS: 124-87-8

Formula: C₃₀H₃₄O₁₃

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 602.58

Ref: 7W-GK2155

Picrotoxin - Bio-X ™

CAS: 124-87-8

Picrotoxin is a GABA-A receptor antagonist that is used to relieve respiratory distress. This drug also is used as an antidote from poisoning by CNS depressants. Picrotoxin works by blocking the GABA activated chloride ionophore.

Formula: C₁₅H₁₈O₇·C₁₅H₁₆O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 602.58 g/mol

Ref: 3D-BP166191

Picrotoxin

CAS: 124-87-8

GABA(A) channel blocker

Formula: C₁₅H₁₈O₇•C₁₅H₁₆O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 602.58 g/mol

Ref: 3D-FP52506

Picrotoxin (1:1 Mixture of Picrotoxinin and Picrotin)

Controlled Product

CAS: 124-87-8

Applications Picrotoxin is a equimolar mixture of Picrotoxinin and Picrotin. It is a GABAA receptor antagonist and potent CNS stimulant.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Dillon, G., et al.: 115, 539 (1995); Etter, A., et al.: J. Neurochem., 72, 318 (1999)

Formula: C₁₅H₁₆O₆C₁₅H₁₈O₇

Color and Shape: Neat

Molecular weight: 602.58

Ref: TR-P437630

Picrotoxin pure, 98%

CAS: 124-87-8

Formula: C₃₀H₃₄O₁₃

Purity: min. 98%

Color and Shape: White to off - white, Crystalline powder, Clear

Molecular weight: 602.60

Ref: SR-93418