picrotoxin
Sign in to savePicrotoxin, also known as cocculin, is a poisonous crystalline plant compound. It was first isolated by the French pharmacist and chemist Pierre François Guillaume Boullay (1777–1869) in 1812. The name "picrotoxin" is a combination of the Greek words "picros" (bitter) and "toxicon" (poison). A mixture of two different compounds, picrotoxin occurs naturally in the fruit of the Anamirta cocculus plant, although it can also be synthesized chemically.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 464206410
- Drug.imageL
- Picrotoxinin.svg
- Drug.image_classL
- skin-invert-image
- Drug.imageR
- Picrotin.svg
- Drug.image_classR
- skin-invert-image
- Drug.captionLR
- Picrotoxinin (left) and picrotin (right)
- Drug.smiles
- CC(=C)[C@H]1[C@@H]2C(=O)O[C@H]1[C@H]3OC(=O)[C@@]54O[C@@H]5C[C@]2(O)[C@@]34C.CC(C)(O)[C@H]5[C@@H]1C(=O)O[C@H]5[C@H]2OC(=O)[C@@]43O[C@@H]4C[C@]1(O)[C@@]23C
- Drug.StdInChI
- 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
- Drug.StdInChIKey
- VJKUPQSHOVKBCO-AHMKVGDJSA-N
- Drug.CAS_number
- 124-87-8
- Drug.ATC_prefix
- none
- Drug.PubChem
- 5360688
- Drug.IUPHAR_ligand
- 4051
- Drug.DrugBank
- DB00466
- Drug.ChemSpiderID
- 16736444
- Drug.UNII
- ZLT174DL7U
via Wikipedia infobox
Research
6,339 papers- [Picrotoxin].Journal de pharmacie de Belgique · 1963
- Picrotoxin-like lactones.Journal of pharmaceutical sciences · 1983
- [Picrotoxin-barbituric chemical-pharmacological antagonism].Revista. Universidad Nacional Mayor de San Marcos. Facultad de Farmacia y Bioquimica · 1948
- Intracellular picrotoxin blocks pentobarbital-gated Cl- conductance.Neuroscience research · 1988
- [Picrotoxin in the treatment of Menière's disease].Laryngo- rhino- otologie · 2008
via PubMed
Article
7 sectionsContents
- Chemical structure and synthesis
- Mechanism of action
- Toxicity
- Clinical applications and other uses
- See also
- References
- Further reading
Picrotoxin, also known as cocculin, is a poisonous crystalline plant compound. It was first isolated by the French pharmacist and chemist Pierre François Guillaume Boullay (1777–1869) in 1812. The name "picrotoxin" is a combination of the Greek words "picros" (bitter) and "toxicon" (poison). A mixture of two different compounds, picrotoxin occurs naturally in the fruit of the Anamirta cocculus plant, although it can also be synthesized chemically.
Due to its interactions with the inhibitory neurotransmitter GABA, picrotoxin acts as a stimulant and convulsant. It mainly impacts the central nervous system, causing seizures and respiratory paralysis in high enough doses.
Gallery (4)
Connections
Categories
Chloride channel blockersConvulsantsDrugboxes which contain changes to verified fieldsDrugboxes which contain changes to watched fieldsDrugs not assigned an ATC codeDrugs with no legal statusECHA InfoCard ID from WikidataEpoxidesGABAA receptor negative allosteric modulatorsGABAA-rho receptor negative allosteric modulatorsGlycine receptor antagonists