PICROTOXININ
- Product Name
- PICROTOXININ
- CAS No.
- 17617-45-7
- Chemical Name
- PICROTOXININ
- Synonyms
- PICROTOXININ;Picrotoxinin CRS;PICROTOXININ USP/EP/BP;Yellowmouth Dutchmanspipe Root;6a-beta,8as*,8b-beta,9r*))-6-beta;ahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-,(1ar-(1a-alpha,2a-beta,3-bet;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)-
- CBNumber
- CB7420980
- Molecular Formula
- C15H16O6
- Formula Weight
- 292.28
- MOL File
- 17617-45-7.mol
PICROTOXININ Property
- Melting point:
- 203-205°C
- alpha
- D17 +4.4° (c = 4.28 in abs alc), +3.49° (c = 7.57 in acetone)
- Boiling point:
- 354.22°C (rough estimate)
- Density
- 1.2207 (rough estimate)
- refractive index
- 1.4359 (estimate)
- storage temp.
- 2-8°C
- pka
- 13.18±0.60(Predicted)
- LogP
- -0.130 (est)
- EPA Substance Registry System
- Picrotoxinin (17617-45-7)
Safety
- Hazard Codes
- T+
- Risk Statements
- 25-28
- Safety Statements
- 13-20-45-36/37-28
- RIDADR
- 3172
- WGK Germany
- 3
- RTECS
- PC5150000
- HazardClass
- 6.1(a)
- PackingGroup
- I
- Toxicity
- LD50 i.p. in mice: 3 mg/kg (Jarboe)
N-Bromosuccinimide Price
- Product number
- Y0001528
- Product name
- Picrotoxinin
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- y0001528
- Price
- $220
- Updated
- 2024/03/01
- Product number
- P8390
- Product name
- Picrotoxinin
- Packaging
- 250mg
- Price
- $229
- Updated
- 2024/03/01
- Product number
- PHL80339
- Product name
- Picrotoxinin
- Purity
- phyproof? Reference Substance
- Packaging
- 20mg
- Price
- $344
- Updated
- 2024/03/01
- Product number
- P437633
- Product name
- Picrotoxinin
- Packaging
- 500mg
- Price
- $210
- Updated
- 2021/12/16
- Product number
- P437633
- Product name
- Picrotoxinin
- Packaging
- 250mg
- Price
- $130
- Updated
- 2021/12/16
PICROTOXININ Chemical Properties,Usage,Production
Uses
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.