PICROTOXININ
- CAS NO.:17617-45-7
- Empirical Formula: C15H16O6
- Molecular Weight: 292.28
- MDL number: MFCD00078765
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-02 08:55:16
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) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H300:Acute toxicity,oral |
Computed Descriptors for PICROTOXININ
New Products
Tubulysin E 2,2-diethoxyethanethioamide Tubulysin I Tubulysin H 4-(Benzyloxy)-3-bromophenylacetic Acid 4,4-DIFLUOROPIPERIDINE CYCLOBUTYLAMINE HYDROCHLORIDE Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate 4,4-DIFLUOROCYCLOHEXANAMINE 3-Aminocyclobutanone hydrochloride 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Calcium Sodium Phosphosilicate IH Imeglimin Hydrochloride IH Fuel shell (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol (S)-4-(azidomethyl) -3-(3-fluoro-4- thiomorpholino phenyl) oxazolidin-2-one 2-(2-Formylphenoxy) acetic acid Latanoprostene Bunod Lubiprostone Magnesium Trisilicate Flame Retardant Zinc Borate 1H-Imidazole-4-carbonitrile 7-Methoxyquinoline-4-carbonitrileRelated products of tetrahydrofuran
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