PICROTOXININ

ChemicalBook > CAS DataBase List > PICROTOXININ

Product Name: PICROTOXININ
CAS No.: 17617-45-7
Chemical Name: PICROTOXININ
Synonyms: PICROTOXININ;Picrotoxinin-RM;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

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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)
form: Solid
color: White to off-white
LogP: -0.130 (est)
EPA Substance Registry System: Picrotoxinin (17617-45-7)

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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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H300Fatal if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0001528
Product name: Picrotoxinin
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: y0001528
Price: $220
Updated: 2024/03/01

Sigma-Aldrich

Product number: P8390
Product name: Picrotoxinin
Packaging: 250mg
Price: $229
Updated: 2024/03/01

Sigma-Aldrich

Product number: PHL80339
Product name: Picrotoxinin
Purity: phyproof? Reference Substance
Packaging: 20mg
Price: $344
Updated: 2024/03/01

TRC

Product number: P437633
Product name: Picrotoxinin
Packaging: 250mg
Price: $130
Updated: 2021/12/16

TRC

Product number: P437633
Product name: Picrotoxinin
Packaging: 500mg
Price: $210
Updated: 2021/12/16

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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.

PICROTOXININ Preparation Products And Raw materials

Raw materials

Preparation Products

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17617-45-7, PICROTOXININRelated Search:

Dihydromyrcenol METHYL TUBERATE 2-(2-ISOBUTOXYETHOXY)ETHANOL BUTYL L-LACTATE 1,2-EPOXY-7-OCTENE Molecular complex (1:1) of picrotin and picrotoxinin,picrotoxinin,compd.withpicrotin(1:1 PICROTOXININ Isopentyl isobutyrate ISOBUTYL LACTATE 4-METHOXYCYCLOHEXANECARBOXYLIC ACID (S)-5-Hydroxymethyldihydrofuran-2-one Undecenoic acid 1,3-CYCLOPENTANEDIOL (+)-3-METHYLHEXANEDIOIC ACID DIHYDRO-4,4-DIMETHYL-2(3H)-FURANONE Ethyl 2-hydroxyisobutyrate ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE (R)-2-HYDROXY-4-METHYLPENTANOIC ACID

6a-beta,8as*,8b-beta,9r*))-6-beta

ahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-,(1ar-(1a-alpha,2a-beta,3-bet

PICROTOXININ

Yellowmouth Dutchmanspipe Root

Picrotoxinin CRS

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)-

PICROTOXININ USP/EP/BP

Picrotoxinin-RM

17617-45-7

C15H16O6

C15H16O6H2O

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

Cell Signaling and Neuroscience

Cell Biology

BioChemical

Ligand-Gated Ion Channels

Ion Channels

GABA and Glycine Receptor Modulators

Miscellaneous Natural Products

AntagonistsIon Channels

GABA and Glycine Receptor Modulators

GABAergics

Ligand-Gated Ion Channels

Neurotransmitters