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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
500mg
Price
$210
Updated
2021/12/16
TRC
Product number
P437633
Product name
Picrotoxinin
Packaging
250mg
Price
$130
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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PICROTOXININ Suppliers

Shanghai Tauto Biotech Co., Ltd.
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021-51320588
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Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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Wuhan ChemFaces Biochemical Co., Ltd.
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Aikon International Limited
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Nanjing Digger Medical Technology Co. Ltd.
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
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China
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17617-45-7, PICROTOXININRelated Search:


  • 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