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PICROTIN

Product Name
PICROTIN
CAS No.
21416-53-5
Chemical Name
PICROTIN
Synonyms
PICROTIN;Picrotin CRS;(1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-Hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione;3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-, (1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-;(1aR,8aS,9S)-1aβ,2,2a,6,6aα,8b-Hexahydro-2aα-hydroxy-9-(1-hydroxy-1-methylethyl)-8bα-methyl-3α,6α-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione
CBNumber
CB2383778
Molecular Formula
C15H18O7
Formula Weight
310.3
MOL File
21416-53-5.mol
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PICROTIN Property

Melting point:
256-258°C
alpha 
D -64.7° (c = 2.31 in abs alc)
Boiling point:
595.8±50.0 °C(Predicted)
Density 
1.59
storage temp. 
2-8°C
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2)(1:9): 0.1 mg/ml
pka
13.28±0.60(Predicted)
EPA Substance Registry System
Picrotin (21416-53-5)
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Safety

WGK Germany 
3
RTECS 
TJ8800000
Toxicity
LD50 i.p. in mice: 135 mg/kg (Jarboe)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001508
Product name
Picrotin
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0001508
Price
$220
Updated
2024/03/01
Cayman Chemical
Product number
21870
Product name
Picrotin
Purity
≥98%
Packaging
25mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21870
Product name
Picrotin
Purity
≥98%
Packaging
50mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
21870
Product name
Picrotin
Purity
≥98%
Packaging
100mg
Price
$98
Updated
2024/03/01
Cayman Chemical
Product number
21870
Product name
Picrotin
Purity
≥98%
Packaging
250mg
Price
$169
Updated
2024/03/01
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PICROTIN Chemical Properties,Usage,Production

Description

Picrotin is a natural picrotoxane that antagonizes glycine receptors (GlyRs; IC50s = 57 and 117 μM for α1 and α2 homodimeric GlyRs, respectively). It also inhibits α3 homodimeric GlyRs. Picrotin is inactive in inhibiting γ-aminobutyric acid (GABA) type A and type C receptors. Picrotin occurs in the natural plant-derived poison picrotoxin , equimolar with picrotoxinin.

Uses

GABAa receptor antagonist

Definition

ChEBI: Picrotin is an organic heteropentacyclic compound that is picrotoxinin in which the olefinic double bond has undergone addition of water to give the corresponding tertiary alcohol. It is the less toxic component of picrotoxin, lacking GABA activity. It has a role as a plant metabolite. It is an organic heteropentacyclic compound, an epoxide, a tertiary alcohol, a gamma-lactone, a diol and a picrotoxane sesquiterpenoid. It is functionally related to a picrotoxinin.

PICROTIN Preparation Products And Raw materials

Raw materials

Preparation Products

21416-53-5, PICROTINRelated Search:


  • PICROTIN
  • (1aR,8aS,9S)-1aβ,2,2a,6,6aα,8b-Hexahydro-2aα-hydroxy-9-(1-hydroxy-1-methylethyl)-8bα-methyl-3α,6α-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione
  • (1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-Hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione
  • Picrotin CRS
  • 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione, hexahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-, (1aR,2aR,3S,6R,6aS,8aS,8bR,9S)-
  • 21416-53-5
  • C15H18O7
  • Analytical Standards
  • Analytical Chromatography Product Catalog
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  • PEM - POLA
  • Plant Oils, Toxins, Phenolic Acids & Derivatives