PICROTIN

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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)
form: Solid
color: White to off-white
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

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21416-53-5, PICROTINRelated Search:

PICROTIN (R)-5-Hydroxymethyldihydrofuran-2-one ETHYL N-HEPTYLOXYACETATE 3-HEPTYLDIHYDRO-5-METHYL-2(3H)-FURANONE ETHYL TETRAHYDROPYRAN-4-YL-ACETATE cis-4-Hydroxycyclohexanecarboxylic acid Tetrahydropyranyl-4-acetic acid ε-Caprolactone D-(-)-PANTOLACTONE 4-METHOXYCYCLOHEXANECARBOXYLIC ACID TETRAHYDROFURFURYL BUTYRATE Undecanedioic acid DL-Pantolactone Molecular complex (1:1) of picrotin and picrotoxinin,picrotin,compd.withpicrotoxinin(1:1 TRANS-P-MENTHANE-3,8-DIOL METHYL 2-METHYLGLYCIDATE 2-HYDROXY-CYCLOPENTANECARBOXYLIC ACID METHYL ESTER 6-OXABICYCLO[3.2.1]OCTAN-7-ONE

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

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