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Merck
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文件

P1675

Sigma-Aldrich

Picrotoxin

powder

同義詞:

Cocculin

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About This Item

經驗公式(希爾表示法):
C30H34O13
CAS號碼:
分子量::
602.58
Beilstein:
3894406
EC號碼:
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

形狀

powder

顏色

white

mp

203 °C (lit.)

SMILES 字串

[H][C@@]12C[C@@]3(O)[C@@]4([H])[C@H](C(C)=C)[C@]([H])(OC4=O)[C@@]5([H])OC(=O)[C@]1(O2)[C@@]35C.[H][C@@]67C[C@@]8(O)[C@@]9([H])[C@@H]([C@]([H])(OC9=O)[C@@]%10([H])OC(=O)[C@]6(O7)[C@@]8%10C)C(C)(C)O

InChI

1S/C15H18O7.C15H16O6/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9;1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h5-9,18-19H,4H2,1-3H3;6-10,18H,1,4H2,2-3H3/t5-,6+,7+,8+,9-,13-,14-,15+;6-,7+,8+,9+,10-,13-,14-,15+/m11/s1

InChI 密鑰

VJKUPQSHOVKBCO-NGKRNLQBSA-N

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一般說明

Picrotoxin is isolated from moonseed family, Menispermaceae. It is a stimulant and may cause convulsions. It is an allosteric modulator of γ-aminobutyric acid (GABAA) receptor.

應用

Picrotoxin has been used:
  • as non-competitive antagonist for the γ-aminobutyric acid (GABAA) for studying synchronized burst (SB) dynamics
  • as a component of extracellular saline for blocking glutamate and acetylcholine receptors in neurons
  • as a component of artificial cerebrospinal fluid (ACSF) for voltage-clamp recordings studies in dissociated cortical neurons

生化/生理作用

Picrotoxin is a competitive inhibitor of glycine receptors (GlyRs). It is a non-competitive antagonist, which binds to ligand bounded γ-aminobutyric acid (GABAA) receptor.
GABAA receptor antagonist; binds to the GABA receptor-linked Cl channel.

特點和優勢

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAA Receptors and GABAC Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

其他說明

Molecular complex (1:1) of picrotin and picrotoxinin.

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 2 Oral

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


分析證明 (COA)

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存取文件庫

Picrotoxin-like channel blockers of GABAA receptors
Olsen RW
Proceedings of the National Academy of Sciences of the USA, 103(16), 6081-6082 (2006)
Aric C Madayag et al.
Brain structure & function, 224(7), 2311-2324 (2019-06-16)
Despite evidence that morphine-related pathologies reflect adaptations in NAc glutamate signaling, substantial gaps in basic information remain. The current study examines the impact of non-contingent acute, repeated, and withdrawal-inducing morphine dosing regimens on glutamate transmission in D1- or D2-MSNs in
On the mechanism of action of picrotoxin on GABA receptor channels in dissociated sympathetic neurones of the rat
Newland CF and Cull-Candy SG
The Journal of Physiology, 447(1), 191-213 (1992)
Characterization of alpha 3 Glycine Receptors with Ginkgolide B and Picrotoxin
Chakrabarti S, et al.
bioRxiv, 454710-454710 (2018)
Dynamic transitions among multiple oscillators of synchronized bursts in cultured neural networks
Kim JH, et al.
Journal of Statistical Mechanics: Theory and Experiment, 2014(4), P04019-P04019 (2014)

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