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17617-45-7

17617-45-7

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  • 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)-

    Cas No: 17617-45-7

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  • 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)-

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  • 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)-

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  • 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)-

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17617-45-7 Usage

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.

Check Digit Verification of cas no

The CAS Registry Mumber 17617-45-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,6,1 and 7 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 17617-45:
(7*1)+(6*7)+(5*6)+(4*1)+(3*7)+(2*4)+(1*5)=117
117 % 10 = 7
So 17617-45-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8+,9+,10?,13-,14-,15+/m1/s1

17617-45-7 Well-known Company Product Price

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  • Sigma-Aldrich

  • (Y0001528)  Picrotoxinin  European Pharmacopoeia (EP) Reference Standard

  • 17617-45-7

  • Y0001528

  • 1,880.19CNY

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17617-45-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name Picrotoxinin

1.2 Other means of identification

Product number -
Other names PICROTOXININ

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17617-45-7 SDS

17617-45-7Relevant articles and documents

Stereocontrolled Total Synthesis of (-)-Picrotoxinin and (+)-Coriamyrtin via a Common Isotwistane Intermediate

Niwa, Haruki,Wakamatsu, Kazumasa,Hida, Tsuneaki,niiyama, Kenji,Kigoshi, Hideo,et al.

, p. 4547 - 4552 (1984)

Stereocontrolled total synthesis of (-)-picrotoxinin (1) and (+)-coriamyrtin (2), toxic sesquiterpenoids of plant origin, is described, utilizing isotwistane compounds as common and key intermediates.

SHORT SYNTHESES OF (-)-PICROTOXININ AND RELATED COMPOUNDS

-

, (2022/02/26)

The present disclosure relates to concise processes for making (?)-picrotoxinin (1, PXN) and 5-methyl-picrotoxinin (20, 5MePXN), and to 5MePXN, its pharmaceutical compositions, and its method of use for inhibiting GABAA receptor.

General strategy for the asymmetric synthesis of the picrotoxanes

Trost, Barry M.,Krische, Michael J.

, p. 233 - 234 (2007/10/03)

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