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CYCLOPIAZONIC ACID

CYCLOPIAZONIC ACID structure

CYCLOPIAZONIC ACID 

structure
  • CAS No:

    83136-88-3

  • Formula:

    C20H20N2O3

  • Chemical Name:

    CYCLOPIAZONIC ACID

  • Synonyms:

    ALPHA CYCLOPIAZONIC ACID;CYCLOPIAZONIC ACID;CYCLOPIAZONIC ACID, PENICILLIUM CYCLOPIUM;PENICILLIUM CYCLOPIUM;(6AR,11AS,11BR)-REL-10-ACETYL-2,6,6A,7,11A,11B-HEXAHYDRO-7,7-DIMETHYL-9H-PYRROLO[1',2':2,3]ISOINDOLO[4,5,6-CD]INDOL-9-ONE;(6AA, 10Z, 11AB, 11BA)-6A,7,11A,11B-TETRAHYDRO-10-(1-HYDROXYETHYLIDENE)-7,7- DIMETHYL-6H-PYRROLO [1',2':2,3]ISOINDOLO [4,5,6-CD]INDOLE-9,11 (2H,10H)-DIONE;6H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,7H)-dione, 6a,10,11a,11b-tetrahydro-10-(1-hydroxyethylidene)-7,7-dimethyl-, (6aR,10Z,11aS,11bR)-;Cyclopiazonic acid in acetonitrile

Description

ChEBI: Alpha-cyclopiazonic acid is a member of alpha-cyclopiazonic acids. It is a conjugate acid of an alpha-cyclopiazonate. It is a tautomer of a (6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one.

CYCLOPIAZONIC ACID Basic Attributes

336.38

336.38

2005854

X9TLY4580Z

white to off-white

Characteristics

245-246 °C

Cyclopiazonic acid is a natural contaminant of cheese, corn, and peanuts. Due to the lack of analytical methods for quantifying cyclopiazonic acid, the amount present in the food supply and the potential health risks are uncertain. Cyclopiazonic acid distributes widely in mammalian tissues, especially skeletal muscle, and produces equally diverse cytotoxicity. This toxicant shares many pharmacological properties with antipsychotic drugs including catalepsy, hypothermia, hypokinesia, ptosis, tremor, gait disturbance, sedation without loss of righting reflex, atypical convulsion, and increased barbiturate sleeping time. The mode of action of cyclopiazonic acid involves its role as an inhibitor of Ca-ATPase.

−20°C

Safety Information

3

T

36/37/39-45

UY8587000

25

UN 2811 6.1/PG 2

Drug Information

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

cyclopiazonic acid

CYCLOPIAZONIC ACID Use and Manufacturing

Cyclopiazonic Acid is an inhibitor of endoplasmic reticulum Ca2+-ATPase.

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