CYCLOPIAZONIC ACID

CYCLOPIAZONIC ACID Structure
CAS No.
18172-33-3
Chemical Name:
CYCLOPIAZONIC ACID
Synonyms
CPA;CYCLOPIAZONIC ACID;gamma-linolenoyl-CoA;PENICILLIUM CYCLOPIUM;Cyclopiazonic acid,98%;ALPHA CYCLOPIAZONIC ACID;Cyclopiazonic acid (CPA);Penicillium cyclopiumPCR;CYCLOPIAZONICACID,BIOTECHGRADE;Penicillium cyclopium Westling
CBNumber:
CB9207176
Molecular Formula:
C20H20N2O3
Molecular Weight:
336.38
MOL File:
18172-33-3.mol
MSDS File:
SDS
Modify Date:
2023/9/4 15:51:00

CYCLOPIAZONIC ACID Properties

Melting point 245-246°C
Boiling point 472.86°C (rough estimate)
Density 1.2171 (rough estimate)
refractive index 1.5700 (estimate)
storage temp. -20°C
solubility DMSO: soluble
form powder
pka 4.50±1.00(Predicted)
color white to off-white
Water Solubility Soluble in DMSO (100 mM), ethanol (5 mM), DMF (~20 mg/ml), and 1:1 DMSO:PBS(pH 7.2) (0.5 mg/ml). Insoluble in water.
EPA Substance Registry System Cyclopiazonic acid (18172-33-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P301+P310
Hazard Codes  T
Risk Statements  25
Safety Statements  36/37/39-45
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS  UY8587000
HazardClass  6.1(a)
PackingGroup  II
HS Code  29337900
Toxicity chicken,LD50,oral,12mg/kg (12mg/kg),Poultry Science. Vol. 65(Suppl,
NFPA 704
0
4 0

CYCLOPIAZONIC ACID price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C1530 Cyclopiazonic acid from Penicillium cyclopium ≥98% (HPLC), powder 18172-33-3 5MG ₹12795.15 2022-06-14 Buy
Sigma-Aldrich(India) C1530 Cyclopiazonic acid from Penicillium cyclopium ≥98% (HPLC), powder 18172-33-3 10MG ₹19874.7 2022-06-14 Buy
Sigma-Aldrich(India) C1530 Cyclopiazonic acid from Penicillium cyclopium ≥98% (HPLC), powder 18172-33-3 50MG ₹74411.05 2022-06-14 Buy
Sigma-Aldrich 239805 Cyclopiazonic Acid, Penicillium cyclopium - CAS 18172-33-3 - Calbiochem A cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase that releases Ca2+ from the same intracellular pools as Thapsigargin. 18172-33-3 5MG ₹8310 2022-06-14 Buy
Sigma-Aldrich(India) 239805 Cyclopiazonic Acid, Penicillium cyclopium - CAS 18172-33-3 - Calbiochem A cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase that releases Ca2+ from the same intracellular pools as Thapsigargin. 18172-33-3 5MG ₹8310 2022-06-14 Buy
Product number Packaging Price Buy
C1530 5MG ₹12795.15 Buy
C1530 10MG ₹19874.7 Buy
C1530 50MG ₹74411.05 Buy
239805 5MG ₹8310 Buy
239805 5MG ₹8310 Buy

CYCLOPIAZONIC ACID Chemical Properties,Uses,Production

Description

Cyclopiazonic acid is a mycotoxin that has been found in Penicillium and Aspergillus and an inhibitor of sarcoplasmic/endoplasmic reticulum Ca2+-ATPase (SERCA; IC50 = 0.6 μM). In vivo, cyclopiazonic acid (11-14 mg/kg) induces ptosis, hypothermia, tremor, and cachexia, as well as induces lethality (LD50 = 13 mg/kg), in rats. It induces tachycardia and sedation in rabbits when administered at a dose of 10 mg/kg.

Chemical Properties

off-white powder or crystals

Uses

Cyclopiazonic acid is a tremorigenic indole produced by several species of Aspergillus and Penicillium. Cyclopiazonic acid is a highly specific inhibitor of calcium ATPase of sarcoplasmic reticulum, altering calcium homeostasis and ATP-dependent calcium transport and resulting in the release of intracellular stored Ca2+ without increasing IP3.

General Description

Cyclopiazonic acid (CPA), a tetramic acid is synthesized by various Aspergillus and Penicillium species.

Biological Activity

Cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca 2+ -ATPase.

CYCLOPIAZONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 101)Suppliers
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Beijing Keyi Tongda Technology Development Co., Ltd 17743531240 China 1388 58 Inquiry

CYCLOPIAZONIC ACID Spectrum

-Cyclopiazonic acid / CPA Cyclopiazonic acid from Penicillium grisefulvum Cyclopiazonic acid (CPA) Cyclopiazonic acid, FroM PenicilliuM griseofulvuM (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 (6a-alpha,11a,11b-alpha)--10-acetyl-7-dimethyl-11-hydroxy- 9h-pyrrolo(1’,2’:2,3)isoindolo(4,5,6-cd)indol-9-one,2,6,6a,7,11a,11b-hexahydro (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 (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 ALPHA CYCLOPIAZONIC ACID CPA CYCLOPIAZONIC ACID CYCLOPIAZONIC ACID, PENICILLIUM CYCLOPIUM CYCLOPIAZONIC ACID FROM PENICILLIUMCYCLO PIUM MINIM 9H-Pyrrolo1,2:2,3isoindolo4,5,6-cdindol-9-one, 10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-, (6aR,11aS,11bR)-rel- CYCLOPIAZONICACID,BIOTECHGRADE [5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy-[3-hydroxy-2,2-dimethyl-3-[2-(2-octadeca-6,9,12-trienoylsulfanylethylcarbamoyl)ethylcarbamoyl]propoxy]phosphoryl]oxy-phosphoryl]oxymethyl]oxolan-3-yl]oxyphosphonic acid gamma-linolenoyl-CoA Cyclopiazonic acid from Penicillium cyclopium PENICILLIUM CYCLOPIUM 10-Acetyl-2,6,6aβ,7,11aα,11bβ-hexahydro-11-hydroxy-7,7-dimethyl-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one Cyclopiazonic acid,98% Cyclopiazonic acid, 98%, from Penicillium griseofulvum Cyclopiazonic Acid, Penicillium cyclopium - CAS 18172-33-3 - Calbiochem Cyclopiazonic Acid, 98.0+ % (HPLC) Penicillium cyclopium Westling Penicillium cyclopiumPCR 9H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one, 10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-, (6aR,11aS,11bR)- 18172-33-3 181172-33-3 C20H20N2O3 C39H64N7O17P3S Intracellular Calcium Regulators Intracellular Calcium Signaling Cell Biology Cell Signaling and Neuroscience BioChemical antibiotic Signalling Calcium signaling