CYCLOPIAZONIC ACID
- Product Name
- CYCLOPIAZONIC ACID
- CAS No.
- 18172-33-3
- Chemical Name
- CYCLOPIAZONIC ACID
- Synonyms
- CPA;CYCLOPIAZONIC ACID;gamma-linolenoyl-CoA;PENICILLIUM CYCLOPIUM;Cyclopiazonic acid,98%;Cyclopiazonic acid (CPA);ALPHA CYCLOPIAZONIC ACID;Penicillium cyclopiumPCR;CYCLOPIAZONICACID,BIOTECHGRADE;Penicillium cyclopium Westling
- CBNumber
- CB9207176
- Molecular Formula
- C20H20N2O3
- Formula Weight
- 336.38
- MOL File
- 18172-33-3.mol
CYCLOPIAZONIC ACID Property
- 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
- 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
- Hazardous Substances Data
- 18172-33-3(Hazardous Substances Data)
- Toxicity
- chicken,LD50,oral,12mg/kg (12mg/kg),Poultry Science. Vol. 65(Suppl,
N-Bromosuccinimide Price
- Product number
- C1530
- Product name
- Cyclopiazonic acid from Penicillium cyclopium
- Purity
- ≥98% (HPLC), powder
- Packaging
- 5mg
- Price
- $118
- Updated
- 2024/03/01
- Product number
- 239805
- Product name
- Cyclopiazonic Acid,
- Purity
- A cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca
- Packaging
- 5mg
- Price
- $96.4
- Updated
- 2023/01/07
- Product number
- J61594
- Product name
- Cyclopiazonic acid, 98%
- Packaging
- 10mg
- Price
- $185.65
- Updated
- 2024/03/01
- Product number
- J61594
- Product name
- Cyclopiazonic acid, 98%
- Packaging
- 50mg
- Price
- $698.65
- Updated
- 2024/03/01
- Product number
- 11326
- Product name
- Cyclopiazonic Acid
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $25
- Updated
- 2024/03/01
CYCLOPIAZONIC ACID Chemical Properties,Usage,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.
Uses
The use of Cyclopiazonic acid on Langendorff-perfused murine hearts displayed anti-arrhythmic effects. Also, administration of cyclopiazonic acid on rat soleus muscle showed a decrease in hormone sensitive lipase activity and triacylglycerol hydrolysis. It is also used as an inhibitor of endoplasmic reticulum Ca2+-ATPase.
Uses
Cyclopiazonic acid from?Penicillium cyclopium has been used:
- as a standard in aflatoxin detection and quantification by thin layer chromatography (TLC)
- as a component in Ca2+-free DMEM/10% fetal bovine serum (FBS)
- as a reversible inhibitor of the sarco/endoplasmic reticulum Ca2+-ATPase (SERCA) to examine the role of luminal calcium in endoplasmic recticulum (ER)-to-Golgi trafficking
- as an endoplasmic reticulum Ca2+-ATPase blocker, to treat neurons and also to study the role of the endoplasmic reticulum (ER) in releasing and sustaining Ca2+?during Ca2+-induced Ca2+ release (CICR) to inhibit SERCA
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.
Biochem/physiol Actions
Inhibits the sarcoplasmic reticulum Ca2+-pump.
storage
-20°C
CYCLOPIAZONIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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