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CYCLOPIAZONIC ACID
CYCLOPIAZONIC ACID
- CAS No.18172-33-3
- Chemical Name:CYCLOPIAZONIC ACID
- 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.
- FDA UNII X9TLY4580Z
- EPA Substance Registry System Cyclopiazonic acid (18172-33-3)
- UNSPSC Code 12352200
- NACRES NA.77
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,
-
NFPA 704:
0 4 0
-
Symbol(GHS)
- Signal wordDanger
- Hazard statements H300
- Precautionary statements P264-P301+P310
CYCLOPIAZONIC ACID Price
More Price(5)
- Brand: Sigma-Aldrich(India)
- Product number: C1530
- Product name : Cyclopiazonic acid from Penicillium cyclopium
- Purity: ≥98% (HPLC), powder
- Packaging: 5MG
- Price: ₹12795.15
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: C1530
- Product name : Cyclopiazonic acid from Penicillium cyclopium
- Purity: ≥98% (HPLC), powder
- Packaging: 10MG
- Price: ₹19874.7
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: C1530
- Product name : Cyclopiazonic acid from Penicillium cyclopium
- Purity: ≥98% (HPLC), powder
- Packaging: 50MG
- Price: ₹74411.05
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich
- Product number: 239805
- Product name : Cyclopiazonic Acid, Penicillium cyclopium - CAS 18172-33-3 - Calbiochem
- Purity: A cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase that releases Ca2+ from the same intracellular pools as Thapsigargin.
- Packaging: 5MG
- Price: ₹8310
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: 239805
- Product name : Cyclopiazonic Acid, Penicillium cyclopium - CAS 18172-33-3 - Calbiochem
- Purity: A cell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca2+-ATPase that releases Ca2+ from the same intracellular pools as Thapsigargin.
- Packaging: 5MG
- Price: ₹8310
- Updated: 2022/06/14
- Buy: Buy
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 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
- 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 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.
- 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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- Cyclopiazonic Acid, <i>Penicillium cyclopium</i>
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- gamma-linolenoyl-CoA
- [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