CYCLOPIAZONIC ACID

CYCLOPIAZONIC ACID Suppliers list
Company Name: ATK CHEMICAL COMPANY LIMITED
Tel: 21-51619050
Email: ivan@atkchemical.com
Products Intro: CAS:18172-33-3
Company Name: TargetMol Chemicals Inc.
Tel: +1-781-999-5354 +1-00000000000
Email: marketing@targetmol.com
Products Intro: Product Name:Cyclopiazonic acid
CAS:18172-33-3
Purity:98.00% Package:5 mg;10 mg Remarks:REAGENT;FOR LABORATORY USE ONLY
Company Name: BOC Sciences
Tel: +8616314854226
Email: inquiry@bocsci.com
Products Intro: Product Name:Cyclopiazonic acid
CAS:18172-33-3
Purity:98% (HPLC) Remarks:It is produced by the strain of Various penicillium. It's a mycotoxin and it's neurotoxic. Its toxicity is linked to its ability to specifically and reversibly inhibit sarco-endoplasmic reticulum Ca2+
Company Name: Henan Alfa Chemical Co., Ltd
Tel: +86-18339805032 +8618339805032
Email: alfa4@alfachem.cn
Products Intro: CAS:18172-33-3
Purity:97% Min. Package:5g, 25g, 100g, 500g, 1kg, 25kg
Company Name: J & K SCIENTIFIC LTD.  
Tel: 010-82848833 400-666-7788
Email: jkinfo@jkchemical.com
Products Intro: Product Name:Cyclopiazonic acid, 98%, from Penicillium griseofulvum
CAS:18172-33-3
Purity:98% Package:10MG;5MG
CYCLOPIAZONIC ACID Basic information
Product Name:CYCLOPIAZONIC ACID
Synonyms:-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
CAS:18172-33-3
MF:C20H20N2O3
MW:336.38
EINECS:
Product Categories:antibiotic;Signalling;Calcium signaling
Mol File:18172-33-3.mol
CYCLOPIAZONIC ACID Structure
CYCLOPIAZONIC ACID Chemical 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
pka4.50±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 SystemCyclopiazonic acid (18172-33-3)
Safety Information
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 Data18172-33-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
CYCLOPIAZONIC ACID Usage And Synthesis
DescriptionCyclopiazonic 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 Propertiesoff-white powder or crystals
UsesCyclopiazonic 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

UsesCyclopiazonic 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.
UsesThe 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.
General DescriptionCyclopiazonic acid (CPA), a tetramic acid is synthesized by various Aspergillus and Penicillium species.
Biological ActivityCell-permeable, reversible inhibitor of sarcoplasmic reticulum Ca 2+ -ATPase.
Biochem/physiol ActionsInhibits the sarcoplasmic reticulum Ca2+-pump.
CYCLOPIAZONIC ACID Preparation Products And Raw materials
Tag:CYCLOPIAZONIC ACID(18172-33-3) Related Product Information
1-METHYL-PYRROLIDINE-2,4-DIONE 3-Pyrrolidinone 3-OXO-N-(3-PHENYL-PROPYL)-BUTYRAMIDE N-TERT-BUTYLACRYLAMIDE 1,5-DIMETHYL-2-PYRROLIDINONE α-Ethyltryptamine BUTANAMIDE, N-(1-METHYLPROPYL)-3-OXO- CYCLOPIAZONIC ACID N-(1-METHYL-3-PHENYLPROPYL)-N-VALERAMIDE CHEMBRDG-BB 5569568 ACETIC ACID-DIISOPROPYLAMIDE 1-Methylpyrrolidin-3-one N-ISOPROPYL-2-PYRROLIDONE 2,4-Pyrrolidinedione N-ISOPROPYL-N-METHYL-TERT-BUTYLAMINE N-METHYL-N-ISOPROPYLTRYPTAMINE(MIPT) 2-HEXANONE, 3-AMINO-5-METHYL- N-TERT-BUTYLMETHACRYLAMIDE