| Source: | Penicillium griseofulvum |
| Synonyms | |
| Description: | An indole tetramic acid |
| CAS number: | 18172-33-3 |
| Merck index: | |
| Molecular weight: | 336.4 |
| Structure: | 
 |
| Molecular Formula: | C20H20N2O3 |
| Canonical SMILES: |
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Solubility
information: | DMSO, Methylene Chloride and Methanol. |
| Specifications | |
| Appearance: | Off white crystalline powder |
| Purity: | At least 98% by TLC |
| λmax: | 223, 280 |
| Melting point | |
| Solubility | Clear bright yellow solution at 10mg/ml Methanol |
| Storage | -20°C. |
| Applications | Cyclopiazonic acid is a reversible inhibitor of endoplasmic reticulum Ca++ ATPase |
| Warnings | POTENT NEUROTOXIN. Toxic. May be fatal if swallowed or inhaled. Skin permeable. |
| Classification | tremorgen mycotoxin
vasodilator
endoplasmic reticulum inhibitor |
| Related products | |
| | For Research use only. Not for Human or Drug use
GMP/API grade available on request
No genetically modified organisms are used. |
| Publications | |
| | Razzaghi-Abyaneh M, Shams-Ghahfarokhi M, Allameh A, Kazeroon-Shiri A, Ranjbar-Bahadori S, Mirzahoseini H, Rezaee MB.
A survey on distribution of Aspergillus section Flavi in corn field soils in Iran: population patterns based on aflatoxins, cyclopiazonic acid and sclerotia production.
Mycopathologia. 2006 Mar;161(3):183-92 |
| | Oliveira CA, Rosmaninho J, Rosim R.
Aflatoxin M1 and cyclopiazonic acid in fluid milk traded in Sao Paulo, Brazil.
Food Addit Contam. 2006 Feb;23(2):196-201. |
| | Sobolev VS
Determination of ionization constant (pKa) and octanol-water partition coefficient (Log P) of cyclopiazonic acid.
J AOAC Int. 2005 Sep-Oct;88(5):1367-70. |
| | Hsu MF, Sun SP, Chen YS, Tsai CR, Huang LJ, Tsao LT, Kuo SC, Wang JP.
Distinct effects of N-ethylmaleimide on formyl peptide- and cyclopiazonic acid-induced Ca2+ signals through thiol modification in neutrophils.
Biochem Pharmacol. 2005 Nov 1;70(9):1320-9. |
| | Helli PB, Pertens E, Janssen LJ.
Cyclopiazonic acid activates a Ca2+-permeable, nonselective cation conductance in porcine and bovine tracheal smooth muscle.
J Appl Physiol. 2005 Nov;99(5):1759-68. Epub 2005 Jul 14. |
| | Haskins CM, Knight DW.
A total synthesis of (+/-)-alpha-cyclopiazonic acid using a cationic cascade.
Chem Commun (Camb). 2005 Jul 7;(25):3162-4. Epub 2005 May 18. |
| | Divet A, Lompre AM, Huchet-Cadiou C.
Effect of cyclopiazonic acid, an inhibitor of the sarcoplasmic reticulum Ca-ATPase, on skeletal muscles from normal and mdx mice.
Acta Physiol Scand. 2005 Jul;184(3):173-86. |
| | Bamba R, Sumbali G.
Co-occurrence of aflatoxin B(1) and cyclopiazonic acid in sour lime (Citrus aurantifolia Swingle) during post-harvest pathogenesis by Aspergillus flavus.
Mycopathologia. 2005 Apr;159(3):407-11. |
| | Venkatesh PK, Vairamuthu S, Balachandran C, Manohar BM, Raj GD.
Induction of apoptosis by fungal culture materials containing cyclopiazonic acid and T-2 toxin in primary lymphoid organs of broiler chickens.
Mycopathologia. 2005 Apr;159(3):393-400. |
| | Kamalavenkatesh P, Vairamuthu S, Balachandran C, Manohar BM, raj GD.
Immunopathological effect of the mycotoxins cyclopiazonic acid and T-2 toxin on broiler chicken.
Mycopathologia. 2005 Feb;159(2):273-9. |
| | Keblys M, Bernhoft A, Hofer CC, Morrison E, Larsen HJ, Flaoyen A.
The effects of the Penicillium mycotoxins citrinin, cyclopiazonic acid, ochratoxin A, patulin, penicillic acid, and roquefortine C on in vitro proliferation of porcine lymphocytes.
Mycopathologia. 2004 Oct;158(3):317-24. |
| | Hwang HR, Shen YF, Chen YC, Liu CP, Lin CI.
Effects of cyclopiazonic acid on triggered activities in ventricular muscle and cardiomyocytes isolated from hamster hearts.
Chin J Physiol. 2004 Sep 30;47(3):137-42. |
| | Hong SJ, Liang HC, Shen CJ.
Alteration of cyclopiazonic acid-mediated contracture of mouse diaphragm after denervation.
Pharmacology. 2005 Mar;73(4):180-9 |
| | Wang JP, Chen YS, Tsai CR, Huang LJ, Kuo SC.
The blockade of cyclopiazonic acid-induced store-operated Ca2+ entry pathway by YC-1 in neutrophils.
Biochem Pharmacol. 2004 Nov 15;68(10):2053-64. |
| | Martinez-Azorin F.
Cyclopiazonic acid reduces the coupling factor of the Ca2+-ATPase acting on Ca2+ binding.
FEBS Lett. 2004 Oct 8;576(1-2):73-6. |
| | Ferrusi I, Zhao J, van Helden D, von der Weid PY.
Cyclopiazonic acid decreases spontaneous transient depolarizations in guinea pig mesenteric lymphatic vessels in endothelium-dependent and -independent manners.
Am J Physiol Heart Circ Physiol. 2004 Jun;286(6):H2287-95 |
| | Liang HC, Shen CJ., Hong SJ,
Dependence of cyclopiazonic-acid-induced muscle contractures on extracellular Ca2+.
Can J Physiol Pharmacol. 2003 Dec;81(12):1101-9. |
