Cyclopiazonic acid from Penicillium cyclopium
SIGMA/C1530 - ≥98% (HPLC), powder
Synonym: CPA
CAS Number: 18172-33-3
Empirical Formula (Hill Notation): C20H20N2O3
Molecular Weight: 336.38
MDL Number: MFCD00167445
Linear Formula: C20H20N2O3
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C1530-10MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C1530-50MG
| assay | ≥98% (HPLC) |
| color | white to off-white |
| form | powder |
| InChI | 1S/C20H22N2O3/c1-10(23)15 |
| InChI key | WJCPGKDPOYBOOJ-GDNBJRDFSA |
| Quality Level | 200  |
| SMILES string | CN1C(=O)C(=C(C)O)C(=O)C |
| solubility | chloroform: soluble |
| DMSO: soluble | |
| storage temp. | −20°C |
| Application: | 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 |
| Biochem/physiol Actions: | Inhibits the sarcoplasmic reticulum Ca2+-pump. |
| General description: | Cyclopiazonic acid (CPA), a tetramic acid is synthesized by various Aspergillus and Penicillium species. |
| Packaging: | 5, 10, 50 mg in glass bottle |
| Symbol |  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 / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352106 |