Cyclopiazonic acid
Molecular Formula
C20H20N2O3
M.W.
336.38
CAS number
18172-33-3
Source
Penicillium griseofulvum
Fermentek product Code
CPA-001
Brand/grade
For research
Appearance
Off white to faint yellow powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear bright yellow solution at 10mg/ml Dichloromethane; Clear bright yellow solution at 100mM DMSO
Names and identifiers

RTECS: UY8587000

EU number
634-041-6
Description

Cyclopiazonic acid (aka CPA) is a toxic compound of indole tetramic acid group. This mycotoxin is produced by Penicillium and Aspergillus fungi.  CPA inhibits SERCA (sarcoplasmic or endoplasmic reticulum calcium-dependent ATPase and thus interferes with the muscle contraction-relaxation cycle.

InChl Key
SZINUGQCTHLQAZ-UHFFFAOYSA-N
Canonical SMILES
CC(=O)C1=C(C2C3C(CC4=C5C3=CNC5=CC=C4)C(N2C1=O)(C)C)O
Solubility ( literature )

DMSO, Methylene Chloride and Methanol.

Compound Classification

Bioactivity:

  • tremorgen mycotoxin
  • vasodilator
  • endoplasmic reticulum inhibitor
Storage, handling
-20°C.
Applications

Cyclopiazonic acid is a reversible inhibitor of endoplasmic reticulum Ca++ATPase

Ingredient type
Fermentek product
Available since
Title
TSE
Value
F
Title
sig
Value
239805
Title
Transport information
Value
PG II
Signal to sort
C