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C1530 Sigma-Aldrich

Cyclopiazonic acid from Penicillium cyclopium

≥98% (HPLC), powder

Synonym: CPA

  • CAS Number 18172-33-3

  • Empirical Formula (Hill Notation) C20H20N2O3

  • Molecular Weight 336.38

  •  MDL number MFCD00167445

  •  PubChem Substance ID 24892420

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, CI-CZ, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   200
assay   ≥98% (HPLC)
form   powder
color   white to off-white
solubility   DMSO: soluble
  chloroform: soluble
storage temp.   −20°C
SMILES string   CN1C(=O)C(=C(\C)O)\C(=O)C2C(Cc3cccc4[nH]cc2c34)C1(C)C
InChI   1S/C20H22N2O3/c1-10(23)15-18(24)17-12-9-21-14-7-5-6-11(16(12)14)8-13(17)20(2,3)22(4)19(15)25/h5-7,9,13,17,21,23H,8H2,1-4H3/b15-10-
InChI key   WJCPGKDPOYBOOJ-GDNBJRDFSA-N
Gene Information   human ... ADORA1(134), ADORA2A(135), ADORA3(140)
mouse ... Adora1(11539)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Description

General description

Cyclopiazonic acid (CPA), a tetramic acid is synthesized by various Aspergillus and Penicillium species.

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

Packaging

5, 10, 50 mg in glass bottle

Biochem/physiol Actions

Inhibits the sarcoplasmic reticulum Ca2+-pump.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGII
WGK Germany 
WGK 3
RTECS 
UY8587000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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