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Cyclopiazonic acid

(HB1117)
Data

Product overview

  • Name
    Cyclopiazonic acid
  • Short description
    Potent SERCA1a inhibitor
  • Biological description
    Potent sarcoplasmic reticulum Ca2+ -ATPase 1a (SERCA1a) inhibitor. Also inhibits cell proliferation but is 40 times less potent than ochratoxin A (approx IC50 = 52 µM).
  • Biological action
    Inhibitor
  • Purity
    >98%
  • Citations

Properties

  • Chemical name
    (6aR,11aS,11bR)-rel-10-Acetyl-2,6,6 a,7,11a,11b-hexahydro-7,7-dimethyl-9H-pyrrolo[1',2': 2,3]isoindolo[4,5,6-cd]indol-9-one
  • Molecular Weight
    336.39
  • Chemical structure
    Cyclopiazonic acid  [18172-33-3]
  • Molecular Formula
    C20H20N2O3
  • CAS Number
    18172-33-3
  • PubChem identifier
    54682463
  • SMILES
    CC(=O)C1=C([C@@H]2[C@@H]3[C@@H](CC4=C5C3=CNC5=CC=C4)C(N2C1=O)(C)C)O
  • InChi
    InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17+/m1/s1
  • InChiKey
    SZINUGQCTHLQAZ-DQYPLSBCSA-N
  • MDL number
    MFCD00167445

Storing and Using Your Product

  • Storage instructions
    -20°C
  • Solubility overview
    Soluble in ethanol (5mM) or DMSO (100mM)
  • Important
    This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

References for Cyclopiazonic acid

  • Probing determinants of cyclopiazonic acid sensitivity of bacterial Ca2+-ATPases.

    Kotšubei A et al (2013) FEBS J 280(21) : 5441-9.
    PubMedID: 23621633
  • The effects of the Penicillium mycotoxins citrinin, cyclopiazonic acid, ochratoxin A, patulin, penicillic acid, and roquefortine C on in vitro proliferation of porcine lymphocytes.

    Keblys M et al (2004) Mycopathologia 158(3) : 317-24.
    PubMedID: 15702270
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