Overview

  • Product name

    Penitrem A, blocker of KCa1.1
  • Description

    Selective blocker of KCa1.1
  • Biological description

    Potent, selective BKCa blocker (IC50 values are 6 and 60 nM for α-subunit and mixed α- and β1-subunit containing channels respectively). No effect on native delayed rectifier K+ currents, cloned voltage-dependent Kv1.5 channels, or KATP currents. Inhibits BK channels in inside-out and cell-attached patches. Tremorgenic effects and increases total peripheral resistance in vivo. Orally active.
  • Purity

    > 98%
  • CAS Number

    12627-35-9
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    (2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9a-,14bS,14cR,16aS)-12-Chloro-3,3a,6a,8,9,9a,10,11,14-,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-te-tramethyl-10-methylene-2-(1-methylethenyl)-7,8-(ep-oxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno-[4',4'a]-1-benzopyrano[5',6':6,7]indeno[1,2-b]indole-3-,4b,7d(5H,7H)-triol
  • Molecular weight

    634.20
  • Molecular formula

    C37H44ClNO6
  • PubChem identifier

    44450809
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 10 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Toxic, refer to SDS for further information.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CC(=C)C1C(C2C3(O2)C(O1)CCC4(C3(CCC5C4(C6=C7C5OC(C8CC9C8(C1=C7C(=CC(= C1CC9=C)Cl)N6)O)(C)C)C)O)C)O
  • Source

    Penicillium palitans

  • Research areas

References

This product has been referenced in:

  • Asano S  et al. Penitrem A as a tool for understanding the role of large conductance Ca(2+)/voltage-sensitive K(+) channels in vascular function. J Pharmacol Exp Ther 342:453-60 (2012). Read more (PubMed: 22580348) »
  • Moldes-Anaya A  et al. Neurotoxicity of Penicillium crustosum secondary metabolites: tremorgenic activity of orally administered penitrem A and thomitrem A and E in mice. Toxicon 60:1428-35 (2012). Read more (PubMed: 23085423) »
  • Knaus HG  et al. Tremorgenic indole alkaloids potently inhibit smooth muscle high-conductance calcium-activated potassium channels. Biochemistry 33:5819-28 (1994). Read more (PubMed: 7514038) »

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