AdipoGen Life Sciences

Paxilline

CHF 55.00
In stock
AG-CN2-0167-M0011 mgCHF 55.00
AG-CN2-0167-M0055 mgCHF 165.00
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Product Details
Synonyms BRN 5317894; NSC 658707
Product Type Chemical
Properties
Formula

C27H33NO4

MW 435.6
CAS 57186-25-1
RTECS DJ2830000
Source/Host Chemicals Isolated from Penicillium sp.
Purity Chemicals ≥95% (HPLC)
Appearance Off-white solid.
Solubility Soluble in DMSO, methanol or ethanol (all at least 1mg/ml).
Identity Determined by 1H-NMR.
InChi Key ACNHBCIZLNNLRS-UBGQALKQSA-N
Smiles [H][C@]12CC3=C(NC4=C3C=CC=C4)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Working aliquots are stable for up to 3 months when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Tremorgenic [1].
  • Potent, selective and reversible inhibitor of high-conductance calcium-activated potassium (BKCa) channels [2].
  • Reversible inhibitor of inositol 1,4,5-trisphosphate receptor (InsP(3)) [3].
  • Sarco/endoplasmic reticulum Ca2+ ATPase (SERCA) inhibitor [4].
  • Liver X receptor (LXRα and LXRβ; NR1H3 and NR1H2) agonist in biochemical and in vitro cell-based assays [5].
  • Anticonvulsant [6].
  • Apoptosis enhancer. Can sensitize various glioma cells to TRAIL-mediated apoptosis [7].
  • Shown to protect neuronal cells against glutamate-induced cell death [8].
Product References
  1. A new tremorgenic metabolite from Penicillium paxilli: R.J. Cole, et al.; Can. J. Microbiol. 20, 1159 (1974)
  2. Tremorgenic indole alkaloids potently inhibit smooth muscle high-conductance calcium-activated potassium channels: H.G. Knaus, et al.; Biochemistry 33, 5819 (1994)
  3. The mycotoxin paxilline inhibits the cerebellar inositol 1,4, 5-trisphosphate receptor: C.L. Longland, et al.; Eur. J. Pharmacol. 408, 219 (2000)
  4. The mechanism of inhibition of the sarco/endoplasmic reticulum Ca2+ ATPase by paxilline: J.G. Bilmen, et al.; Arch. Biochem. Biophys. 406, 55 (2002)
  5. A natural product ligand of the oxysterol receptor, liver X receptor: K.S. Bramlett, et al.; J. Pharmacol. Exp. Ther. 307, 291 (2003)
  6. Anticonvulsant effects of the BK-channel antagonist paxilline: J.J. Sheehan, et al.; Epilepsia 50, 711 (2009)
  7. Paxilline enhances TRAIL-mediated apoptosis of glioma cells via modulation of c-FLIP, survivin and DR5: Y.J. Kang, et al.; Exp. Mol. Med. 43, 24 (2011)
  8. Glutamate-induced cell death in HT22 mouse hippocampal cells is attenuated by paxilline, a BK channel inhibitor: B. Kulawiak & A. Szewczyk; Mitochondrion 12, 169 (2012)
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