57186-25-1
Chemical Structure
Paxilline
- CAS No.: 57186-25-1
- Formula:C27H33NO4
- Molecular Weight:435.56
IUPAC Name: (2R,4bS,6aS,12bS,12cR,14aS)-4b-hydroxy-2-(2-hydroxypropan-2-yl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one
InChIKey: ACNHBCIZLNNLRS-UBGQALKQSA-N
SMILES: O=C1[C@@H](C(C)(O)C)O[C@](CC2)([H])C([C@]([C@@]2(C)[C@]34C)(O)CC[C@@]3([H])CC5=C4NC6=C5C=CC=C6)=C1
Biological Activity: Paxilline is an indole alkaloid mycotoxin derived from Penicillium paxilli, which effectively inhibits the BK channel through a channel-blocking mechanism. Paxilline also inhibits sarco/endoplasmic reticulum Ca2+-stimulated ATPase (SERCA), with IC50 values ranging from 5 μM to 50 μM for different SERCA isoforms. Paxilline exhibits significant anticonvulsant and neuroprotective effects, as well as certain antioxidant activity[1][2][3][4][5][6].
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Paxilline | 99.91% | Paxilline is an indole alkaloid mycotoxin derived from Penicillium paxilli, which effectively inhibits the BK channel through a channel-blocking mechanism. Paxilline also inhibits sarco/endoplasmic reticulum Ca2+-stimulated ATPase (SERCA), with IC50 values ranging from 5 μM to 50 μM for different SERCA isoforms. Paxilline exhibits significant anticonvulsant and neuroprotective effects, as well as certain antioxidant activity. | ||||||||||||||||||||
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- [1]. Zhou Y, et al. Paxilline inhibits BK channels by an almost exclusively closed-channel block mechanism. J Gen Physiol. 2014 Nov;144(5):415-40. [Content Brief]
- [2]. Bilmen JG, et al. The mechanism of inhibition of the sarco/endoplasmic reticulum Ca2+ ATPase by paxilline. Arch Biochem Biophys. 2002 Oct 1;406(1):55-64. [Content Brief]
- [3]. Sheehan JJ, et al. Anticonvulsant effects of the BK-channel antagonist paxilline. Epilepsia. 2009 Apr;50(4):711-20. [Content Brief]
- [4]. Kulawiak B, et al. Glutamate-induced cell death in HT22 mouse hippocampal cells is attenuated by paxilline, a BK channel inhibitor. Mitochondrion. 2012 Jan;12(1):169-72. [Content Brief]
- [5]. Belyaeva EA, et al. Mitigating effect of paxilline against injury produced by Cd2+ in rat pheochromocytoma PC12 and ascites hepatoma AS-30D cells. Ecotoxicol Environ Saf. 2020 Jun 15;196:110519. [Content Brief]
- [6]. Choi TY, et al. BK channel blocker paxilline attenuates thalidomide-caused synaptic and cognitive dysfunctions in mice. Sci Rep. 2018 Dec 5;8(1):17653. [Content Brief]
Keywords
