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Paxilline, Penicillium paxilli

SKU
P-1029
  • CAS:57186-25-1
  • Formula:C27H33O4
  • MW:435.6
  • Appearance:White crystalline powder
  • Purity:≥97%
Product Name Qty
Paxilline, Penicillium paxilli
5 mg
$151.48
Paxilline, Penicillium paxilli
10 mg
$287.83
Paxilline, Penicillium paxilli
50 mg
$670.04
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Description

Paxilline is a tremorogenic indole diterpene and a potent, selective, and reversible inhibitor of high-conductance Ca2+-activated potassium (BKCa) channels in murine smooth muscle cells by stimulating binding of charybdotoxin (ChTX) to maxi-K channels and blocking the channels.

It is reported that a gain-of-function in BK-channel is related to spontaneous seizures in both animal models and humans. For example: epilepsy and paroxysmal movement disorder. Paxilline can cross the blood-brain barrier and downregulate the abnormal activity of gain-of-function in BK-channel.

 

Applications

• BK-channel antagonist

• Anticonvulsant reagent

• Neuronal diseases study

 

References

• “Paxilline Inhibition of the Alpha-subunit of the High-conductance Calcium-activated Potassium Channel”

• “Anticonvulsant effects of the BK‐channel antagonist paxilline”

• “Paxilline inhibits BK channels by an almost exclusively closed-channel block mechanism”

 

Not for human therapeutic use or for medicinal purposes. For research applications only.

More Information
Alternate Name/Synonyms
2H-1-Benzopyrano(5',6':6,7)indeno(1,2-b)indol-3(4bh)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2-alpha,4b-beta,6a-alpha,12b-beta,12c-alpha,14a-beta)-; 2H-Pyrano(2'',3'':5',6')benz(1',2':6,7)indeno(1,2-b)indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)-; NSC 658707; UNII-3T9U9Z96L7
SKU
P-1029
CAS #
57186-25-1
Chemical Name
(1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one
Chemical Formula
C27H33O4
Molecular Weight
435.6
Appearance
White crystalline powder
Purity
≥97%
Solubility
Soluble in DMSO, ethanol, petrol ether
Melting Point
283-285ºC
Storage Temp
-10°C ~-25°C
USE
A tremogenic indole alkaloid and potassium channel blocker.
MDL NUMBER
MFCD00083464
CHEMACX
X3470122-3
INCHI
InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1
SMILES
C[C@]12CC[C@H]3C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@]1(CC[C@@H]4[C@@]2(c5c(c6ccccc6[nH]5)C4)C)O
Peptide sequence
Not Applicable
RTECS
DJ2830000
UN #'S
UN 3462
PACKING GROUP
II
HAZARD CLASS
Not Applicable
Handling
Warning.Potent Neurotoxin. Wear gloves/mask when handling product. Avoid contact by all means of exposure. Protect from Light. This product should be handled only by qualified experienced professionals. Wash thoroughly after handling this.
msds 1
P-1029, Paxilline, SDS, diamond format.pdf
Certificate of Analysis 1
P-1029, E1068.pdf
GHS PICTOGRAMS
HandlingWarning.Potent Neurotoxin. Wear gloves/mask when handling product. Avoid contact by all means of exposure. Protect from Light. This product should be handled only by qualified experienced professionals. Wash thoroughly after handling this.
UN #'SUN 3462
Packing GroupII
CitationsMechanistic insights into a TIMP3-sensitive pathway constitutively engaged in the regulation of cerebral hemodynamics
Carbon monoxide activates KCa channels in newborn arteriole smooth muscle cells by increasing apparent Ca2+ sensitivity of alpha-subunits
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