57186-25-1 Usage
Description
Paxilline is a complex indole diterpene mycotoxin derived from species of Penicillium, Acremonium, and Emericella molds. It is a potent and reversible inhibitor of large conductance Ca2+-activated K+ (BKCa) channels, playing a significant role in evaluating the function of these channels in various cell processes and responses. The structure of paxilline has been confirmed through X-ray crystallography, with its crystals being orthorhombic in shape.
Uses
Used in Pharmaceutical Research:
Paxilline is used as a potent blocker of high-conductance calcium-activated potassium (BKCa) channels for studying the role of these channels in various cell processes and responses. Its ability to selectively block these channels and inhibit binding to the cerebellar inositol 1,4,5-triphosphate (InsP(3)) receptor makes it a valuable tool in understanding the underlying mechanisms of different physiological and pathological conditions.
Used in Neurophysiology:
In the field of neuropharmacology, paxilline is used as a research compound to investigate the function of BKCa channels in neuronal signaling and their potential involvement in neurological disorders. Its potent blocking action on these channels helps researchers gain insights into the complex interactions between ion channels and neurotransmission.
Used in Smooth Muscle Research:
Paxilline is employed as a research tool in the study of smooth muscle cell function, where BKCa channels play a crucial role in regulating muscle contraction and relaxation. By inhibiting these channels, paxilline helps researchers understand the role of BKCa channels in smooth muscle physiology and their potential as therapeutic targets for various conditions.
Used in Drug Development:
As a potent blocker of BKCa channels, paxilline is used in the development of new drugs targeting these channels for the treatment of various diseases. Its high affinity and selectivity for BKCa channels make it an attractive starting point for designing novel therapeutic agents with improved pharmacological properties.
Chemical Properties:
Paxilline is available in the form of a powder, which can be used for various experimental setups and applications in research and drug development.
Biological Activity
Potent blocker of high-conductance Ca 2+ -activated K + (BK Ca ) channels. Binds to the α -subunit of BK Ca (K i = 1.9 nM for block of currents in α -subunit-expressing oocytes) and enhances binding of charybdotoxin to BK Ca channels in vascular smooth muscle. Also inhibits sarco/endoplasmic reticulum Ca 2+ -ATPase (IC 50 = 5-50 μ M).
Enzyme inhibitor
This BKCa/KCa1.1) channel blocker (FW = 435.56 g/mol; CAS 57186-25-1; Solubility: 100 mM in DMSO), also named (2R,4bS,6aS,12bS,12cR,14aS)- 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1- methylethyl)-12b,12c-dimethyl-2H-pyrano[2'',3'': 5',6']benz[1',2':6,7]indeno [1,2-b]indol-3(4bH)-one, binds to the α-subunit of BKCa, exhibiting a Ki value of 1.9 nM in blocking currents in α-subunit-expressing oocytes and enhancing binding of to BKCa channels in vascular smooth muscle. (See Charybdotoxin) Paxilline also inhibits sarco/endoplasmic reticulum Ca2+-ATPase, IC50 = 5 - 50 μM.
References
Springer et ai., Tetrahedron Lett., 2531 (1975)
Check Digit Verification of cas no
The CAS Registry Mumber 57186-25-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,1,8 and 6 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 57186-25:
(7*5)+(6*7)+(5*1)+(4*8)+(3*6)+(2*2)+(1*5)=141
141 % 10 = 1
So 57186-25-1 is a valid CAS Registry Number.
InChI:InChI=1/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
