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PAXILLINE

PAXILLINE Structure
CAS No.
57186-25-1
Chemical Name:
PAXILLINE
Synonyms
PAXILINE;mycillin;PAXILLINE;Paxicillin;Paxilline solution;PAXILLINE, PENICILLIUM PAXILLI;paxilline from penicillium paxilli;4b-beta,6a-alpha,12b-beta,12c-alpha,14a-beta)-2-alph;14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-(;2h-1-benzopyrano(5’,6’:6,7)indeno(1,2-b)indol-3(4bh)-one,5,6,6a,7,12,12b,12c,1
CBNumber:
CB2402640
Molecular Formula:
C27H33NO4
Molecular Weight:
435.56
MOL File:
57186-25-1.mol
MSDS File:
SDS
Modify Date:
2023/6/30 15:45:59

PAXILLINE Properties

Flash point 2℃
storage temp. 2-8°C
solubility Soluble in DMSO, acetone or chloroform.
form powder
color faint yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS06
Signal word  Danger
Hazard statements  H301+H311+H331-H315-H318-H335
Precautionary statements  P261-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
Hazard Codes  T,Xn,F
Risk Statements  23/24/25-36/37/38-41-36-20/21/22-11
Safety Statements  26-36/37/39-45-36/37-16
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  DJ2830000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29419090
NFPA 704
0
4 0

PAXILLINE price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) P2928 Paxilline powder, ≥98% (HPLC) 57186-25-1 5MG ₹38385.45 2022-06-14 Buy
Sigma-Aldrich(India) P2928 Paxilline powder, ≥98% (HPLC) 57186-25-1 10MG ₹68489.78 2022-06-14 Buy
Product number Packaging Price Buy
P2928 5MG ₹38385.45 Buy
P2928 10MG ₹68489.78 Buy

PAXILLINE Chemical Properties,Uses,Production

Description

A complex alkaloid, paxilline occurs in the mycelium of the mold Penicillium paxilli. The structure has been confirmed by X-ray crystallography. The crystals are orthorhombic with space group P2 12 121 and a = 31.009, b = 11.522 and c = 7.70 A.

Chemical Properties

Powder

Uses

Paxilline is a tremorgenic mycotoxin isolated from species of Penicillium, Acremonium and Emericella. Paxilline selectively blocks high-conductance Ca2+-activated potassium channels and inhibits binding to the cerebellar inositol 1,4,5-triphosphate (InsP(3)) receptor.

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)

PAXILLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R)-5,6,6aα,7,12,12b,12c,13,14,14aβ-Decahydro-4bβ-hydroxy-2-(1-hydroxy-1-methylethyl)-12bβ,12cα-dimethyl-2H-1-benzopyrano[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one 2h-1-benzopyrano(5’,6’:6,7)indeno(1,2-b)indol-3(4bh)-one,5,6,6a,7,12,12b,12c,1 4b-beta,6a-alpha,12b-beta,12c-alpha,14a-beta)-2-alph paxilline from penicillium paxilli PAXILINE Paxicillin (2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(1-hydroxy-1-methylethyl)-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 solution Paxilline solution PAXILLINE PAXILLINE, PENICILLIUM PAXILLI (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 14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-( 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-, (2R,4bS,6aS,12bS,12cR,14aS)- Paxilline,(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 4b-Hydroxy-2-(1-hydroxy-1-methylethyl)-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 mycillin 57186-25-1 C27H33NO4 BioChemical Cell Biology Cell Signaling and Neuroscience Monovalent Ion Channels Potassium Channel Modulators Ion Channels Voltage-gated Ion Channels MoldVoltage-gated Ion Channels Cell Signaling and Neuroscience Monovalent Ion Channels Potassium Channel Modulators Toxins and Venoms Potassium channel antibiotic