Paxilline

Base Information

• Chemical Name: Paxilline
• CAS No.: 57186-25-1
• Molecular Formula: C₂₇H₃₃NO₄
• Molecular Weight: 435.563
• Hs Code.: 29419090
• European Community (EC) Number: 637-206-0
• UNII: 3T9U9Z96L7
• DSSTox Substance ID: DTXSID10972643
• Nikkaji Number: J31.896E
• Wikipedia: Paxilline
• Wikidata: Q10860377
• Metabolomics Workbench ID: 68078
• ChEMBL ID: CHEMBL410063
• Mol file: 57186-25-1.mol

Synonyms:paxilline

Chemical Property of Paxilline

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.02E-17mmHg at 25°C
• Melting Point: 252ºC
• Boiling Point: 648.8 °C at 760 mmHg
• Flash Point: 346.2 °C
• PSA: 82.55000
• Density: 1.31 g/cm³
• LogP: 3.95670
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO, acetone or chloroform.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 435.24095853
• Heavy Atom Count: 32
• Complexity: 868

Purity/Quality:

98%,99%, ^*data from raw suppliers

Paxilline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xn,F
• Statements: 23/24/25-36/37/38-41-36-20/21/22-11
• Safety Statements: 26-36/37/39-45-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC3C(=CC(=O)C(O3)C(C)(C)O)C1(CCC4C2(C5=C(C4)C6=CC=CC=C6N5)C)O
• Isomeric SMILES: C[C@]12CC[C@H]3C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@]1(CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C)O
• 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. Paxilline is an indole diterpene from fungi which potently and reversibly inhibits large conductance Ca2+-activated K+ (BKCa) channels, as shown in patch clamp (Ki = 1.9 nM) and whole smooth muscle cell studies (Ki = 35.7 nM). It also enhances the binding of charybdotoxin , a peptidyl neurotoxin, to BKCa channels. Paxilline is currently used to evaluate the role of BKCa channels in various cell processes and responses.
• 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. Potent blocker of high-conductance calcium-activated potassium (BKCa) channels