penitrem A

Base Information

• Chemical Name: penitrem A
• CAS No.: 12627-35-9
• Deprecated CAS: 12679-82-2
• Molecular Formula: C37H44 Cl N O6
• Molecular Weight: 634.212
• Hs Code.: 29349990
• European Community (EC) Number: 634-132-0
• UNII: 244AU85PR7
• DSSTox Substance ID: DTXSID00320093
• Nikkaji Number: J441.142K
• Wikipedia: Penitrem_A
• Wikidata: Q63409025
• Metabolomics Workbench ID: 143739
• ChEMBL ID: CHEMBL2374089
• Mol file: 12627-35-9.mol

Synonyms:penitrem A;penitrem B;penitrem D;penitrem E;penitrems;tremortin;tremortin A;tremortin B

Chemical Property of penitrem A

Chemical Property:

• Melting Point: 238°C
• Refractive Index: 1.698
• Boiling Point: °Cat760mmHg
• PKA: 13.22±0.70(Predicted)
• Flash Point: °C
• PSA: 107.47000
• Density: 1.44 g/cm³
• LogP: 5.66170
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (up to 6 mg/ml)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 633.2857158
• Heavy Atom Count: 45
• Complexity: 1420

Purity/Quality:

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

Penitrem A ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+,T
• Statements: 26/27/28
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Mycotoxins
• Canonical SMILES: CC(=C)C1C(C2C3(O2)C(O1)CCC4(C3(CCC5C4(C6=C7C5OC(C8CC9C8(C1=C7C(=CC(=C1CC9=C)Cl)N6)O)(C)C)C)O)C)O
• Isomeric SMILES: CC(=C)[C@@H]1[C@@H]([C@@H]2[C@@]3(O2)[C@@H](O1)CC[C@]4([C@]3(CC[C@@H]5[C@@]4(C6=C7[C@H]5OC([C@H]8C[C@H]9[C@@]8(C1=C7C(=CC(=C1CC9=C)Cl)N6)O)(C)C)C)O)C)O
• Description: Penitrem A (12627-35-9) is a fungal mycotoxin that acts as a selective, irreversible blocker of the smooth muscle high conductance Ca2+-activated K+?(BK, KCa1.1) channel (100% block at 10 nM).1?Displays brain neurotoxicity in rats along with dose-dependent convulsions and death.2?An important tool for studying the role of BK channels in vascular function which is effective in cellular, tissue and?in vivo?experiments.3?Inhibits BK channels in inside-out and cell-attached patches, whereas iberiotoxin (considered the gold standard BK channel blocker) does not.3?May be used to partially ablate Purkinje cells in immature rat cerebellum providing a model for neural stem cell transplantation studies.4
• Uses: Penitrem A is a tremorgenic mycotoxin isolated from Penicillium species. Penitrem A is a selective blocker of high-conductance Ca2+-activated potassium channels. Penitrem A has been used as Ca2+-Activated K+ (BK) channel blocker to study its effect on BK current in bag cell neurons.