PAXILLINE
- CAS No.
- 57186-25-1
- Chemical Name:
- PAXILLINE
- Synonyms
- PAXILINE;mycillin;PAXILLINE;Paxicillin;Paxilline solution;Paxilline in Methanol;fromPenicilliumpaxilli;PAXILLINE, PENICILLIUM PAXILLI;paxilline from penicillium paxilli;Paxilline, Ca2+-activated K+channel blocker
- CBNumber:
- CB2402640
- Molecular Formula:
- C27H33NO4
- Molecular Weight:
- 435.56
- MDL Number:
- MFCD00083464
- MOL File:
- 57186-25-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Flash point | 2℃ |
|---|---|
| storage temp. | 2-8°C |
| solubility | Soluble in DMSO, acetone or chloroform. |
| form | powder |
| color | faint yellow |
| Major Application |
cleaning products cosmetics food and beverages personal care |
| InChIKey | ACNHBCIZLNNLRS-UBGQALKQSA-N |
| SMILES | N1C2=C(C=CC=C2)C2C[C@@]3([H])[C@](C)(C1=2)[C@@]1(C)CC[C@]2([H])O[C@H](C(O)(C)C)C(=O)C=C2[C@]1(O)CC3 |
| FDA UNII | 3T9U9Z96L7 |
| UNSPSC Code | 85151701 |
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 | |||||||||
| Storage Class | 3 - Flammable liquids | |||||||||
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Flam. Liq. 2 |
|||||||||
| NFPA 704 |
|
PAXILLINE price More Price(38)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | P2928 | Paxilline powder, ≥98% (HPLC) | 57186-25-1 | 5mg | $480 | 2026-04-30 | Buy |
| Cayman Chemical | 11345 | Paxilline ≥98% | 57186-25-1 | 1mg | $50 | 2026-04-30 | Buy |
| Cayman Chemical | 11345 | Paxilline ≥98% | 57186-25-1 | 5mg | $134 | 2026-04-30 | Buy |
| Cayman Chemical | 11345 | Paxilline ≥98% | 57186-25-1 | 10mg | $242 | 2026-04-30 | Buy |
| Usbiological | P3114-01 | Paxilline ~99%(HPLC) | 57186-25-1 | 1mg | $333 | 2026-06-03 | 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.
Description
Paxilline is an indole diterpene from fungi which potently and reversibly inhibits large conductance Ca2+-
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.
Uses
Potent blocker of high-conductance calcium-activated potassium (BKCa) channels
Definition
ChEBI: Paxilline is an indole diterpene alkaloid with formula C27H33NO4 isolated from Penicillium paxilli. It is a potent inhibitor of large conductance Ca2(+)- and voltage-activated K(+) (BK)-type channels. It has a role as a mycotoxin, a Penicillium metabolite, an anticonvulsant, an Aspergillus metabolite, a potassium channel blocker, a genotoxin, a geroprotector and an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor. It is an organic heterohexacyclic compound, a tertiary alcohol, a terpenoid indole alkaloid, an enone and a diterpene alkaloid.
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.
storage
-20°C (desiccate)
References
Springer et ai., Tetrahedron Lett., 2531 (1975)
PAXILLINE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Asperillum Ltm | 15920419256 | huangxishan13@foxmail.com | China | 183 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8435 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Qingdao IniKem BioPharmaTech Co.,Ltd | 0532-58268781 18561687109 | sales@inikem.com | China | 299 | 55 |
| Shanghai SuperLan Chemcial Technique Centre | 0-2022843681 15618226720 | chaolaichem@foxmail.com | China | 9996 | 58 |
