PAXILLINE
- CAS No.
- 57186-25-1
- Chemical Name:
- PAXILLINE
- Synonyms
- PAXILINE;mycillin;PAXILLINE;Paxicillin;Paxilline solution;Paxilline in Methanol;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-(
- CBNumber:
- CB2402640
- Molecular Formula:
- C27H33NO4
- Molecular Weight:
- 435.56
- MDL Number:
- MFCD00083464
- MOL File:
- 57186-25-1.mol
- MSDS File:
- SDS
| Flash point | 2℃ |
|---|---|
| storage temp. | 2-8°C |
| solubility | Soluble in DMSO, acetone or chloroform. |
| form | powder |
| color | faint yellow |
| FDA UNII | 3T9U9Z96L7 |
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 |
|
PAXILLINE price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | P2928 | Paxilline powder, ≥98% (HPLC) | 57186-25-1 | 5mg | $414 | 2024-03-01 | Buy |
| Alfa Aesar | J61341 | Paxilline, 97+% | 57186-25-1 | 5mg | $216.65 | 2024-03-01 | Buy |
| Alfa Aesar | J61341 | Paxilline, 97+% | 57186-25-1 | 25mg | $639 | 2021-12-16 | Buy |
| Cayman Chemical | 11345 | Paxilline ≥98% | 57186-25-1 | 1mg | $45 | 2024-03-01 | Buy |
| Cayman Chemical | 11345 | Paxilline ≥98% | 57186-25-1 | 5mg | $121 | 2024-03-01 | 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
Potent blocker of high-conductance calcium-activated potassium (BKCa) channels
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.
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 | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32063 | 58 |
| BOC Sciences | 16314854226; +16314854226 | inquiry@bocsci.com | United States | 19741 | 58 |
| TargetMol Chemicals Inc. | support@targetmol.com | United States | 38463 | 58 | |
| Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | +86-18791163155 +86-13119157289 | 13119157289@163.com | China | 2971 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52925 | 58 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 94657 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15839 | 69 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | meilunui@163.com | China | 4727 | 58 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51456 | 80 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8447 | 60 |
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