- Paxilline
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- $399.00 / 2mg
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2026-03-13
- CAS:57186-25-1
- Min. Order:
- Purity:
- Supply Ability: 10g
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| | PAXILLINE Basic information |
| Product Name: | PAXILLINE | | Synonyms: | (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 | | CAS: | 57186-25-1 | | MF: | C27H33NO4 | | MW: | 435.56 | | EINECS: | 637-206-0 | | Product Categories: | MoldVoltage-gated Ion Channels;Cell Signaling and Neuroscience;Monovalent Ion Channels;Potassium Channel Modulators;Toxins and Venoms;Potassium channel;antibiotic | | Mol File: | 57186-25-1.mol |  |
| | PAXILLINE Chemical Properties |
| Fp | 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 |
| 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 |
| | PAXILLINE Usage And Synthesis |
| 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+-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. | | 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 |
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