Key Documents

View All Documentation

P2928

Paxilline

Name: Paxilline
Brand: SIGMA

≥98% (HPLC), Maxi-K potassium channel blocker, powder

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₂₇H₃₃NO₄

CAS Number:

57186-25-1

Molecular Weight:

435.56

UNSPSC Code:

12352200

PubChem Substance ID:

24898374

NACRES:

NA.77

MDL number:

MFCD00083464

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

200

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Product Name

Paxilline, powder, ≥98% (HPLC)

Quality Level

200

assay

≥98% (HPLC)

form

powder

color

faintly yellow

storage temp.

2-8°C

SMILES string

CC(C)(O)C1OC2CCC3(C)C(O)(CCC4Cc5c([nH]c6ccccc56)C34C)C2=CC1=O

InChI

1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1

InChI key

ACNHBCIZLNNLRS-UBGQALKQSA-N

Related Categories

Bioactive Small Molecules

General description

Paxilline is an indole diterpene metabolite produced by fungi. It has a functionalized pentacyclic core and is a template for the synthesis of a wide variety of derivatives.

Application

Paxilline has been used to block large conductance calcium activated potassium channels (BKCa) in murine smooth muscle cells and in myometrial cells of uterine samples. Paxilline acts as an agonist and activates liver X receptor in atlantic salmon.

Biochem/physiol Actions

Paxilline is a selective blocker of high-conductance Ca₂⁺-activated (Maxi-K) potassium channels. It also blocks big potassium (BK) channels.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Other Notes

Major toxin in Penicillium paxilli

pictograms

GHS06,GHS05

signalword

Danger

hcodes

H301 + H311 + H331,H315,H318,H335

pcodes

P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000515726

0000476092

0000308068

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Conservation of lipid metabolic gene transcriptional regulatory networks in fish and mammals

Carmona-Antonanzas, Greta and Tocher, Douglas R and Martinez-Rubio, Laura and Leaver, Michael J

Gene, 534(1), 1-9 (2014)

Contribution of the functional coupling between the human myometrial beta2-adrenoreceptor and the BKCa channel to uterine quiescence

Chanrachakul B, et al.

American Journal of Physiology. Cell Physiology, 287(C1747?C1752), 585-595 (2004)

Paxilline inhibits BK channels by an almost exclusively closed-channel block mechanism

Zhou Y and Lingle CJ

The Journal of General Physiology, 144(5), 415-440 (2014)

Electrophysiological and functional effects of the KCNQ channel blocker XE991 on murine portal vein smooth muscle cells

Yeung SYM and Greenwood IA

British Journal of Pharmacology, 146(4), 585-595 (2005)

A seizure-induced gain-of-function in BK channels is associated with elevated firing activity in neocortical pyramidal neurons.

Sonal Shruti et al.

Neurobiology of disease, 30(3), 323-330 (2008-04-05)

A heritable gain-of-function in BK channel activity has been associated with spontaneous seizures in both rodents and humans. We find that chemoconvulsant-induced seizures induce a gain-of-function in BK channel current that is associated with abnormal, elevated network excitability. Action potential

View All Related Papers

Global Trade Item Number

SKU	GTIN
P2928-10MG	04061832575223
P2928-5MG	04061832575230

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service