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P3053

Sigma-Aldrich

Penitrem A

≥95% (HPLC and TLC)

Synonym(s):

Tremortin A

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1 MG
$350.00
5 MG
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About This Item

Empirical Formula (Hill Notation):
C37H44ClNO6
CAS Number:
12627-35-9
Molecular Weight:
634.20
MDL number:
MFCD00083465
UNSPSC Code:
12352200
PubChem Substance ID:
24898385
NACRES:
NA.77

$350.00

Available to ship onApril 29, 2025Details

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Quality Level

200

assay

≥95% (HPLC and TLC)

form

powder

storage temp.

2-8°C

SMILES string

[H][C@]12CC[C@@]3(C)[C@@](O)(CC[C@@]4([H])[C@]5([H])OC(C)(C)[C@@]6([H])C[C@]7([H])C(=C)Cc8c(Cl)cc9[nH]c(c5c9c8[C@]67O)[C@]34C)[C@]1%10O[C@]%10([H])[C@@H](O)[C@H](O2)C(C)=C

InChI

1S/C37H44ClNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1

InChI key

JDUWHZOLEDOQSR-JKPSMKLGSA-N

Application

Penitrem A has been used as Ca2+-Activated K+ (BK) channel blocker to study its effect on BK current in bag cell neurons.[1]

Biochem/physiol Actions

Penitrem A intoxication causes ataxia, polypnea, and sustained tremors and may lead to seizures and death.[2] Penitrem A affects the central and peripheral nervous system. It impairs the GABAergic neurotransmission in the cerebellum.[3]

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

Originally isolated from Penicillium palitans

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000317540
0000145668
0000317540
0000145668
0000317541

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Claudia Welz et al.
PLoS pathogens, 7(4), e1001330-e1001330 (2011-04-15)
The calcium-gated potassium channel SLO-1 in Caenorhabditis elegans was recently identified as key component for action of emodepside, a new anthelmintic drug with broad spectrum activity. In this study we identified orthologues of slo-1 in Ancylostoma caninum, Cooperia oncophora, and
Prolonged activation of ca2+-activated k+ current contributes to the long-lasting refractory period ofaplysia bag cell neurons
Zhang Y, et al.
The Journal of Neuroscience, 22(23), 10134-10141 (2002)
H F Berntsen et al.
Neurotoxicology, 35, 129-136 (2013-01-15)
The fungal neurotoxin penitrem A has previously been found to cause neurological disorders in animals and humans after ingestion of contaminated food and/or feed. It penetrates the blood-brain-barrier and causes cerebellar pathology in rats, including mild effects on granule neurons.
Léna Borbouse et al.
American journal of physiology. Heart and circulatory physiology, 298(3), H966-H973 (2010-01-02)
This investigation was designed to examine the hypothesis that impaired function of coronary microvascular large-conductance Ca(2+)-activated K(+) (BK(Ca)) channels in metabolic syndrome (MetS) significantly attenuates the balance between myocardial oxygen delivery and metabolism at rest and during exercise-induced increases in
Penitrem A and analogues: Toxicokinetics, toxicodynamics including mechanism of action and clinical significance
Eriksen GS, et al.
World Mycotoxin Journal, 6(3), 263-272 (2013)
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