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P3053

Sigma-Aldrich

Penitrem A

≥95% (HPLC and TLC)

Sinónimos:

Tremortin A

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About This Item

Fórmula empírica (notación de Hill):
C37H44ClNO6
Número de CAS:
12627-35-9
Peso molecular:
634.20
MDL number:
MFCD00083465
UNSPSC Code:
12352200
PubChem Substance ID:
24898385
NACRES:
NA.77

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.

Biochem/physiol Actions

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

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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Certificados de análisis (COA)

Lot/Batch Number
0000317541
0000317540
14180306
098M4070V

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Peter R Lewis et al.
The Medical journal of Australia, 182(11), 582-584 (2005-06-09)
We report on an elderly couple who presented with a syndrome that included severe generalised tremor and incoordination after eating soup from a damaged can. Black mould contaminating the can was subcultured and the fungus Penicillium crustosum was identified. This
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
Roger D Kouyos et al.
PLoS pathogens, 7(4), e1001334-e1001334 (2011-05-03)
The evolution of drug resistant bacteria is a severe public health problem, both in hospitals and in the community. Currently, some countries aim at concentrating highly specialized services in large hospitals in order to improve patient outcomes. Emergent resistant strains
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.
Karen D McCloskey
The Journal of urology, 173(1), 296-301 (2004-12-14)
Outward currents were characterized from cells resembling interstitial cells of Cajal (ICCs) isolated from the detrusor of the guinea pig bladder. ICC-like cells were studied using the whole cell patch clamp technique and K+ filled pipettes. Outward currents were evoked
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