PENITREM A

Product Name: PENITREM A
CAS No.: 12627-35-9
Chemical Name: PENITREM A
Synonyms: PENITREM A;TREMORTIN A;JDUWHZOLEDOQSR-JKPSMKLGSA-N;Penitrem A Nsc354845;PENITREM A, PENICILLIUM PAXILLI;Penitrem A from Penicillium paxilli;penitrem A from penicillium palitans;7,8-(Epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4',4'a]-1-benzopyrano[5',6':6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol, 12-chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-, (2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9aR,14b...;2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9aR,14bS,14cR,16aS)-12-chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-7,8-(epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4',4'a]-1-benzopyrano[5',6':6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol
CBNumber: CB4155421
Molecular Formula: C37H44ClNO6
Formula Weight: 634.2
MOL File: 12627-35-9.mol

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PENITREM A Property

Melting point:: 238°C
Density: 1.0241 (rough estimate)
refractive index: 1.6000 (estimate)
storage temp.: 2-8°C
solubility: Soluble in DMSO (up to 6 mg/ml)
form: White solid.
pka: 13.22±0.70(Predicted)
color: Amorphous solid
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

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Safety

Hazard Codes: T+,T
Risk Statements: 26/27/28
Safety Statements: 36/37/39-45
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: RY7535000
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 29349990
Toxicity: LD50 orl-mus: 10 mg/kg 41KEAL -,108,78

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H300Fatal if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: P3053
Product name: Penitrem A
Purity: ≥95% (HPLC and TLC)
Packaging: 1mg
Price: $340
Updated: 2024/03/01

Sigma-Aldrich

Product number: P3053
Product name: Penitrem A
Purity: ≥95% (HPLC and TLC)
Packaging: 5mg
Price: $1220
Updated: 2024/03/01

Cayman Chemical

Product number: 11347
Product name: Penitrem A
Purity: ≥98%
Packaging: 1mg
Price: $41
Updated: 2024/03/01

Cayman Chemical

Product number: 11347
Product name: Penitrem A
Purity: ≥98%
Packaging: 5mg
Price: $152
Updated: 2024/03/01

Cayman Chemical

Product number: 11347
Product name: Penitrem A
Purity: ≥98%
Packaging: 10mg
Price: $284
Updated: 2024/03/01

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PENITREM A Chemical Properties,Usage,Production

Description

Penitrem A (12627-35-9) is a fungal mycotoxin that acts as a selective, irreversible blocker of the smooth muscle high conductance Ca2+-activated K+?(BK, KCa1.1) channel (100% block at 10 nM).1?Displays brain neurotoxicity in rats along with dose-dependent convulsions and death.2?An important tool for studying the role of BK channels in vascular function which is effective in cellular, tissue and?in vivo?experiments.3?Inhibits BK channels in inside-out and cell-attached patches, whereas iberiotoxin (considered the gold standard BK channel blocker) does not.3?May be used to partially ablate Purkinje cells in immature rat cerebellum providing a model for neural stem cell transplantation studies.4

Chemical Properties

Solid

Occurrence

A series of closely related metabolites of Penicillium crustosum has recently been isolated and the components separated chromatographically. Penitrem A forms colourless crystals from EtOH.

Uses

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

Uses

Penitrem A is a tremorgenic mycotoxin isolated from Penicillium species. Penitrem A is a selective blocker of high-conductance Ca2+-activated potassium channels.

Definition

ChEBI: Penitrem A is an organooxygen compound and an organic heterotricyclic compound.

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.

Safety Profile

Poison by ingestion and intraperitoneal routes. An experimental teratogen. When heated to decomposition it emits very toxic fumes of Clí and NOx.

storage

-20°C

References

References/Citations:

PENITREM A Preparation Products And Raw materials

Raw materials

Preparation Products

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PENITREM A Suppliers

China 60 Germany 3 India 1 Japan 1 Switzerland 3 United Kingdom 9 United States 18 Global 95

J & K SCIENTIFIC LTD.

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Sigma-Aldrich

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Alta Scientific Co., Ltd.

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EMMX Biotechnology LLC

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Shanghai EFE Biological Technology Co., Ltd.

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Qingdao IniKem BioPharmaTech Co.,Ltd

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Shanghai SuperLan Chemcial Technique Centre

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BOC Sciences

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12627-35-9, PENITREM ARelated Search:

Penicillin G potassium salt D-Penicillamine CYCLOPENT[B]INDOLE, 1,2,3,4-TETRAHYDRO-7-METHYL- 4-TERT-AMYLCYCLOHEXANOL TRANS-4-TERT-BUTYLCYCLOHEXANOL Dihydromyrcenol 4-tert-Butylcyclohexanol 5-Ethylindole (R)-(-)-Methyl glycidyl ether 4-Methylindole Ethylhexylglycerin TRANS-4-TERT-PENTYLCYCLOHEXANOL 2,5-Dimethylindole (+/-)-GEOSMIN (1R)-1-(3-CHLOROPHENYL)ETHANOL 1-Phenylcyclobutane-1-ol 1-CYCLOBUTYLETHANOL 2,4-DIMETHYL-1H-INDOLE

TREMORTIN A

Penitrem A from Penicillium paxilli

PENITREM A

PENITREM A, PENICILLIUM PAXILLI

penitrem A from penicillium palitans

Penitrem A Nsc354845

JDUWHZOLEDOQSR-JKPSMKLGSA-N

2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9aR,14bS,14cR,16aS)-12-chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-7,8-(epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4',4'a]-1-benzopyrano[5',6':6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol

7,8-(Epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4',4'a]-1-benzopyrano[5',6':6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol, 12-chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-, (2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9aR,14b...

12627-35-9

C37H44ClNO6

BioChemical

Cell Signaling and Neuroscience

Cell Biology

Monovalent Ion Channels

Potassium Channel Modulators

Ion Channels

Voltage-gated Ion Channels

antibiotic