| Identification | Back Directory | [Name]
PENITREM A | [CAS]
12627-35-9 | [Synonyms]
PENITREM A
TREMORTIN A
JDUWHZOLEDOQSR-JKPSMKLGSA-N
Penitrem A Nsc354845
PENITREM A, PENICILLIUM PAXILLI
penitrem A from penicillium palitans
Penitrem A from Penicillium paxilli
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 | [EINECS(EC#)]
634-132-0 | [Molecular Formula]
C37H44ClNO6 | [MDL Number]
MFCD00083465 | [MOL File]
12627-35-9.mol | [Molecular Weight]
634.2 |
| Chemical Properties | Back Directory | [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. | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
Solid | [Uses]
Penitrem A is a tremorgenic mycotoxin isolated from Penicillium species. Penitrem A is a selective blocker of high-conductance Ca2+-activated potassium channels. | [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 | [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: |
| Safety Data | Back Directory | [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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Sigma-Aldrich
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https://www.novachemistry.com/ |
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