Pentachloropseudilin

Modify Date: 2024-01-02 11:30:46

Pentachloropseudilin Structure
Pentachloropseudilin structure
Common Name Pentachloropseudilin
CAS Number 69640-38-6 Molecular Weight 331.41
Density 1.733g/cm3 Boiling Point 445.9ºC at 760 mmHg
Molecular Formula C10H4Cl5NO Melting Point N/A
MSDS N/A Flash Point 223.5ºC

 Use of Pentachloropseudilin


Pentachloropseudilin (Antibiotic A 15104 Y; PClP) is a reversible and allosteric potent inhibitor of Myo1s (class 1 myosins) with IC50s range from 1 to 5 μM for mammalian class-1 myosins and greater than 90 μM for class-2 and class-5 myosins. Pentachloropseudilin is a potent inhibitor of transforming growth factor-β (TGF-β)-stimulated signaling, with an IC50 of 0.1 to 0.2 μM for TGF-β[1][2].

 Names

Name 2,4-Dichloro-6-(3,4,5-trichloro-1H-pyrrol-2-yl)phenol
Synonym More Synonyms

 Pentachloropseudilin Biological Activity

Description Pentachloropseudilin (Antibiotic A 15104 Y; PClP) is a reversible and allosteric potent inhibitor of Myo1s (class 1 myosins) with IC50s range from 1 to 5 μM for mammalian class-1 myosins and greater than 90 μM for class-2 and class-5 myosins. Pentachloropseudilin is a potent inhibitor of transforming growth factor-β (TGF-β)-stimulated signaling, with an IC50 of 0.1 to 0.2 μM for TGF-β[1][2].
Related Catalog
In Vitro Pentachloropseudilin (PClP) inhibits TGF-β-stimulated Smad2/3 phosphorylation and plasminogen activator inhibitor-1 (PAI-1) promoter activation with an IC50 of 0.1 μM in target cells (A549, HepG2, and Mv1Lu cells)[1]. Pentachloropseudilin attenuates TGF-β-stimulated expression of vimentin, N-cadherin, and fibronectin and, thus, blocks TGF-β-induced epithelial to mesenchymal transition (EMT) in these cells. Pentachloropseudilin (0.05 to 1 μΜ; 0-6 hours) pretreatment inhibits TGF-β-mediated (50 or 100 pM) increases in p-Smad2/3 expression to 47% (Mv1Lu) and 79% (A549), respectively[1]. Pentachloropseudilin (0.2 μM) suppresses TGF-β-stimulated cellular responses by attenuating cell-surface expression of the type II TGF-β receptor through accelerating caveolae-mediated internalization followed by primarily lysosome-dependent degradation of the receptor, as demonstrated by sucrose density gradient analysis and immune fluorescence staining[1]. Pentachloropseudilin (200 μM; 24 hours) exhibits and altered cell viability in HUVECs[2].
References

[1]. Chinthalapudi K, et al. Mechanism and specificity of pentachloropseudilin-mediated inhibition of myosin motor activity. J Biol Chem. 2011;286(34):29700-29708.

[2]. Chung CL, et al. Pentachloropseudilin Inhibits Transforming Growth Factor-β (TGF-β) Activity by Accelerating Cell-Surface Type II TGF-β Receptor Turnover in Target Cells. Chembiochem. 2018;19(8):851-864.

[3]. Cota Teixeira S, et al. Pentachloropseudilin Impairs Angiogenesis by Disrupting the Actin Cytoskeleton, Integrin Trafficking and the Cell Cycle. Chembiochem. 2019;20(18):2390-2401.

 Chemical & Physical Properties

Density 1.733g/cm3
Boiling Point 445.9ºC at 760 mmHg
Molecular Formula C10H4Cl5NO
Molecular Weight 331.41
Flash Point 223.5ºC
Exact Mass 328.87400
PSA 36.02000
LogP 5.65430
Index of Refraction 1.672

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SL0537000
CHEMICAL NAME :
Phenol, 2,4-dichloro-6-(3,4,5-trichloro-2-pyrrolyl)-
CAS REGISTRY NUMBER :
69640-38-6
BEILSTEIN REFERENCE NO. :
1484123
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H4-Cl5-N-O
MOLECULAR WEIGHT :
331.40
WISWESSER LINE NOTATION :
T5MJ BG CG DG ER BQ CG EG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5330 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 32,79-117,1979

 Safety Information

Hazard Codes Xi

 Synonyms

2xel
Pentachloropseudilin