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MedKoo Cat#: 562161 | Name: Pentachloropseudilin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pentachloropseudilin is a selective Myosin-1 (Myo1) inhibitor. It acts by suppressing transforming growth factor-β (TGF-β) activity by accelerating cell-surface type II TGF-β receptor turnover in target cells.

Chemical Structure

Pentachloropseudilin
Pentachloropseudilin
CAS#69640-38-6

Theoretical Analysis

MedKoo Cat#: 562161

Name: Pentachloropseudilin

CAS#: 69640-38-6

Chemical Formula: C10H4Cl5NO

Exact Mass: 328.8736

Molecular Weight: 331.39

Elemental Analysis: C, 36.24; H, 1.22; Cl, 53.49; N, 4.23; O, 4.83

Price and Availability

Size Price Availability Quantity
5mg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Pentachloropseudilin; PClP;
IUPAC/Chemical Name
2,4-Dichloro-6-(3,4,5-trichloro-1H-pyrrol-2-yl)phenol
InChi Key
FBRLLYYPGGXCKT-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H4Cl5NO/c11-3-1-4(9(17)5(12)2-3)8-6(13)7(14)10(15)16-8/h1-2,16-17H
SMILES Code
OC1=C(C2=C(Cl)C(Cl)=C(Cl)N2)C=C(Cl)C=C1Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 331.39 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Chung CL, Wang SW, Martin R, Knölker HJ, Kao YC, Lin MH, Chen JJ, Huang YB, Wu DC, Chen CL. Pentachloropseudilin inhibits transforming growth factor-β (TGF-β) activity by accelerating cell-surface type II TGF-β receptor turnover in target cells. Chembiochem. 2018 Jan 25. doi: 10.1002/cbic.201700693. [Epub ahead of print] PubMed PMID: 29369495. 2: Gupta P, Martin R, Knölker HJ, Nihalani D, Kumar Sinha D. Myosin-1 inhibition by PClP affects membrane shape, cortical actin distribution and lipid droplet dynamics in early Zebrafish embryos. PLoS One. 2017 Jul 5;12(7):e0180301. doi: 10.1371/journal.pone.0180301. eCollection 2017. PubMed PMID: 28678859; PubMed Central PMCID: PMC5498032. 3: Rozbicki E, Chuai M, Karjalainen AI, Song F, Sang HM, Martin R, Knölker HJ, MacDonald MP, Weijer CJ. Myosin-II-mediated cell shape changes and cell intercalation contribute to primitive streak formation. Nat Cell Biol. 2015 Apr;17(4):397-408. doi: 10.1038/ncb3138. PubMed PMID: 25812521; PubMed Central PMCID: PMC4886837. 4: Brandstaetter H, Kishi-Itakura C, Tumbarello DA, Manstein DJ, Buss F. Loss of functional MYO1C/myosin 1c, a motor protein involved in lipid raft trafficking, disrupts autophagosome-lysosome fusion. Autophagy. 2014;10(12):2310-23. doi: 10.4161/15548627.2014.984272. PubMed PMID: 25551774; PubMed Central PMCID: PMC4502697. 5: Chinthalapudi K, Taft MH, Martin R, Heissler SM, Preller M, Hartmann FK, Brandstaetter H, Kendrick-Jones J, Tsiavaliaris G, Gutzeit HO, Fedorov R, Buss F, Knölker HJ, Coluccio LM, Manstein DJ. Mechanism and specificity of pentachloropseudilin-mediated inhibition of myosin motor activity. J Biol Chem. 2011 Aug 26;286(34):29700-8. doi: 10.1074/jbc.M111.239210. Epub 2011 Jun 16. PubMed PMID: 21680745; PubMed Central PMCID: PMC3191011. 6: Preller M, Chinthalapudi K, Martin R, Knolker HJ, Manstein DJ. Inhibition of Myosin ATPase activity by halogenated pseudilins: a structure-activity study. J Med Chem. 2011 Jun 9;54(11):3675-85. doi: 10.1021/jm200259f. Epub 2011 May 13. PubMed PMID: 21534527. 7: Martin R, Jäger A, Böhl M, Richter S, Fedorov R, Manstein DJ, Gutzeit HO, Knölker HJ. Total synthesis of pentabromo- and pentachloropseudilin, and synthetic analogues--allosteric inhibitors of myosin ATPase. Angew Chem Int Ed Engl. 2009;48(43):8042-6. doi: 10.1002/anie.200903743. PubMed PMID: 19739175. 8: Wynands I, van Pée KH. A novel halogenase gene from the pentachloropseudilin producer Actinoplanes sp. ATCC 33002 and detection of in vitro halogenase activity. FEMS Microbiol Lett. 2004 Aug 15;237(2):363-7. PubMed PMID: 15321684.