MedKoo Cat#: 522681 | Name: PRT4165
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Description:

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

PRT4165 is a small molecule inhibitor of polycomb repressive complex 1, which inhibits ubiquitin signaling at DNA double-strand breaks. PRT4165 is a potent inhibitor of PRC1-mediated H2A ubiquitylation in vivo and in vitro. The drug also inhibits the accumulation of all detectable ubiquitin at sites of DNA double-strand breaks (DSBs), the retention of several DNA damage response proteins in foci that form around DSBs, and the repair of the DSBs.

Chemical Structure

PRT4165
PRT4165
CAS#31083-55-3

Theoretical Analysis

MedKoo Cat#: 522681

Name: PRT4165

CAS#: 31083-55-3

Chemical Formula: C15H9NO2

Exact Mass: 235.0633

Molecular Weight: 235.24

Elemental Analysis: C, 76.59; H, 3.86; N, 5.95; O, 13.60

Price and Availability

Size Price Availability Quantity
25mg USD 150.00 Ready to ship
50mg USD 250.00 Ready to ship
100mg USD 450.00 Ready to ship
500mg USD 1,350.00 Ready to ship
1g USD 2,450.00 Ready to ship
2g USD 3,450.00 Ready to ship
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Related CAS #
No Data
Synonym
PRT4165; PRT-4165; PRT 4165.
IUPAC/Chemical Name
2-(3-Pyridinylmethylene)-1H-Indene-1,3(2H)-dione
InChi Key
OMHZFEWYVFWVLI-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H9NO2/c17-14-11-5-1-2-6-12(11)15(18)13(14)8-10-4-3-7-16-9-10/h1-9H
SMILES Code
O=C1/C(C(C2=C1C=CC=C2)=O)=C\C3=CC=CN=C3
Appearance
Yellow 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, not in water
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
Solvent mg/mL mM
Solubility
DMSO 20.0 85.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 235.24 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: Ni S, Takada Y, Ando T, Yu S, Yamashita Y, Takahashi Y, Sawada M, Oba M, Itoh Y, Suzuki T. Identification of a novel histone H2A mono-ubiquitination- inhibiting cell-active small molecule. Bioorg Med Chem Lett. 2024 Jun 1;105:129759. doi: 10.1016/j.bmcl.2024.129759. Epub 2024 Apr 16. PMID: 38636717. 2: Szustka A, Kozal K, Krześlak A. RING1 Inhibition Has a Cell-Specific Antitumoral Role by Promoting Autophagy in Endometrial Cancer Cells. Cell Physiol Biochem. 2024 Jan 8;58(1):1-13. doi: 10.33594/000000679. PMID: 38219048. 3: Shi P, Wu J, Li M, Cao Y, Wu J, Ren P, Liu K, Zhou J, Sha Y, Zhang Q, Sun H. Upregulation of Hsp27 via further inhibition of histone H2A ubiquitination confers protection against myocardial ischemia/reperfusion injury by promoting glycolysis and enhancing mitochondrial function. Cell Death Discov. 2023 Dec 19;9(1):466. doi: 10.1038/s41420-023-01762-x. PMID: 38114486; PMCID: PMC10730859. 4: Müller MR, Burmeister A, Skowron MA, Stephan A, Bremmer F, Wakileh GA, Petzsch P, Köhrer K, Albers P, Nettersheim D. Therapeutical interference with the epigenetic landscape of germ cell tumors: a comparative drug study and new mechanistical insights. Clin Epigenetics. 2022 Jan 7;14(1):5. doi: 10.1186/s13148-021-01223-1. PMID: 34996497; PMCID: PMC8742467. 5: Desai D, Khanna A, Pethe P. Inhibition of RING1B alters lineage specificity in human embryonic stem cells. Cell Biol Int. 2020 Jun;44(6):1299-1311. doi: 10.1002/cbin.11325. Epub 2020 Mar 2. PMID: 32068319. 6: Ohtaka M, Itoh M, Tohda S. BMI1 Inhibitors Down-regulate NOTCH Signaling and Suppress Proliferation of Acute Leukemia Cells. Anticancer Res. 2017 Nov;37(11):6047-6053. doi: 10.21873/anticanres.12052. PMID: 29061784. 7: Ismail IH, McDonald D, Strickfaden H, Xu Z, Hendzel MJ. A small molecule inhibitor of polycomb repressive complex 1 inhibits ubiquitin signaling at DNA double-strand breaks. J Biol Chem. 2013 Sep 13;288(37):26944-54. doi: 10.1074/jbc.M113.461699. Epub 2013 Jul 30. PMID: 23902761; PMCID: PMC3772243.