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3-(7-hydroxy-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione

Names

[ CAS No. ]:
1061604-41-8

[ Name ]:
3-(7-hydroxy-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione

[Synonym ]:
MFCD29054753
3-(4-Hydroxy-1-oxo-1,3-dihydro-2H-isoindol-2-yl)-2,6-piperidinedione
2,6-Piperidinedione, 3-(1,3-dihydro-4-hydroxy-1-oxo-2H-isoindol-2-yl)-

Biological Activity

[Description]:

Lenalidomide-4-OH is the Lenalidomide-based cereblon (CRBN) ligand used in the recruitment of CRBN protein. Lenalidomide-4-OH can be connected to the ligand for protein by a linker to form PROTAC.

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> PROTAC >> Ligand for E3 Ligase

[Target]

Cereblon


[In Vitro]

PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].

[References]

[1]. Scheepstra M, et al. Bivalent Ligands for Protein Degradation in Drug Discovery. Comput Struct Biotechnol J. 2019;17:160-176. Published 2019 Jan 25.

[2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
602.9±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C13H12N2O4

[ Molecular Weight ]:
260.245

[ Flash Point ]:
318.4±31.5 °C

[ Exact Mass ]:
260.079712

[ LogP ]:
-0.85

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.660

[ Storage condition ]:
2-8℃

Related Compounds