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MW 259.26 Da, Purity >98%. Thalidomide (ab120032) analog and TNF-α inhibitor. Potent antitumor and anti-inflammatory effects. Modulates and potentiates host immune responses against multiple myeloma. Active in vitro.

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Chemical Structure - (R,S)-Lenalidomide, Thalidomide analog, TNF alpha inhibitor (AB142129), expandable thumbnail

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Key facts

CAS number
191732-72-6
Purity
> 98%
Form
Solid
Molecular weight
259.26 Da
Molecular formula
C13H13N3O3
PubChem identifier
216326
Nature
Synthetic

Target data

Alternative names

2610203G15Rik, 2900045O07Rik, AF229032, AIO, AW108261, Aiolos, CLL associated antigen KW 6, CRBN_HUMAN, Cereblon, DKFZp781K0715, DNA-binding protein Ikaros, Hs.54452, IK1, IKAROS, IKAROS family zinc finger 1 (Ikaros), IKAROS family zinc finger 3, IKAROS family zinc finger 3 (Aiolos), IKZF1_HUMAN, IKZF3_HUMAN, Ikaros (zinc finger protein), Ikaros family zinc finger protein 1, Ikaros family zinc finger protein 3, LYF1, Lymphoid transcription factor LyF-1, MGC27358, MRT2A, OTTHUMP00000209555, PRO0758, Protein cereblon, Protein x 0001, ZNFN1A1, ZNFN1A3, Zinc finger protein Aiolos, Zinc finger protein subfamily 1A 1, Zinc finger protein subfamily 1A 1 (Ikaros), Zinc finger protein subfamily 1A 3, Zinc finger protein subfamily 1A 3 (Aiolos), Zinc finger protein subfamily 1A, member 3, Zinc finger protein, subfamily 1A, member 1, hIk 1, piL, zinc finger DNA binding protein Aiolos

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MW 259.26 Da, Purity >98%. Thalidomide (ab120032) analog and TNF-α inhibitor. Potent antitumor and anti-inflammatory effects. Modulates and potentiates host immune responses against multiple myeloma. Active in vitro.

Key facts

Purity
> 98%
PubChem identifier
216326
Solubility

Soluble in DMSO to 100 mM.

Biochemical name
Lenalidomide
Biological description

Thalidomide (ab120032) analog and TNF-α inhibitor. Potent antitumor and anti-inflammatory effects. Modulates and potentiates host immune responses against multiple myeloma. Active in vitro.

Canonical SMILES
C1CC(=O)NC(=O)C1N2CC3=C(C2=O)C=CC=C3N
InChI
InChI=1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6,14H2,(H,15,17,18)
InChIKey
GOTYRUGSSMKFNF-UHFFFAOYSA-N
IUPAC name
3-(7-amino-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

Notes

This product is manufactured by BioVision, an Abcam company and was previously called 1862 (R,S)-Lenalidomide. 1862-100 is the same size as the 100 mg size of ab142129.

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

Ikaros also known as IKZF1 is a zinc finger transcription factor with a mass of around 58 kDa. It is important for the development and function of the immune system specifically impacting lymphocyte differentiation. Ikaros is prominently expressed in hematopoietic cells including both B and T lymphocytes. IKZF3 another member of the Ikaros family serves similar roles while cereblon (CRBN) is part of the E3 ubiquitin ligase complex. CRBN is not a transcription factor but functions in protein ubiquitination and is expressed in multiple tissues suggesting diverse functions across different biological contexts.

Biological function summary

Ikaros and IKZF3 act as transcriptional regulators shaping lymphocyte gene expression in the immune system. They form complexes with other proteins to exert their regulatory effects on chromatin and transcription. CRBN as a substrate receptor for the CUL4-RBX1-DDB1-CRBN E3 ubiquitin ligase complex influences protein degradation pathways. It does not directly regulate transcription but plays a part in controlling protein turnover which can have regulatory impacts on cell signaling pathways.

Pathways

The significance of Ikaros and IKZF3 extends to the JAK-STAT signaling and B-cell receptor signaling pathways. In these pathways their transcriptional regulation affects gene expression critical for immune cell function. CRBN's role through ubiquitination connects indirectly to these pathways by modulating protein stability. Together they interact within complex networks of protein regulation influencing cellular responses to external stimuli.

Associated diseases and disorders

Ikaros and IKZF3 are linked to hematologic malignancies such as leukemia. These transcription factors' mutations or dysregulation can lead to uncontrolled cell proliferation. The connection of CRBN to diseases like multiple myeloma comes from its interaction with the drug lenalidomide a derivative of thalidomide which modulates the immune response by degrading IKZF proteins. These interactions highlight the therapeutic targeting potential of CRBN in relation to drug efficacy and disease modulation.

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1 product image

  • Chemical Structure - (R,S)-Lenalidomide, Thalidomide analog, TNF alpha inhibitor (ab142129), expandable thumbnail

    Chemical Structure - (R,S)-Lenalidomide, Thalidomide analog, TNF alpha inhibitor (ab142129)

    2D chemical structure image of ab142129, (R,S)-Lenalidomide, Thalidomide analog, TNF alpha inhibitor

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