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MW 258.23 Da, Purity >99%. Immunomodulator. Antiproliferative, antiangiogenic and pro-apoptotic. Achieve your results faster with highly validated, pure and trusted compounds.

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Chemical Structure - (±)-Thalidomide, Immunomodulator and anticancer agent (AB120032), expandable thumbnail

Publications

Key facts

CAS number
50-35-1
Purity
> 99%
Form
Solid
Molecular weight
258.23 Da
Molecular formula
C13H10N2O4
PubChem identifier
5426
Nature
Synthetic

Alternative names

Recommended products

MW 258.23 Da, Purity >99%. Immunomodulator. Antiproliferative, antiangiogenic and pro-apoptotic. Achieve your results faster with highly validated, pure and trusted compounds.

Key facts

Purity
> 99%
PubChem identifier
5426
Solubility

Soluble in DMSO to 25 mM.

Biochemical name
Thalidomide
Biological description

Immunomodulator. Antiproliferative, antiangiogenic and pro-apoptotic.

Canonical SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
InChI
InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)
InChIKey
UEJJHQNACJXSKW-UHFFFAOYSA-N
IUPAC name
2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary info

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

CRBN also known as cereblon is a protein involved in the regulation of protein homeostasis. It has a molecular weight of approximately 51 kDa. CRBN is expressed in various tissues including the brain kidney and muscle. It functions as a substrate receptor for the CRL4-CRBN E3 ubiquitin ligase complex recognizing proteins for ubiquitination and degradation. The chemical structure of thalidomide shows binding affinity to CRBN influencing its function.

Biological function summary

Cereblon plays a role in the regulation of protein stability and degradation. It forms part of the CRL4-CRBN complex which tags specific proteins for ubiquitination and subsequent proteasomal degradation. This function is critical for maintaining cellular protein balance. Additionally CRBN modulates immune response and has immunomodulator properties influencing cell-mediated responses.

Pathways

CRBN participates in the ubiquitin-proteasome pathway which regulates protein turnover and quality control within cells. Moreover CRBN is involved in immune signaling pathways partly by modulating the expression of various cytokines and immune-related proteins. It interacts with proteins such as DDB1 and CUL4 within these pathways impacting cellular responses to stress and immune challenges.

Associated diseases and disorders

CRBN is associated with multiple myeloma and intellectual disability. Cereblon acts as a target for drugs like thalidomide and lenalidomide which are used in the treatment of multiple myeloma by altering ubiquitination processes. In intellectual disability alterations in CRBN function or expression can disrupt neuronal development and signaling. CRBN interacts with proteins like IKZF1 and IKZF3 within these contexts affecting their roles in disease progression and treatment responses.

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1 product image

  • Chemical Structure - (±)-Thalidomide, Immunomodulator and anticancer agent (ab120032), expandable thumbnail

    Chemical Structure - (±)-Thalidomide, Immunomodulator and anticancer agent (ab120032)

    2D chemical structure image of ab120032, Thalidomide, Immunomodulator and anticancer agent

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Product protocols

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