(S) -Thalidomide

CAT: 0804-HY-14658A-01Size: 5 mgDry Ice: NoHazardous: No
CAT#:0804-HY-14658A-01Size:5 mg
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Description
(S) -Thalidomide ((S) - (-) -Thalidomide) is the S-enantiomer of Thalidomide. (S) -Thalidomide has immunomodulatory, anti-inflammatory, antiangiogenic and pro-apoptotic effects[1][2][3]. (S) -Thalidomide induces teratogenic effects by binding to cereblon (CRBN) [4].
CAS Number
[841-67-8]
Product Name Alternative
(S) - (-) -Thalidomide
UNSPSC
12352005
Hazard Statement
H302, H360
Target
Apoptosis; Autophagy; Ligands for E3 Ligase; Molecular Glues
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; PROTAC
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/s-thalidomide.html
Purity
99.52
Solubility
DMSO : 83.33 mg/mL (ultrasonic)
Smiles
O=C1N([C@@H](CC2)C(NC2=O)=O)C(C3=C1C=CC=C3)=O
Molecular Formula
C13H10N2O4
Molecular Weight
258.23
Precautions
H302, H360
References & Citations
[1]Stephens TD. The effect of thalidomide in chicken embryos. Birth Defects Res A Clin Mol Teratol. 2009 Aug;85 (8) :725-31.|[2]Murphy S, et al. Enantioselectivity of thalidomide serum and tissue concentrations in a rat glioma model and effects of combination treatment with cisplatin and BCNU. J Pharm Pharmacol. 2007 Jan;59 (1) :105-14.|[3]Liu WM, et al. s-thalidomide has a greater effect on apoptosis than angiogenesis in a multiple myeloma cell line. Hematol J. 2004;5 (3) :247-54.|[4]Tokunaga E, et al. Understanding the Thalidomide Chirality in Biological Processes by the Self-disproportionation of Enantiomers. Sci Rep. 2018 Nov 20;8 (1) :17131.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Cereblon

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