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Thalidomide-O-C4-COOH

CAT: 0804-HY-130950-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-130950-01Size:50 mg
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Description
Thalidomide-O-C4-COOH is a synthesized E3 ligase ligand-linker conjugate that incorporates the Thalidomide based cereblon ligand and a linker used in PROTAC technology[1].
CAS Number
2169266-67-3
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Apoptosis; Autophagy; E3 Ligase Ligand-Linker Conjugates
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; PROTAC
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/thalidomide-o-c4-cooh.html
Purity
97.0
Solubility
10 mM in DMSO
Smiles
O=C(O)CCCCOC1=CC=CC(C(N2C(CC3)C(NC3=O)=O)=O)=C1C2=O
Molecular Formula
C18H18N2O7
Molecular Weight
374.34
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
References & Citations
[1]Sato T, et al. Cereblon-Based Small-Molecule Compounds to Control Neural Stem Cell Proliferation in Regenerative Medicine. Front Cell Dev Biol. 2021;9:629326. Published 2021 Mar 11.|[2]Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27 (8) :998-1008.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Cereblon

Chemical Information

Thalidomide-O-C4-COOH
CAS Number2169266-67-3
PubChem CID132211977
IUPAC Name5-[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]oxypentanoic acid
Molecular FormulaC18H18N2O7
Molecular Weight374.3
XLogP0.5
Topological Polar Surface Area130
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Heavy Atom Count27
Formal Charge0
Complexity662
SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)OCCCCC(=O)O
InChI
InChI=1S/C18H18N2O7/c21-13-8-7-11(16(24)19-13)20-17(25)10-4-3-5-12(15(10)18(20)26)27-9-2-1-6-14(22)23/h3-5,11H,1-2,6-9H2,(H,22,23)(H,19,21,24)
InChIKey
HCUNNTIALPNNPY-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Thalidomide-O-C4-COOH
CAS: 2169266-67-3
CID: 132211977
Formula: C18H18N2O7
MW: 374.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight374.3
XLogP30.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass374.11140092
Monoisotopic Mass374.11140092
Topological Polar Surface Area130 Ų
Heavy Atom Count27
Formal Charge0
Complexity662
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes