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SML3053

Sigma-Aldrich

CC-3060

≥98% (HPLC)

Synonym(s):

4-[(2-Benzofuranylmethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione, 4-[(Benzofuran-2-ylmethyl)amino]-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione

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About This Item

Empirical Formula (Hill Notation):
C22H17N3O5
CAS Number:
444288-86-2
Molecular Weight:
403.39
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C1NC(C(CC1)N2C(C3=C(C2=O)C(NCC4=CC5=C(C=CC=C5)O4)=CC=C3)=O)=O

InChI

1S/C22H17N3O5/c26-18-9-8-16(20(27)24-18)25-21(28)14-5-3-6-15(19(14)22(25)29)23-11-13-10-12-4-1-2-7-17(12)30-13/h1-7,10,16,23H,8-9,11H2,(H,24,26,27)

InChI key

GRICLJZNEMDVMA-UHFFFAOYSA-N

Biochem/physiol Actions

CC-3060 is a cell-permeable pomalidomide analog that acts as a potent, efficacious and dose-dependent promoter of CRL4CRBN-mediated ZBTB16 (Promyelocytic Leukemia Zinc Finger protein or PLZF) proteasomal degradation (DC50 = 0.47 nM and a ymin of 28 in HT-1080 ZBTB16-ePL cells). CC-3060 is shown to directly interact with the C2H2 ZnF1 domain, form a ternary complex with CRBN/ZBTB16 and stimulate ZBTB16-RARα robust degradation (Ymin of 20 in RAR?-ZBTB16-ePL cells). Also facilitates degradation of CRBN neosubstrates IKZF1, ZFP91, and ZNF276 with no effect on GSPT1 and CSNK1A1.
cell-permeable pomalidomide analog that acts as a potent, efficacious and dose-dependent promoter of CRL4CRBN-mediated ZBTB16 proteasomal degradation

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000128021
0000128021
0000126103

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Aberra Fura et al.
Drug metabolism and disposition: the biological fate of chemicals, 37(6), 1164-1171 (2009-03-03)
Saxagliptin is a potent, selective, reversible dipeptidyl peptidase 4 (DPP4) inhibitor specifically designed for extended inhibition of the DPP4 enzyme and is currently under development for the treatment of type-2 diabetes. The pharmacokinetics of saxagliptin were evaluated in rats, dogs
Mary E Matyskiela et al.
ACS chemical biology, 15(12), 3149-3158 (2020-11-19)
There is a growing interest in using targeted protein degradation as a therapeutic modality in view of its potential to expand the druggable proteome. One avenue to using this modality is via molecular glue based Cereblon E3 Ligase Modulating Drug

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