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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

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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
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

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